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383. 3 Places Revenue is Hiding in Your Customer List

eCommerce Badassery · 2026-06-30 · 14 min

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Key moments - from our scoring

Substance score

30 / 100

Five dimensions, 20 points each

Insight Density8 / 20
Originality5 / 20
Guest Caliber6 / 20
Specificity & Evidence7 / 20
Conversational Craft4 / 20

This episode tackles revenue recovery through strategic email marketing to existing customers rather than just acquiring new traffic. Totillo-Coster breaks down three high-impact opportunities: converting first-time buyers into repeat customers through targeted three-part email campaigns that focus on best-sellers or complementary products; building automated post-purchase flows for top-selling products that include product education, related product recommendations, and review requests; and reactivating dormant wholesale accounts through personalized outreach about new collections and upcoming trade shows. The approach emphasizes relevance over aggressive discounting, with longer-form emails and social proof proving more effective for hesitant segments. She references Klaviyo for automation and positions these tactics as alternatives to constant customer acquisition - particularly valuable for list-based businesses where segmentation and timing matter more than volume. This content originally appeared in The Sip, her exclusive lounge member magazine.

Key takeaways

  • →Segment first-time buyers from the last 3-6 months who haven't returned, then run a targeted three-part email campaign around a best-seller with longer-form copy focused on overcoming objections and social proof rather than relying on clicks alone.
  • →Create product-specific post-purchase automations for your top 3-5 selling items with three core emails: product education/usage tips, related product recommendation, and review request, timed based on how long customers need to use the product.
  • →Reach out personally to wholesale accounts active in the last 12-18 months but dormant for 6+ months to restart relationships with updates on collections, line sheets, and upcoming trade shows, remembering that wholesale customers operate on different buying cycles than retail.
  • →The scale of your email list determines ROI on these campaigns - avoid creating multiple micro-campaigns for groups under 1,000 people; focus on one strong campaign instead.
  • →Targeted campaigns with specific messaging to specific segments consistently outperform generic weekly email sends, even if the uplift isn't immediate.

Topics in this episode

Email segmentationFirst-time buyer reactivationPost-purchase email automationKlaviyo email platformWholesale account managementBest-seller product strategyProduct-specific automationsThe Sip magazineEmail BadasseryThe Lounge membership

Questions this episode answers

How do you turn first-time e-commerce customers into repeat buyers?

Create a three-part email campaign targeting first-time buyers from the last 3-6 months who haven't returned, focusing on a best-selling product or complement. Use longer-form emails that sell directly in the copy with product benefits, social proof, and objection-handling rather than just driving clicks to your website.

What should a post-purchase email sequence look like for best-selling products?

Email one covers product education, usage tips, and FAQs; email two recommends a logically related product; and email three requests a review after sufficient time for product use. The specific order depends on your product category and customer usage cycle.

How often should you contact dormant wholesale accounts?

Reach out personally when accounts have been active in the last 12-18 months but silent for 6+ months, ideally timing it around buying seasons like Q4. Keep messages short, share new collections and trade show info, and follow up if you don't get a response - the goal is restarting conversation, not immediate sales.

Should you use discounts or free shipping incentives in reactivation campaigns?

Incentives like free shipping or gifts can be tested via A/B testing, but relevance and showing up in the inbox is often enough; don't assume discounts are necessary for segment reactivation.

What's the minimum email list size to justify breaking first-time buyer campaigns into multiple segments?

Aim for at least 1,000 people per segment to justify the setup effort; for smaller groups, create one campaign around a single best-seller instead of multiple micro-campaigns.

What our scoring noted

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

Insight Density

8 / 20

The episode delivers a handful of practical tactical beats (segment windows, list-size thresholds, a three-email sequence structure) but these are standard e-commerce email-marketing moves that any Klaviyo practitioner would already know. There is noticeable padding with caveats, qualifiers, and self-promotion for the paid membership, diluting the density over 14 minutes.

