The B2B Podcast Index
Index
All categories
MarketingSalesSaaSFinanceHROpsLeadershipCustomer SuccessAI & DataProductStartups & FoundersRevOpsEngineering & DevTools
MethodologySubmit
Best of:MarketingSalesSaaSFinanceHROpsLeadershipCustomer SuccessAI & DataProductStartups & FoundersRevOpsEngineering & DevTools
An independent project byFame
SearchBest episodesGuestsInsightsMethodologySubmit a podcast
Index/Customer Success/Women in Customer Success Podcast
Women in Customer Success Podcast artwork

143 - The Power of Layers: Building Bridges, Understanding Finance, AI & All That Jazz

Women in Customer Success Podcast · 2025-09-17 · 45 min

0:00--:--

Key moments - from our scoring

Substance score

55 / 100

Five dimensions, 20 points each

Insight Density12 / 20
Originality11 / 20
Guest Caliber13 / 20
Specificity & Evidence10 / 20
Conversational Craft9 / 20

Kelly Turner brings a unique perspective to customer success leadership, having pivoted from a finance career where she rose to controller before deciding the operational center of business held more appeal than CFO-track work. Her journey - preceded by a gap year visiting 52 countries - informs her philosophy that careers should look like "squiggles" as professionals discover their strengths and impact. At Vitally, a customer success platform, she operates as both a CS leader and prototype customer, giving product feedback on capabilities like forecasting. Turner emphasizes the importance of CS professionals understanding business fundamentals, particularly how revenue flows through an organization, and recommends tracing a dollar's journey through marketing, sales, booking, and collections to build credible business cases. She highlights an emerging trend: CS funnels are non-linear (unlike sales or marketing funnels), requiring leaders to tighten definitions around growth activities, save activities, and support for healthy customers. Turner advocates for scaled CS that feels personal, drawing lessons from marketing's ability to operate at scale while maintaining individual relevance. A key innovation she's building at Vitally is creating "bridges" - guided learning paths in-product and via live/on-demand events - to help new customers navigate overwhelming content libraries with confidence, avoiding information overload. The conversation also touches on change management and AI adoption in CS teams.

Key takeaways

  • →CS professionals should befriend their finance teams and trace how a dollar moves through the business (marketing funnel → sales → booking → collection → recognition) to build credible business cases and understand why customer investment matters to revenue growth.
  • →CS funnels are non-linear and require distinct definitions for growth activities, save activities, and support activities - unlike the linear funnels in sales and marketing - and CS leaders should tighten their frameworks around these segments.
  • →Build 'bridges' for customers: create guided learning journeys in-product and through live or on-demand events that meet customers where they are, preventing content overwhelm and building confidence before exposing them to additional resources.
  • →Scaled CS works at scale only when touchpoints, outreach, and engagement feel honest, relevant, and helpful to each customer based on their data, maturity, and industry context - not through mass blasts.
  • →CS leaders entering the discipline from other functions should seek mentorship on CS-specific fundamentals like segmentation differences from sales, CSM incentive structures, and career path design.

Guests

Kelly Turner

Topics in this episode

Personalization at scaleChange managementCustomer successcustomer success segmentationwomen in customer successCS strategiesVitally (customer success platform)CS funnel mappingRevenue tracing through the businessFinancial planning and analysis (FPA)Scaled CS operationsGuided learning journeys ('bridges')AI adoption in customer success

Questions this episode answers

How can a customer success manager without a finance background develop the financial acumen needed to progress quickly in their career?

Make a friend in your finance team and trace how a dollar moves through your organization - from lead generation through marketing, sales, booking, collection, and revenue recognition. Understanding each stage and what it costs to acquire and expand customers allows you to build richer business cases with context about why investments in CS actually drive revenue growth.

What is the difference between a customer success funnel and a sales or marketing funnel?

CS funnels are non-linear and cyclical (big, small, big, small, big, small), unlike the linear funnels in sales and marketing. CS leaders should define distinct activities for growth (expansion), save (churn prevention), and support (happy healthy customers) rather than applying a traditional linear model.

What is the 'bridges' concept Kelly Turner is building at Vitally, and why does it matter?

Bridges are guided learning paths - in-product, live events, and on-demand content - that help new customers navigate overwhelming resource libraries with confidence. They meet customers where they are in their maturity and journey, preventing information overload while building confidence to consume additional resources independently.

How should customer success teams approach scaling their operations without sacrificing personalization?

Scaled CS works when every touchpoint, outreach, and engagement feels honest, relevant, and helpful to the individual customer based on their data, platform maturity, and industry context. Mass blasts no longer work; instead, use customer data to ensure scaled efforts feel personal and timely.

What mentoring do first-time CS leaders from other disciplines need when entering the field?

New CS leaders should understand CS-specific fundamentals: how CS segmentation differs from sales segmentation, how to incentivize CSMs differently than other roles, what CSM career paths look like, and how to manage non-linear customer lifecycles - soft skills that require guidance beyond product knowledge.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

12 / 20

The episode contains some valuable frameworks (e.g., 'bridges' for customer onboarding, tracing $1 through the organization, push/pull change management for AI adoption) and practical advice on understanding finance and using AI prompts. However, much of the content consists of career storytelling, travel anecdotes, and general best-practice statements that lack depth or novelty. The AI section offers tactical prompts but little strategic insight; many claims remain surface-level without concrete evidence of impact.

