On this episode of The Orita Podcast, Megan Blissick sits down with two legends of the inbox: Will Evans, Co-Founder of FlowCandy (aka the Klaviyo whisperer), and Nikki Tooman, Co-Founder of Sticky Digital (who leads a multi-million-dollar, all-women agency turning one-time buyers into lifelong brand fans).
Together, they break down:
• How to turn one-time purchasers into loyal fans
• How to build smarter strategies using the data you already have
• When to consolidate your tech stack—and when to leave it alone
• The retention benchmarks your brand should be hitting
They also unpack zero-party data, AI’s role in retention (no, it won’t steal your job… yet), and why your Black Friday prep should start yesterday. Bonus: Will recommends meditation. Nikki recommends not lighting your tech stack on fire.
If you want fewer unsubscribes, more LTV, and a little less chaos in your Klaviyo, hit play.
👥 Meet the guests
Hosted by Megan Blissick, Director of Partnerships at Orita.ai [LinkedIn]
🎧 Chapters
[01:38] – How two ex-brand builders turned email into a full-time sport.
[04:59] – Email and SMS: cheaper than ads, better than begging.
[08:20] – Influencers sell; celebrities… get you lurkers.
[11:14] – Engagement vs. revenue: please stop yelling at your list.
[14:17] – Why Gmail thinks you’re spam and how to earn your way back.
[18:15] – Building loyalty without sounding like a clingy ex.
[23:30] – Should you consolidate your tech stack—or just clean it first?
[26:49] – Klaviyo tricks you’re paying for but not using.
[28:26] – Your ESP knows what your customers want—do you?
[30:26] – New tool or shiny distraction? Know the difference.
[33:54] – Turn shipping emails into marketing gold (yes, really).
[38:13] – How to make subscriptions work—even if you sell pillows.
[40:36] – AI isn’t replacing you, but it is judging your segmentation.
[44:26] – Black Friday tip: prep like a pro, panic like a human.
🌐 Check out Orita.ai for more episodes of The Orita Podcast—where we sit down with the most interesting operators, marketers, and founders in e-commerce to talk about what’s working right now. Hosted by the Orita team. Orita uses machine learning to help brands send smarter, more profitable marketing—by figuring out who actually wants to hear from you and when.