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Unlearn: Redefining the Playbook for Modern Business
Asher Mathew & Kelly Sarabyn
42 episodes
2 weeks ago
The world is changing fast—what worked yesterday won’t guarantee success tomorrow. On Unlearn, we bring you visionary leaders, bold strategies, and groundbreaking ideas shaping the future of business, innovation, and leadership. This isn’t just about adapting—it’s about evolving. We challenge outdated thinking, break free from convention, and explore what it really takes to thrive in a world where the only constant is change. If you’re ready to rethink the way you work, lead, and grow, you’re in the right place.
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Business
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All content for Unlearn: Redefining the Playbook for Modern Business is the property of Asher Mathew & Kelly Sarabyn and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The world is changing fast—what worked yesterday won’t guarantee success tomorrow. On Unlearn, we bring you visionary leaders, bold strategies, and groundbreaking ideas shaping the future of business, innovation, and leadership. This isn’t just about adapting—it’s about evolving. We challenge outdated thinking, break free from convention, and explore what it really takes to thrive in a world where the only constant is change. If you’re ready to rethink the way you work, lead, and grow, you’re in the right place.
Show more...
Business
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Ep 42 | The Partnership Infrastructure Behind Stripe’s Biggest Innovations
Unlearn: Redefining the Playbook for Modern Business
55 minutes 5 seconds
1 month ago
Ep 42 | The Partnership Infrastructure Behind Stripe’s Biggest Innovations

Most people still think about partnerships as a sales channel. Stripe’s Erika Wool doesn’t. She leads product and strategic partnerships and defines her job as helping Stripe build businesses that wouldn’t exist without partners.


In this episode, Erika walks through how she moved from consulting and Edelman into Google and Stripe, how product partnerships evolved as Stripe scaled from “easiest way to accept card payments online” to a multi-product platform, and how she explains the value of these bets to executives and the board.


Chapters

00:00 – Coming back from break and introducing Erika

00:38 – Erika’s path: think tank, consulting, Edelman, Google, Stripe

09:30 – What product partnerships mean at Stripe today

15:25 – How to articulate the value of product partnerships to executives

21:25 – Keeping integrations alive: SLAs, joint roadmaps, and care after launch

31:30 – How Stripe structures its partnerships org (pillars, partner engineering, strat/ops)

37:05 – Reporting lines, product ownership, and prototyping with partners

43:20 – Building bridges with sales, channel, and customer-facing teams

48:40 – Why Erika chose partnerships and what keeps her in the role

52:00 – Looking beyond tech: Costco, airlines, Walmart, and how AI changes everything


Key Takeaways


1. Product partnerships should build businesses, not just integrations: Erika frames her team’s role as helping Stripe build businesses that literally wouldn’t exist without partners, especially in regulated fintech where Stripe is not the bank, card network, or payment method.


2. Value stories need both market insight and user data: To justify a product partnership, you can’t just say “we need this partner.” You have to tie what’s happening in the market, what your users are asking for or missing, and what the commercial model looks like over time – even when the forecast isn’t perfect.


3. Launch is the starting line, not the finish line: Stripe bakes in SLAs, QBRs, and joint business plans with partners, but the real work is ongoing: updating products as both platforms evolve, entering new markets, and deciding which new partner features are worth integrating.


4. Org structure should follow products and partner types: Stripe organizes partnerships by product pillar and partner type (financial partners, payment methods, Terminal, etc.), backed by partner engineering and a dedicated strategy/ops function inside the partnerships org. Regional complexity comes later.


5. Great partnership leaders build bridges to CEOs, CFOs, and GTM teams: Erika’s world requires direct engagement with product and company leadership. At the same time, sales, channel, and CS are key sources of market signal and distribution for what product partnerships create.


Key Quotes

“You know, there is one motion. It's called B2B, right? Like in your world, you're actually a B2C company first. And then you have all this like B2B stuff on the backside of it. At least that's kind of how I think about it.” - Asher Mathew


“I feel like it's something that a lot of partner leaders struggle with because it's not necessarily as straightforward as channel partnerships, where you're very much focused on the transactional layer. It gets much more complex.” - Kelly Sarabyn


“You do, you are responsible for how that partner impacts the business that Stripe builds on top of it. And so you've got to know those numbers as well and be able to think about how that will change over time.” - Erika Wool


Final Thoughts


Product partnerships sit in a messy middle: part product, part strategy, part relationship management, and part internal politics. Erika shows how Stripe built an org where partner engineering, strategy/ops, and product partnerships can prototype, negotiate, and scale with some of the most important companies in the world while still serving Stripe’s users first.

Unlearn: Redefining the Playbook for Modern Business
The world is changing fast—what worked yesterday won’t guarantee success tomorrow. On Unlearn, we bring you visionary leaders, bold strategies, and groundbreaking ideas shaping the future of business, innovation, and leadership. This isn’t just about adapting—it’s about evolving. We challenge outdated thinking, break free from convention, and explore what it really takes to thrive in a world where the only constant is change. If you’re ready to rethink the way you work, lead, and grow, you’re in the right place.