I'll say one of the simplest things that I do before any customer call and we're actually doing this more and more invitedly. I did it before in chatgpt was give me a quick summary of this customer's financial health, current business objectives and any recent stakeholder changes in their executive suite
One of the things that I've spent a lot of time building more recently is what I call bridges for our customers

Originality

11 / 20

While Kelly's personal career narrative (finance to CSM transition) is distinctive, the broader frameworks lack freshness. The push/pull change management model is standard, AI prompts (summaries, sentiment analysis) are widely discussed, and the segmentation/funnel thinking mirrors established SaaS playbooks. The 'bridges' concept is somewhat original but underdeveloped. Few contrarian or first-principles arguments appear; most advice aligns with conventional wisdom.

much like any other change, you have to think about change management. There's two elements to change management... There's a push element and there's a pull element
very scaled CS works if the very scaled CS touchpoints, outreaches, emotions, feel honest, feel relevant and feel helpful to the customer

Guest Caliber

13 / 20

Kelly Turner is SVP of Global Customer Success at Vitally and has substantial operational experience across multiple CS roles and companies. She has credible seniority and hands-on practitioner background (controller → frontline CSM → VP roles → CSP leadership). However, as a podcast guest she functions partly as a thought-leader evangelist for Vitally's platform, which slightly dilutes pure practitioner credibility. Her experience is solid but not exceptionally rare or uniquely authoritative in the CS space.

currently she's serving as SVP of Global Customer Success at Vitaly
I had actually worked as head of customer Success, VP of customer Success in multiple marketing organizations, marketing software, as well as one ed tech organization

Specificity & Evidence

10 / 20

The episode lacks concrete numbers, named customer examples, measurable outcomes, or timelines. Kelly shares anecdotal evidence (e.g., 'one CSM wrote an agent that took 4-6 runs to work,' 'a conversation last week with a new gentleman') but no hard data on impact. The financial concepts are explained abstractly ('cost of acquiring new customers is not insignificant') without comparative metrics. AI prompts are generic (summarize customer health, industry challenges) without case studies or results.

I have never sent a spreadsheet to my CSM team in my entire time in Vitally
It probably took four or five, six runs until it started to get there

Conversational Craft

9 / 20

The host asks warm, open-ended questions but rarely challenges Kelly's claims or digs deeper with follow-ups. There are softball moments (questions about travel bucket lists, outfit preferences) that consume airtime without driving subscriber value. The host does acknowledge Kelly's examples ('I really like what I'm hearing') but doesn't press on measurement, customer impact, or trade-offs. The conversation is collegial but lacks the sharp, probing questions that would surface nuance or test assumptions.

Tell me more
I really like what I'm hearing. In a way you're creating almost a guided journey for customers

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Share of words spoken

  • Speaker A73%
  • Speaker B27%

Most-used words

customer64success34customers29team22different19today16feel15data15product13start13love13change13first12three11understand10excited10

Episode notes

Text us your questions and thoughts! We’re excited to welcome Kelley Turner, whose journey from financial controller to SVP, Global Customer Success at Vitally, defies the traditional career ladder. As she reveals, "My career looked like a squiggle until it all made sense," suggesting that non-linear paths often lead to the richest skill combinations in customer success. Drawing from her finance background, Kelley shares how understanding the business mechanics - tracing a dollar from lead acquisition through revenue recognition - equips CSMs with the authority needed to advocate effectively for customers. This financial fluency transforms both customer conversations and internal business cases.

Full transcript

45 min

Transcribed and scored by The B2B Podcast Index.

Speaker A: My career looked like a squiggle until it all made sense. And to me, that's actually what a really good career should look like a bit as you figure out what you're great at, what you really enjoy, and where you can make a differential impact based on your skills, experience and just presence in the world. Any customer success funnel sort of is big and small and then big and then small and then big and small. It's not linear, but I do think as we get tighter on what true growth activities look like, what true save activities look like, what it looks like to support a customer who is in a good and happy spot in the right ways, there's more we can do as an organization, as a discipline to get tight on that. One of the things that I've spent a lot of time building more recently is what I call bridges for our customers. So we have incredible online content, our webinars are fantastic. But a lot of times for new customers, that's overwhelming. Knowing where to go, what to find, what video to watch, what doc to read. And so how do we build more bridges in the product as well as how do we build more bridges in live events, in on demand events that can help people feel confident and strong so that they then can take in additional information and in a way that they feel like helps them versus sort of puts more onus on them to continue to understand on their own. Many customer success professionals are always trying to get a seat at the table. We know that having a seat at the table where the big decisions are made way before it gets to the customer, it might start with what are we going to market? How are we going to talk about pricing? How are we going to bring these customers in? VS Professionals are always trying to get into those conversations early because we know if the decisions are made and they're hard for customers later, we're the ones who will have to figure it out.

Speaker B: Welcome to the new episode of the Women in Customer Success podcast. It's an absolute pleasure to welcome a special person today. When I, uh, say special person, firstly, it's probably been a, uh, year in making for us to have this conversation today, so I'm particularly excited about it. A lady who has done amazing things in her career and currently she's serving as SVP of Global Customer Success at Vitaly. She is Kelly Turner. Kelly, welcome to the show.