Pull a segment of customers who have made their first purchase in the last three to six months... and who haven't been back since they made their first purchase. Create a three-part email campaign around a best-selling product
I just don't want you to be creating six different email campaigns that like 50 people are going to receive

Originality

5 / 20

All three strategies - first-purchase win-backs, post-purchase flows, and lapsed-wholesale reactivation - are well-worn e-commerce email fundamentals with no contrarian twist or first-principles reframe. The wholesale observation that accounts 'are a lot like your end consumers, just working on a different schedule' is the closest thing to a fresh angle, but it is still a surface-level reframe rather than a novel argument.

your wholesale customers are a lot like your end consumers. They're just working on a different schedule
A customer who just bought is often the most qualified person to buy again

Guest Caliber

6 / 20

This is a solo monologue episode with no guest at all; the host references an unnamed 'friend Kristen Fisher' only for a one-line quote. The host's own credentials (20-year retail veteran, sole employee of a seven-figure store) are relevant, but the episode itself functions primarily as a promotional teaser for a paid membership, limiting the depth of practitioner insight on display.

a 20-year retail veteran and former brick and mortar boutique owner who spent three years as the only employee of a seven-figure online store
As our friend Kristen Fisher always says your wholesale customers are a lot like your end consumers

Specificity & Evidence

7 / 20

There are a few concrete operational thresholds (1,000 people per group, 12 - 18 month wholesale window, three-to-five top products) that add some actionability, but the episode contains zero named brand examples, zero conversion or revenue figures, and no before-and-after case study data to validate the advice. Numbers cited feel prescriptive rather than evidence-based.

That gonna work best if you have at least 1,000 people per group
identify your top three to five best-selling products or categories

Conversational Craft

4 / 20

The episode is an uninterrupted solo monologue with no guest, no follow-up questions, and no productive tension whatsoever; craft here can only be judged on structure and framing, which is serviceable but repetitive and frequently interrupted by membership upsells. There is no opportunity for the host to demonstrate interviewing skill.

I also want to level set your expectations here, especially if you have a small list. This isn't necessarily going to revolutionize your business overnight
As you hear me say all the time about email, sometimes just showing up is enough

Conversation analysis

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

Most-used words

product20purchase17email16three12customers9first9back8different8wholesale8sell7best7already6strategy6specific6selling6list6

Episode notes

You might be thinking more traffic is the answer. More ads, more content, more new eyeballs. And sure, traffic matters. But there's revenue already sitting in your business right now that you're not tapping into. This episode is a sneak peek from the SIP Magazine, the exclusive monthly publication for Lounge members. Last month's issue covered 6 places to find revenue you already have - and today I'm sharing 3 of them, all focused on your marketing strategy and where you're actually putting your energy. No new audience required. If you've ever felt like you're running on a hamster wheel trying to constantly chase new customers, this is your wake-up call. Because you already have people who've bought from you, people who know you, people who are warm - and most stores are completely ignoring them.

Full transcript

14 min

Transcribed and scored by The B2B Podcast Index.

Welcome to the eCommerce Badassery podcast, the place for scrappy entrepreneurs who want to learn actionable steps and strategies to grow the traffic, sales, and profit in your eCommerce business. I'm your host, Jessica Totillo-Coster, a 20-year retail veteran and former brick and mortar boutique owner who spent three years as the only employee of a seven-figure online store. That shit was crazy. I know exactly how it feels to do all the things and I'm sharing everything I learned the hard way so you don't have to.

I may have started this business by accident, but supporting badass bosses like you lights me the fuck up and I am so stoked to see you grow. Are you ready, babe? Let's roll. Welcome back to the eCommerce Badassery podcast.

I'm your host, Jessica Dottillo-Coster. I'm excited today to bring you a little sneak peek of some of the content that's shared in the SIP magazine. That's an exclusive monthly magazine for lounge members. In last month's issue, I talked about six different places to find revenue you already have in your business that you might not be tapping into.

If you're a longtime listener of the podcast, this might sound familiar because I did a similar episode about the money hiding in your back end operations. That's episode 365 if you want to take a listen. But what we're going to cover today is more about your marketing strategy and where you're allocating your efforts. Because when it comes to growing your e-commerce business, while the majority of stores out there and clients I work with do need more traffic, that's not the only way to grow.

