
The Scale Up Show · 2025-09-01 · 3 min
Key moments - from our scoring
Substance score
15 / 100
Five dimensions, 20 points each
Speaker A shares a recorded presentation delivered to Chief Revenue Officers at University of Chicago Booth on a structured, four-stage AI implementation framework for revenue teams. Rather than attempting enterprise-wide AI rollout immediately, the approach focuses on identifying use cases by department, aligning initiatives with top KPIs or critical business constraints, and launching with small cross-functional SWAT teams of three to five early adopters. The framework emphasizes testing prompts, creating custom GPTs, gathering weekly feedback, and refining based on real results before scaling. This phased methodology - moving from small-scope pilots through outcome validation, team education, and momentum-building presentations to broader organizational adoption - addresses why many companies struggle with AI: they skip prioritization and scope definition. CROs, go-to-market leaders, sales operations managers, and revenue technology teams will find concrete, implementable steps for avoiding common AI deployment pitfalls and creating organizational buy-in through demonstrated wins rather than top-down mandates.
Identify use cases by department and align them with either your top KPI or biggest business constraints, rather than attempting a company-wide rollout simultaneously. This requires defining priorities before selecting tools or solutions.
Identify three to five hand raisers (early adopters) willing to test AI tools, define outcome metrics upfront, select a tool, and keep scope narrow. Have them create or refine prompts and custom GPTs, then gather weekly feedback from team members and iterate before scaling.
Many companies skip the foundational prioritization step and don't focus on having pilot teams deliver tangible results early. Without persistent people delivering real wins, teams dismiss AI as impossible or ineffective, blocking momentum and broader adoption.
Have your SWAT team present outcomes and learnings not just internally but to other go-to-market and executive leadership, generating momentum and organizational buy-in through demonstrated success rather than top-down directives.
Conduct structured training and a hackathon with nailed-down use cases, jobs-to-be-done frameworks, custom prompts, and specific outcome targets tailored to exact organizational needs, either internally or with external support.
Our reviewer’s read on each dimension, with quotes from the episode.
The episode is only ~3 minutes of surface-level AI adoption advice recycled from generic change-management playbooks. The density of genuinely novel claims is near zero; what little is said is vague and unsubstantiated.
identify three to five hand raisers, identify outcome metrics, select the tool and then just keep it as a small scope
what I do is I always look at like, all right, how can this align with either the top KPI I'm chasing or the biggest constraints on the business right now
Every idea presented - find champions, run a pilot, share results, expand - is standard change-management doctrine rebranded with AI vocabulary. There is no contrarian claim, no first-principles argument, and nothing a CRO couldn't have read in a McKinsey deck five years ago.
share the outcomes and expand, right? Have the people that are part of this specialized group SWAT team, if you will present to the team
I'll do what's called a training and then a hackathon, and I'll have the use cases, jobs to be done, prompts, all those areas nailed
The speaker presents themselves as a consultant who runs a programme called 'the Cyborg' and speaks at CRO events, but the transcript provides zero evidence of practitioner experience at scale - no companies built, no revenue org led, no measurable outcomes claimed.
that's usually what I would do with a program called the Cyborg, with folks
feel free to hit me up if you haven't connected with me on LinkedIn. Definitely do that. Like, I put tons of content out there
The entire episode contains no named companies, no metrics, no dollar figures, and no timelines beyond a vague '60 day plan' reference. The closest thing to a concrete number is 'three to five hand raisers,' which is not evidence of anything.
This is like a 60 day plan
identify three to five hand raisers, identify outcome metrics, select the tool and then just keep it as a small scope
There is effectively no conversation: the host provides a brief framing monologue and the guest delivers an uninterrupted, largely unedited presentation excerpt. There are no host questions, no follow-ups, and no pushback whatsoever.
I effectively went through and gave a private presentation for a group of Chief Revenue Officers
And that's pretty much it. Right. So, um, if you want any details from me or find out how I help companies do this, here's my email address
Computed from the transcript - who did the talking, and the words that came up most.
In this special short episode, Ryan Staley shares insights from a private presentation he delivered to Chief Revenue Officers at the University of Chicago Booth School of Business. This "fly on the wall" style episode provides a laid-back conversation covering core AI implementation concepts, frameworks, and practical strategies for revenue leaders. Chapters 00:00 Introduction to AI Implementation for Revenue Officers 00:56 Step-by-Step AI Adoption Framework 01:53 Building a Specialized AI Team and Momentum Your competitors are already using AI. Don't get left behind. Weekly AI strategies used by PE Backed and Publicly Traded Companies→
Transcribed and scored by The B2B Podcast Index.
Speaker A: How are you doing today? I wanted to give you a little bit of a different episode today. I effectively went through and gave a private presentation for a group of Chief Revenue Officers at University of Chicago. Booth, um, really appreciated the opportunity. It's a pretty laid back conversation. I walked through some core concepts and frameworks of uh, AI implementation and how to access it and then throughout the way field of different questions went through it and answered it. And I thought it'd be highly valuable to get kind of see what it's like, be a fly on the wall and have access to that. So that's what this episode's about today. I hope you enjoy. It's a little bit different than normal and we will see you later in the video.
Speaker B: This is like a 60 day plan. You could leverage what I would say is phase rollout, governance, key roles for success. These are the core areas. And so um, there's really easy ways that you could execute this, right? Step one is identifying use cases by department. I wouldn't try and do all these at one time. I guess you could if you have the resources, rehab leaders that are hungry. But what I'm seeing is folks think they have a solution rolled out and taken um, care of, but they haven't even done this first step which is like, hey, what's our priorities? And then what I do is I always look at like, all right, how can this align with either the top KPI I'm chasing or the biggest constraints on the business right now, the biggest problems. Those are kind of two ways to look at it. Um, and then what I would do is pass through this. These are just some examples of what's possible. But what you're going to see here is like this is an implementation plan. So identify three to five hand raisers, identify outcome metrics, select the tool and then just keep it as a small scope. Then really have them go at it and test it out. And what you'll find is you probably have people on your staff that are actually really good at this. But the way you can approach is have them either create prompts or create a custom GPT. Have them other rest of the members of your team try it out and basically give feedback on a weekly basis. And then you keep refining it, right? That'll get you most of the way there to start the AI adoption that conversations going and then like obviously share the outcomes and expand, right? Have the people that are part of this specialized group SWAT team, if you will present to the team, start sharing and present not just to you but other go to market executives or other executives and present. And then what that'll do is that'll kick off some momentum on it. And the core element, though, I would say, is, like, you really gotta focus on having those people deliver good results with what you're doing, because otherwise you're gonna run into some barriers. Right. Of saying, oh, well, the model can't do this, or it's not possible, so you need persistent people. Um, and then, like, I mean, that's usually what I would do with a program called the Cyborg, with folks. And typically, the way I do it is this is a little more advanced. So if you have a ton of resources, you could do this or you could leverage someone outside. I'll do what's called a training and then a hackathon, and I'll have the use cases, jobs to be done, prompts, all those areas nailed for the exact use cases or outcome the organization wants. And that's another way to do it. That's a lot more advanced. Right. And that's pretty much it. Right. So, um, if you want any details from me or find out how I help companies do this, here's my email address. It's good seeing y'. All. Thanks for having me on. Yeah, I'll jump. And, um, feel free to hit me up if you haven't connected with me on LinkedIn. Definitely do that. Like, I put tons of content out there and love connecting with folks. Um, but it was great being part of it. And, uh, thanks for having me.
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