Speaker A: Thank you so much. I'm thrilled to be here. I'm so glad we figured out a way to make this happen.

Speaker B: I am glad as well. Uh, and I'm particularly Glad about all of the very interesting things we are going to talk about today. AI and all that jazz. But before we go into the main part of this conversation, Kelly, I know people in the audience would like to get to know you a bit better. Can you tell us where are you calling from? Like, position us in the world?

Speaker A: Absolutely. I am calling from Boulder, Colorado today. The gorgeous Rocky Mountains in the middle west of the United States. It's pretty early today, so it's still sun is coming up, but I'm looking forward to what we call a beautiful bluebird day here.

Speaker B: Oh, it is a, uh, wonderful corner of the universe, right?

Speaker A: Absolutely.

Speaker B: Uh, Kelly, what is some of your travel bucket list destinations?

Speaker A: Oh, gosh. Well, so fun fact about me, my husband and I, the year we turned 30, I had just finished my MBA and we were inspired by folks in the UK, in Australia, New Zealand, and we took a gap year the year we turned 30. And we went to 52 countries in one year. We traveled about every three to four days. And so I got to hit a lot of the early bucket list items. For me, now it's the really challenging ones. Um, I have Cuba on my bucket list. I have not been to more of, uh, uh, Japan and Korea, China, Russia, just because from the US it's hard to do that in a week. I also have a deep, deep, deep love for the Middle east and north in North Africa, so I have a number of countries there as well. Um, I've had the amazing opportunity to experience the hospitality of that part of the world and just really appreciate the history and the food. I am a foodie, I am a cook. And for me, I will take amazing spice Middle Eastern meat over a, um, open flame any day, all day.

Speaker B: Okay. Wow. This could be just an episode in itself because I could start asking about all of the wonderful destinations, especially some of my favorite Japan and South Korea and cooking and your best recipe. Okay. Maybe at the end, if we have time. So just to keep myself focused, firstly, thanks so much for sharing that. And it's absolutely wonderful to take a gap here when you're 30. Amazing. And now, as you came back from the gap year, take us a little bit through the journey of what happened between that MBA and how did you enter customer success?

Speaker A: Absolutely. I will say, and my husband says my career looked like a squiggle until it all made sense. And to me, that's, uh, actually what a really good career should look like a bit as you figure out what you're great at, what you really enjoy, and where you can Make a differential impact based on your skills, experience and just presence in the world. So coming back from the gap year, finishing my mba, I was in finance. So I was in financial planning and analysis, internal finance. So a lot of spreadsheets, a lot of quarterly planning and a lot of what do we think will happen? And then what reconciling what actually happened after that. And I did quite well in finance. By the end of my term time in finance, I become the controller of a multinational corporation. I actually flew to India to stamp the books closed with the local magistrate because at the time you were actually required. There was a stamp and a signature. And I learned what it meant to close the book because that stamp was complete. And I did it. And I did it, uh, did it quite well. And quite frankly I was tapped likely to be the CFO next. And I had a moment with myself where I said, do I love this? Because a CFO is not a small job, it is an important job. Is it a critical job? But I was feeling this sense of this isn't quite me, this isn't quite what I want. Um, besides the fact that most CFOs wear khaki pants and I have never looked good in khaki pants, I also have never looked good in a polo shirt. It's just not my look. I thought to myself, I'm spending all my time on the outside of the donut of a business. I'm predicting what's going to happen quite well. I'm reconciling what's going to happen quite well. I want to be in the middle where it actually happened. And so I took a wild chance and I, uh, went to my CEO at the time and I said, mark, I, uh, love the company, love being here. I am not your next cfo. And quite frankly, I don't want to be your controller anymore. I will help you find another person. I am all in, but I think I need to go find my next adventure. And to his credit, he said, well, Kel, I get it, I support you. The only thing I don't want you to do is leave. So what would you like to do instead? And I said, I want to work with customers. And so I went from being the controller of the company to a frontline first time CSM wild transition. But within three years I went from being the frontline CSM to the vice president of CS because I had a couple of m really core skills already in my toolkit which helped me move quickly. Number one, I understood the business. And when you understand the Business, you can speak with authority, you can speak with conviction, and that is much more compelling to a customer. Number two, I knew how to speak to executives because I had operated as one. And so I could come into a room and very naturally be part of the conversation and help drive it where we need it. And number three, I have always, always, always oriented myself to invest in others, whether it was my own team, whether it was my peers and colleagues externally. And I was able to take that same commitment to investment and genuine curiosity and care into my customer relationships so that it felt authentic and real. Um, and so it was a truly fantastic transition, but one that really only made sense at the end of the day.

Speaker B: Okay, wow. From the brinks of being a cfo, going all the way down to the front lines, into the trenches of csm, um, and then again building yourself up. Incredible story. And I love how you started talking about so important skills that CSMs or anyone working with customers should have in order to be really successful and progress so quickly, as you did. Now for kind of mere mortals like me and so many others who didn't have that like MBA and financial background, how can someone who maybe followed a bit, I'm not even calling traditional, maybe more just a different path into customer success and doesn't have that vast financial knowledge which is incredibly useful. Like, what would be your advice for them to develop those crucial skills to progress really fast in their career?