So today I'm going to share three specific places where revenue is waiting for you from customers you already have and give you a super actionable email marketing strategy you can use to reactivate them. Number one are first time buyers who still haven't come back to make their second purchase. Getting the first purchase from someone in your e-commerce store is typically the most difficult because it requires building trust not only as a company, but that the product you sell is going to be the right one for them.

So when you do finally get that first purchase from someone, that is a really great sign and something you should celebrate. But if you don't have a strategy for turning that first purchase into a second one, you're constantly working to replace customers instead of increasing the value of the ones you already have. So that's why every few months, I recommend you make a conscious effort to turn first-time customers into repeat ones. And of course, the easiest way to do this is with a targeted email marketing campaign.

So here's how you do it. Pull a segment of customers who have made their first purchase in the last three to six months. You could go further out if you have a longer repeat buying cycle and who haven't been back since they made their first purchase. Create a three-part email campaign around a best-selling product or unique product recommendation.

Say if you're using Klaviyo, it can do this for you automatically. If you have a larger than average size email list and you want to break this out into different groups so you can be more specific about the product you recommend like basing it on what they bought in that first purchase you can absolutely do that That gonna work best if you have at least 1,000 people per group or if you sell wildly different product categories where you actually need to separate them because bestseller A is not gonna be enticing to customer B, you know?

If you have a small list of people that fall into this group it's probably not going to be worth the extra effort to make all those different groups. So I would just focus on one bestseller. Maybe you have to exclude first-time purchasers who already bought the bestseller and you just create those two separate groups. So you have to figure out what's going to work best for you.

I just don't want you to be creating six different email campaigns that like 50 people are going to receive because the time, energy, and effort it takes to break all those people out and set up all those emails, you're just not going to see a big enough return on it. In this campaign, you can test an incentive like free shipping or a free gift, but it might not be necessary. Maybe it's something you want to A-B test. Most of the time, relevance and or just showing up in their inbox can be enough.

The key here is you want to make sure that you're really taking the time to sell the product that you're featuring. Most of the time when I talk about sending weekly email campaigns, I really want you to focus on the click, right? The email is just about getting them to click and go to your website and then your website does the selling. But if these people have already been on your list receiving emails and they haven't made their second purchase yet, well then that might not be enough.

They might need a little bit more hand-holding before they're ready to take action. So don't be afraid to make these emails a bit more long form, make them feel more personal, focus on overcoming objections, answering frequently asked questions, putting social proof in there, like really sell the benefits of the product in the email directly. And remember, you're doing this in a three-part series. So you don't have to have all of that content in all of the emails.

You can break it out so it just feels like a real natural progression. And then always invite them to reach out with questions. The second strategy is to identify your best-selling products that don't have a post-purchase follow-up. Now your best-selling products are going to generate the highest volume of customers, which makes them one of the easiest places to increase repeat purchases.

A customer who just bought is often the most qualified person to buy again, especially when you can help them get better results from their purchase and or introduce them to a complementary product. So if you don't already have an automated post-purchase email strategy, now is the perfect time to get that set up. So here's how you do it. Start by identifying your top three to five best-selling products or categories, depends on your product assortment.

And then if you have any post-purchase automations, go take another peek at them. If you have a general post-purchase flow, that great but a product and or category specific one is even better And that doesn mean you have to have a product specific one for everything you sell but it can be really powerful for, say, a handful of your top selling items or the ones that need that little bit of extra support to make sure that the customer is getting the best experience possible from that item so that they'll want to come back and buy from you again.

So it totally depends on your product assortment. I've definitely covered this on the podcast a little bit more in depth before. I'll see if I can remember what episodes there are. It's something I talk heavily about inside of Email Badassery about figuring out when do you want a generic post-purchase versus when it should be specific.

It's going to be unique to every single business and product assortment. So you just have to use your judgment there. So the goal of all of this is to create an automated post-purchase flow that helps customers get more value from their purchase and introducing a logical next step product. So an example flow might look like email one.