Speaker A: Absolutely. And I will say before this too, I firmly believe the F canon should be one of the most diverse teams in the company, especially in background, because there is so much come when you come to bring, uh, building a CS team, it's about building a complimentary set of skill sets. And so folks who come out of marketing have a wonderful skill set. Sales have a wonderful skill set. Operations, revenue. There are so many spaces where people can bring their history to make team and their customers so much richer for it. When I think about how to sort of know, know how your business works, I think about a session I did in a prior organization and I did a session on tracing $1 through our organization. Where does $1 start and where does $1 end? And the different stages of $1 and understanding the challenge at each stage. So if someone had an opportunity to make a friend in finance and have a conversation, understand what does it take to get, uh, a first lead in our market in your marketing funnel, then what does it take to actually sell it? What does it take then to book it, to uh, collect it and to recognize it? All three of those are Completely different stages for a dollar and then understand where are you spending it as well. Because if you can understand that about your business, then when you say, have a product question or a feedback request or something that you feel like is a place where the business should invest, perhaps it's for your customer, perhaps it's for a new set of customers that all of a sudden you're getting excited about, or a new service or support that you feel like could really change the churn rate of your customer. If you understand what went into making that dollar that you're proposing than to spend on X, Y, Z, you also can come with an understanding of what it took. And so your business case can be so much richer. It can have so much more context on why this actually makes sense in that context of how that dollar goes through the business, that it will generate more dollars. One of the things I think that has been really beneficial for business understanding of customer success in the last couple years is, is that it takes so many more dollars to make $1 in new sales versus $1 in expansion sales. The cost of, um, acquiring new customers is not insignificant. And so it puts a really strong importance and value, I think, in cs, in our work to renew that, in, uh, our work to continue that revenue from that early investment, but also for businesses to recognize if you invest in those customers, they have such a stronger propensity to grow. And that growth can really change the trajectory of your company, not just incremental. And so I think both of those things have been really exciting in the business as we better connect the final results to the input put in at

Speaker B: the beginning and how important it is for CSMs to not shy away from thinking about the revenue, thinking about where the money goes, how the money gets into the business, and just be aware from every single stage of that lead, as you said, and just, uh, understand financials. And yes, be friend with your finance or go online, just learn about it. Because no matter what you do and what is your vertical as a csm, this is going to be extremely useful to progress in your career.

Speaker A: Absolutely.

Speaker B: Uh, I have one more question for your days in finance before m we move on more proper into customer success. Okay, if khaki pants were not the best attire for you in those days, what, uh, do you suggest as a greatest attire for customer success?

Speaker A: Let's see. I think customer success does well in layers. Anyone who has gone to a customer meeting.

Speaker B: Tell me more.

Speaker A: Anyone who's gone to a customer meeting knows you have to be prepared in the days before airplay on tv. You had to make sure you had all of the dongles, all of the plugs, make sure your presentation is there, make sure it's saved so you're not dependent on any WI fi issues. Um, maybe even make sure you have a backup copy with someone else. And by the same token, when we go into other, um, organizations offices, we are a guest in their home and we don't necessarily know what their air conditioning or heating or whether you're going to walk six flights up to your conference room or have to run three flights down because there's a fire alarm in the middle. Been there. So I recommend layers Cute sheath dress with a little blazer, maybe a sweater, cute pants, a top, a sweater, a little blazer, something that's cute on the shoes you feel good at if you're standing in front. But you can also run in if you need to. I go layers beautiful.

Speaker B: And I love how blazer was the part of your suggestions. Excellent, Kelly. So as a customer, uh, success leader in a blazer, currently you're leading global customer success team at Vitaly. Would you like to tell us a bit how you transition from, you know, from M the finance to getting into customer success and then, you know, securing a role at Vitaly and then what is some of the most common or major trends that you are seeing currently as you working with so many customers who are committed to serving their customers through the platform. So you have even bigger responsibility of serving customers who are customer success professionals. Sorry, that was a long winded question.

Speaker A: So for anyone that doesn't know, Vitally is a customer success platform, AKA a csp. And I would say the responsibility of being a CS leader at a CSP is unique, special, amazing, and an honor I take very seriously. M Many customer success professionals are always trying to get a seat at the table. We know that having a seat at the table where the big decisions are made way before it gets to the customer, it might start with, what are we going to market? How are we going to talk about pricing? How are we going to bring these customers in? VS Professionals are always trying to get into those conversations early because we know if the decisions are made and they're hard for customers later, we're the ones who will have to figure it out. At Vitally, I have the opportunity not just to have a seat at the table, but I am the prototype economic buyer and customer. And so I have an amazing opportunity to give feedback on the product as we're building it. Um, just the other day I sat down with one of our product Managers and he walked me through some very cool forecasting capability we're buying, which we all went through. My finance background is very near and dear to my heart. And we talked about how I think about a forecast. Do I think about open and closed deals, Do I think about churn and expansion? How do I build sort of the triangle or the pyramid of a forecast? What's the basis then? Where do we could dive deeper and deeper and deeper. And I got to say, I actually would think we would move this here or uh, we change this here or the naming convention you used says sales to me, not cs. And I really appreciate the opportunity to say that so that when I go to my peers and go, we just built something amazing. I can't wait for you to check it out. I truly believe that in my heart.

Speaker B: Mhm.

Speaker A: For me, coming to a csp, uh, was an amazing change. I had actually worked as head of customer Success, VP of customer Success in multiple marketing organizations, marketing software, as well as one ed tech organization. So I had had three, uh, roles in a row as a VP of Customer success before I moved to Vitally. And for me, I am a huge believer in bringing the best of other disciplines to bear in customer success because customer success encompasses so much in terms of the customer experience. So for me, when you think about the trends, both uh, sort of how I've come into customer success and how I've grown, I learned a lot by being in a marketing operations company because marketers, number one, have a defined funnel, much like sales has a defined funnel. I believe in the next X number of years the S will come up with a more defined funnel. We are always, I don't want to say struggling, but working to be able to identify to our um, uh, leaders, to our CEOs, to our board members, where customers are and how we're working with them based on their segment and their status. So as we think about marketers, they do have a more defined funnel. They have customer, they have prospects very early, all the way to the final stages. What we know is any customer success funnel sort of is big and small and then big and then small and then big and small. It's not linear. But I do think as we get tighter on what true growth activities look like, what true save activities look like, what it looks like to support a customer who is in a good and happy spot in the right ways, there's more we can do as an organization, as a discipline to get tight on that. The other thing I learned working in marketing is they very much operate at scale with the goal of every touchpoint feeling individual and when you ask about trends I continue to see more and more companies looking to do what we know more with less which looks like very scaled cs very scaled CS works if the very scaled CS touchpoints, outreaches, emotions, feel honest, feel relevant and feel helpful to the customer. Mass blasts don't do it anymore. Um, it is so much more important that you understand the data about your customer that you're really able to send something. Do an outreach, have an engagement or an opportunity that meets them where they are both in your platform, both in their own maturity and their discipline as well as where their industry is going. One of the things that I've spent a lot of time building more recently is what I call bridges for our customers. So we have incredible online content lots of folks have taken advantage of. Our webinars are fantastic, we've got great content people can go but a lot of times for new customers that's overwhelming. Knowing where to go, what to find, what video to watch, what doc to read. And so how do we build more bridges in the product as well as how do we build more bridges in live events, in on demand events that can help people feel confident and strong so that they then can take in additional information and in a way that they feel like helps them versus sort of puts more onus on them to continue to understand on their own.

Speaker B: Today's episode is brought to you by Deploy Flow, your partner for digital transformation. Do you need to build an MVP fast? Whether it's a new product, APIs configuration for your CRMs or modernizing your cloud apps, P suite gives you a team senior squad of full stack engineers who plug into your team and hit the ground running. Designed for founders and CTOs who want to move fast with AI powered tools and clear Sprint based outcomes. No more long term log ins so if a Sprint doesn't deliver you can just walk away for a cost and squad estimate. Head over to DeployFlow Co P Suite and take the quick quiz Deploy Flow co. I really like what I'm hearing. In a way you're creating almost a guided journey for customers not to go from 1 to 10 and be completely overwhelmed or actually wanting to be 10 thinking that's where you want to go next rather than going every step on the way because that's where they are. Not Everybody starts with 1 or 0. Some start with 5 so it's easier to come to 10. But I really like that analogy because transforming organization and transforming customer success comes with certain maturity which very often we all probably felt overwhelmed by everything, by content and amazing, um, content, but not knowing what are your next best steps to start. So it's great to hear that you recognized that as a problem and as a need for customers and you are building experience where they can really feel confident from one step to another and knowing they're doing a good job.

Speaker A: I agree. I also am seeing a fair number of when companies consolidate, when they have to reduce their overall staffing. I do see some leaders coming in from other disciplines as first time leaders of customer success because perhaps they have consolidated customer success with another team, with another organization. And so these folks often come in with great knowledge bases. But the fine tuning element of, well, how do we do this? What do I do as ahead of customer success that I didn't as ahead of whatever other discipline I was in before? And I will say one of the joys of my time at Vitally so far is I've just been able to do some one on one mentoring sessions. I had a conversation last week with, uh, a, uh, new gentleman who was in CS for the first time. Great, great background, but truly just hadn't led this team. And for 45 minutes I just answered questions. What is CS segmentation? How is it different from sales? How do you incentivize a csm? What does a CSM career path look like? Because a lot of times folks will come in and go, I know what a good customer experience looks like. I know how to show up for a team. But there's so many little things I don't know. I love that opportunity to help them grow and feel really confident so that they can convey that to their teams who also then can convey it to the customers.

Speaker B: And as I said, what a wonderful, an honorable opportunity to be in the spot where you have a chance to mentor people who are really appreciating it and who really need that at the moment rather than all the bells and whistles of an amazing platform that they can use, but they need the soft element of it as well. Okay, Kelly, I need to ask a question. Uh, it's not the elephant in the room anymore, but it is an elephant in the room everywhere. And that's AI just being everywhere. So obviously as you, vitally, as a CSP customer success platform, you have AI in your product. AI is everywhere. How do you as a leader, work with your team, with customer success managers, to even start using AI and to adopt it and just to make them comfortable? Because it's everywhere. It seems like no matter where you go, you're missing something out because somebody else are already doing more advanced things. So how do you make them feel comfortable and knowing when to use it for what? To see real benefits of it.