We'll have product education, usage tips, care instructions, FAQs, or just inspiration on how to use that product in their everyday life. Email number two can be a related product recommendation based on what they purchase. This is really important. It needs to tie back to that item.

And then email number three can be a review request once they've had enough time to use the product they bought. Then, of course, depending upon what you sell, the price of your product, how long it takes people to use it, how complimentary your assortment is, you might want to give a little bit more time before you pitch them another product. So you can always swap emails two and three. That's going to be unique to each business.

But the idea is you want those three topics. Email one stays the same, but then you want the other two emails as well. The order isn't as important as the content. And then number three is your elapsed wholesale accounts.

As our friend Kristen Fisher always says your wholesale customers are a lot like your end consumers. They're just working on a different schedule. That means just because a wholesale account hasn't ordered from you in a while, it doesn't mean they're no longer interested in what you sell. It could be because their buying priorities shifted or their budgets got tight, or maybe you just weren't top of mind when they were placing their last buy.

That's why it's just as important to stay in regular contact with your wholesale accounts as it is with your retail customers. And if you're listening to this in real time, it's especially important right now as Q4 buying season is here. So here's how you do it. Start by reviewing your wholesale accounts to identify who has been active in the last 12 to 18 months, but hasn't ordered in the last six or this year.

Reach out personally to check in and let them know what's new. You could share your latest collection, updated line sheets, bestsellers, products that have been performing well for your retailers lately. If you are participating in any upcoming markets or trade shows, make sure you mention that so they know how they can easily reconnect with you Keep the message short and sweet The goal is simply to restart the conversation and see if there is an opportunity to work together You not necessarily trying to get the sale You just wanna remind them that you there show them what they've been missing and hopefully encourage a reply.

And then you can absolutely follow up with them if you haven't heard back. When it comes to the wholesale piece though, I would take the time to reach out personally. This is a one-to-one email, not a blast that you're sending to this entire list unless you really do have a bunch of dormant wholesale accounts that you need to reach out to. So what are your next steps?

Well, as we know, none of these strategies work unless you do. So I recommend you pick one of them to focus on and implement it quickly. Once you put that into action, you can come back and try another one. I also want to level set your expectations here, especially if you have a small list.

This isn't necessarily going to revolutionize your business overnight or bring in a huge influx of sales, but that doesn't mean it isn't worth your time. Every customer you reactivate through this process could be someone that turns into a more reliable repeat customer whose value increases over time. So be mindful of how much time you spend putting these mini campaigns together. The larger your list, the more likely they are to generate a good chunk of revenue.

So the more time you can spend on that. But honestly, even then, I would just focus on progress over perfection, like just get it done. As you hear me say all the time about email, sometimes just showing up is enough. And even if you are sending your weekly campaigns two to three times, whatever it is you're doing, there's something very different about sending a targeted campaign to a targeted group of customers with a targeted message and potentially a targeted offer.

it just hits different. And if there's any part of you that feels weird, icky, or you're just hesitating to reach out to specific customer groups, especially when it comes to the wholesale strategy, since that's more of a one-to-one contact, I just want you to remember that being shy doesn't pay the bills. Lounge members, if you haven't seen June's issue of The Sip yet, make sure you check it out as there are three additional strategies shared in the Money Map article that weren't covered here in this podcast episode.

You can find the link pinned to the sidebar of the announcement space. Only the two most recent issues are published at any given time, but you've still got plenty of time to take a peek at this one. And that, my friends, is a wrap on this week's episode. Thanks so much for hanging out with me today and I'll see you on the flip side.

Thank you so much for listening to today's episode. If you want to learn more about growing your e-commerce business, get started with my free resource library at ecommercebadassery.com forward slash free stuff and get an invite to The Lounge, my e-commerce marketing membership. When you're ready for one-on-one support, apply to work with me at ecommercebadassery.

com forward slash apply. Before you go, would you do me a quick favor? Leave a rating and review and tap that follow button. This pushes me up the chart so I can support more scrappy e-commerce entrepreneurs just like you.

I'm on a mission to reach as many as I can and I could really use your help. Thanks so much in advance. Until next time, ecommerce friend, stay badass.

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