Speaker A: I think at CS Leaders, we are fortunate to be operating in a very exciting time and an interesting time where we have to look at ourselves, we have to look at how we think, uh, people should operate and what good looks like on a team constantly. And we have to challenge ourselves, we have to challenge our own assumption that this is as good as it can be. Because quite frankly, things are moving quick enough that it probably isn't. Not that it's not good, but it could be better. And so I think much like any other change, you have to think about change management. There's two elements to change management. I see it when it comes to any major process, any major, you know, what we call sort of foundational shifting, revision of the market. There's a push element and there's a pull element. When you think about the pull, the pull is how do you create CSMs? Individual contributors, managers and leaders in your teams that want to learn AI. How do you make it feel like something that isn't a punishment, isn't a fear space, but is something that will help them succeed? So, quite frankly, we started with a little bit of fun in play. There's been all sorts of different fun things you can do with ChatGPT just as a starter, we went through this is a little bit silly, but it got people kind of excited. We went through the how do you turn your profile picture into a Muppet? People loved it. You traded pictures. You're like, oh, I love this. And what it started to do was teach people how to do some prompts. Because prompt writing is going to be important. I think it's going to be less important than we thought. But the ability to break down a need into its composite parts and say, this is what I am looking for. These are the components. This is what I am not looking for. This is the format I need. It's actually more of a thought exercise, I would say, than a writing exercise. So teaching people a little bit how to break down from the. I want a spreadsheet that tells me this. What does that actually mean? So did the pull piece. So how can people get excited about it? And quite frankly, it's been so successful that I now have CSMs. Writing their own GPTs, writing their own agents. One of the coolest things in vitally, besides the fact I'm just going to say this is a humble brag. I have never sent a spreadsheet to my CSM team in my entire time in Vitally. This is the first time, the first organization I have ever been able to say that even after I was on other CSPs. I don't have to use spreadsheets. It's in the platform and I get to operate truly from that elusive one pane of glass with my team. But as part of that, one of the very neat things in Vitally today is we have uh, formula traits. So we can really do some pretty extensive calculations whether it's forecast, whether it's expected outcome, whether it is success metric. But formulas are complicated and they take a lot of um, thought in terms of the language and writing. One of my CSM started writing an agent to say, here is the language we use, here is the structure we create for formulas. Here's what I want to do. Write me a formula for this. And it took some runs at it. It probably took four or five, six runs until it started to get there. But the fact that she felt confident, excited and supported to try it and know that the fourth, fifth run is not a failure but a learning, that's a method of pull. So now she feels confident, the team feels confident to start doing more and more of their own agents. We're doing more and more in that of call transcripts, more and more of that of uh, email sentiment. So I think there's going to be a lot of power there. The other end though is push change. Management requires some desire from the front from the folks who are going to be going through the change. It also requires expectation setting from leadership that this is important. And so by modeling it, um, I did the first AI ChatGPT training for my entire CS team because I wanted them to know it mattered to me. We've done more of it. We're doing cross training, we're having the team share what they're learning. But that element of we're in a culture of an expectation of a time of learning AI, implementing it into every touch point, not just the ones that somebody says. That is the other element of the change. So I'm really excited by that. And the reason I'm excited about it is because Vitally is coming out hard with AI functionality this year, which I'm so thrilled about. And besides sort of that, the thing I think that AI has a really unique opportunity to do, especially with cs, especially in Vitally or uh, other tools, is not just have, huh, static information on the customer. Hey, this is what the customer said. We think they're mad, sad, happy, bad, which. Pick one. But to turn that into action, we have seen so quickly the power of agentive work, of having agents that can say if this, then that. Right now, so much of the CSM work is if this, then that. If you see this, run this play, if you see this, do this thing, and if we can have AI drive that more so that it is surfaced to the CSM as real, valuable information and not just another step to take another task to check off. That's when I feel like we're going to really elevate the business and elevate the discipline overall. Wow.

Speaker B: So many questions or even comments on that. Firstly, what an amazing example you've been setting to your team by running that first AI for CS workshop. Uh, because they observed you taking on something completely new in the world. Meaning completely new.

Speaker A: Vulnerable, scary.

Speaker B: Not waiting. Yeah, scary. Very scary. Not waiting for data engineers or machine learning scientists to teach them, but you taking that on for yourself and providing the example with a. I'm sure you've been preparing for it, but there was surely an element of this is what we've got so far. This is what we know. Let's figure out together. So I just applaud you and I think it's such a wonderful example for all the other leaders of how to take on something that is scary. But when you want that little push to change management like you, you have to be vulnerable and open enough to do it. Yeah, amazing. Well done for that.

Speaker A: Well, I think also it modeled that it's not going to be right the first time and that's okay. And so the concept of, you know, learning something is hard. Learning something is scary. You're not going to be perfect at the first time. I do think at CS we often have a, uh, propensity to get perfectionists in our mix because we're planners and we like to make sure, whether it's walking into a customer's office for the first time or presenting a qbr, that we have every single thing buttoned up because we know if we are more buttoned up, then if things change in the moment, we'll be prepared. That can also make us afraid to try something new. And so I think modeling that those two things can work together and that they don't have to be opposite is really important in this time of transition.

Speaker B: And for a few other bits, you spoke about the agents and how they are now able to be trained properly to predict when this happen then, which is incredible for customer success. I wonder, what do you See as the kind of most impactful AI capability for the CS in the coming years. Is it that element of prediction or is it all of it together, allowing CS to see the data, uh, to predict and then to act upon it immediately? Like what is most impactful?

Speaker A: To me, everything comes down to the ability to take action. So I think there will be different and value elements depending on Persona in cs. So when I think about the individual csm, the ability not just to see, here's the summary of your call, but here's how we, how uh, our prediction of the renewal likelihood and their overall sentiment changed by adding this call to everything else that we've had before, is it consistent? Did something change? Can we start to see as we have more online industry, et cetera, searches, when stakeholders are changing, when there's market information and being able to bring more and more into, uh, educating a really thoughtful analysis and understanding of that customer, I think that will be enormous. I think at the macro level as well, when we start thinking about AI more for leaders, how can we bring in different cuts of data, different views, different visualizations based not only on just the sentiment and the details we know in the platform, but what else can we pull in from the wider business market from things like business reports, stockholder reports, et cetera? Right now that's always been very separate. And so how do we build more and more of a 360 degree view that at the individual, uh, performer level tells them about their book and I think does what the next action needs to be. Once again we talked about, much like customers, CSM always want to get their customer to the perfect promised land. We all do. But what that next step is based on, where they are today, that can be hard, that can be hard to know. And so the more we can say this is the next step or three step, let's go and here's everything you need for it. And perhaps, maybe even the CSM does step one and four, but we can run two and three with AI. It moves that customer uh, forward and helps them more quickly realize value at the leadership level. Then as you look at your market, your book of business, even your potential markets, more and more of that analysis of data versus just data points I think can once again speed decisions on where do we invest in CSMs. Do we need to think differently about our segmentation and support models and where perhaps have we not tapped in yet? That could be a moment of delight for a customer and we've missed so far.

Speaker B: I'm really incredibly excited about those times and where the industry is going as I work with different CS teams and I've been working with them, um, in the past few years, you know, we all had a problem with data at some point and then after that we all were happy. Yes. Now we have, you know, different systems, different data points and then become even more overwhelmed with different data points because we don't know what to do next, what to do with all the data. It's uh, now way too much data that we are working with, especially CSMs sometimes, you know, checking data through many different systems that they're using. So I'm really excited that the technology is going in direction to just aggregate it all together like data is not an issue anymore. It's all about what do we do next, what is the next best step, what can you do differently for your customers? So I wonder, do you have any kind of daily prompt, let's say for people who may not yet have all the nice AI capabilities in their systems, whichever they're using not even CS platform, but just in general, what would be some of the ideas that they should go to AI and to start thinking about their customers differently based on those different data points they're having. What have you seen working really well with your team?

Speaker A: Sure. And I would say there are so many great prompts out there. LinkedIn. I regularly copy and save for myself and then share out. I would also say for leaders, as you see something, send it to your team. Say try this today everybody.

Speaker B: Mhm.

Speaker A: Maybe you. Or try this this week or try this by the end of the month and let's have our next conversation be about what you learned. For me, one of the simplest things that I do before any customer call and we're actually doing this more and more invitedly. I did it before in chatgpt was give me a quick summary of this customer's financial health, current business objectives and any recent stakeholder changes in their executive suite that would advise what they're focusing on today and give it to me in two paragraphs or less. And for me, when I go into meeting anyone new, especially if it could be a customer who has a challenge, it could be a customer who's excited about something and wants to see how we can partner with together. I want to come in as ready, um, and more than anything just show to the customer that they matter to me enough that I've done the work. I don't want them to have to spend the first five minutes explaining what's going on. I want to be able to come in and go Hey, I saw this happen. This is really cool. How are you thinking about this? How can we be part of this together? So I think that's one very much just a quick summary of where things are. I use it also a lot for looking at hiring. I can get really great consistent trends if I have the same criteria using AI. As I'm interviewing new folks, I am a huge believer that it's important to be able to have a very, um, ah, fair, fair landscape for new hires. And sometimes depending on the conversation, you might go in different directions and you could miss out on a really good nugget of this person or this candidate. And I use AI to say, hey, give me the summaries, give me the key nuggets in this so I can make sure I don't forget. Um, so it's helped me in hiring, I would say for CSMs, especially if you're in a new industry, if you're getting to know a new industry, hit chatgpt, hit whatever you're using, whether it's Microsoft Copilot, whether it's Claude and say. Tell me about the top three things facing this industry today that are a challenge and what are the top three things companies are tackling to be able to grow, much like a customer base which are always looking who is growing and who are we? Do we need to help to retain, to continue getting value? Businesses and industries are the very same. So it's a very good way to start yourself in a foundation of knowledge that is not something that overwhelms a customer, but lets them know you care enough and that you want to be a partner to them in a way that drives their business goals, not just your checklist.

Speaker B: I really love your example, Kelly. Thanks so much. Because you are just showcasing how basically in less than five minutes you can master the skills of getting your business acumen that you need for customers. And as you said, just show that you care enough to have a good background, have a good content and then start conversation. Not asking them always to tell you basically same things that people very often are asking for. Those are some very, very great prompts that you shared with us. Thank you for that. As you're wrapping up, I wanted to ask something that I was hoping. Sometimes it can be funny, you never know. But now just imagine that you were the CEO for a day, which is the untouchable customer success practice that you would immediately get three of them.

Speaker A: So I thought I've, I've thought about this here and there and actually there is something I would want to Build instead the customer success practice. I think that we hurt as a team today is trying to figure out what good looks like for the fact.

Speaker B: Mhm.

Speaker A: If I rolled the world, every team, every product, when they released a new product would say, this is how we're going to measure it and this is what good looks like. I am a believer in benchmarks so much, not just because they push people beyond perhaps where they would want to go before. It provides motivation, it provides incentive. Oh, I want to win. We all have fomo, we all get um, a little bit competitive, but it also, it is a really good way to be able to encourage people as well. And so what I find sometimes is we do a new product release and uh, this is actually probably more in prior roles than today and we do a feature release and it's super exciting and we spend all this time and effort and we market it like crazy. And then we go to the CSM and go, how's it doing? The CSM goes well. What am I measuring? Is it links, is it usage, is it runs, is it edits? And there are so many different points. And I think if as organizations, as CS teams, as product teams, as companies that I'm the fictional CEO of, ah, we sat up front and said, if we're going to build this, this is what we're trying to see in behavior, this is what we're trying to try to see in outcome and results. You can get to those benchmarks so much faster. You can get to those encouraging data points both to challenge and congratulate your partners and customers. And I think that would make the investments that we make to our products so much more valuable, more quickly and with the understanding of the customer of where they're winning and where they can continue to grow.

Speaker B: I would definitely work for you if you were a CEO of something like that. I love that, I love the analogy, especially as all the products in general are becoming so much more faster and smarter and have so much more capabilities for doing their core work, plus millions of other different things in every product. We are overwhelmed. So just, yes, please give me the benchmark. Tell me what I should be doing and where I can go. What can I achieve? Give me one path rather than me thinking of a hundred different ways and then again being blocked by overwhelm simply because there's way too many things that I could do. So I really love that, uh, analogy. I hope CSMs will also find it really useful because that is the way of them looking towards their customers and ways of helping them just to get them to understand where they are at at the moment, but where they could go showcasing some, you know, examples of other. Yeah, uh, customers or other companies that have achieved it just by doing, you know, X, Y, Z steps in between.

Speaker A: Exactly. I am a big fan and I joke I am a simple human of letting the easy things be easy so that you can focus on the hard things. And sometimes simplicity is what makes things easy. And easy, of course can be many things, but more remove complexity if it's not needed so that when it truly is complex, a completely new business motion complete new markets, um, of wildly rethinking perhaps something in your product you want that creative energy there versus complexity that may not be needed. And so that's something I always have my eye on as well.

Speaker B: Oh, I love that. Kelly, thank you so much for joining me today. It was an absolute pleasure to learn about ways how to be awesome leader by providing your own example and giving us very interesting and very useful prompts for AI and ChatGPT and how CSMs can really be better and work on their business acumen skills and just understanding their customers with the use of AI. It was a pleasure. Thank you for coming to the show.

Speaker A: Thank you so much. I really appreciate the opportunity.

Speaker B: Thank you for listening to today's episode. I really appreciate you taking time to learn something new and propel your career in customer success and beyond. If you like this episode, share it with your colleague, with your team member, with someone you know needs to hear it today. We appreciate your support. So please follow us and subscribe to our channels. So many more women can hear about this.

Speaker A: Sam.

Related episodes across the Index

Other episodes covering the same guests and topics, from across The B2B Podcast Index.

  • #192 - Slowing Things Down to Speed Up Research with Jared Forney of OktaAwkward Silences · on Change management90 / 100
  • Stop Buying Trucking Tech Emotionally: The Better Way to Choose Software with Nate JohnsonBehind The Freight · on Change management86 / 100
  • When You’re VP of CLM, with Sofya Mikhelson of Fairview Health ServicesMeeting of the Minds · on Change management86 / 100
  • How B2B Marketers Use Customer Marketing for ExpansionB2B Marketing with Fexingo · on Customer success83 / 100
  • 6 M&As Later: What this CPO has Learned (Nichole Viviani, Chief People, Culture & Change Officer at Global Payments)The Modern People Leader: Forward-Thinking HR · on Change management80 / 100
  • CELab - Ep 185 - The Four Faces of AI Resistance: Eve Kedar on Why Customer Education Should Own the AI RolloutCELab: The Customer Education Lab · on Change management77 / 100

More from Women in Customer Success Podcast

All episodes →
  • [WiCS PowerUp Spotlight] The Customer Success Talent Playbook58 / 100
  • 150 - Building Customer Success Skills That AI Can’t Replace61 / 100
  • 149 - It's Not You, It's Them: The Art of Being Tenacious and Not Giving Up51 / 100
  • 148 - AI And Empathy In Customer Success70 / 100
  • [WiCS PowerUp Masterclass S2:E4] The Future of CS: Biggest Takeaways from Pulse Europe75 / 100
Explore the best B2B Customer Success podcasts →
All Women in Customer Success Podcast episodes →