The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

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why aren't all 26 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Insight
Epling: Product leaders lose touch when acting as purely professional managers
“The more disconnected you get from those, like when you start to become more of like a professional manager, I'm just guiding the team, giving strategy and things. I think you lose a lot in making sure you're building the right thing for customers. Cause if yo…”
Jeremy Epling Mar 19, 2026 ▶ 6:00 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Great companies do not necessarily require well-crafted product design
“Hey, I care a lot about product quality and building an experience that's like well-crafted and beautiful and usable and customers love it. And you don't necessarily have to do that to build a great company.”
Jeremy Epling Mar 19, 2026 ▶ 8:38 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: 80-page PRDs are outdated compared to prototypes and bullet points
“Can we just get some bullet points and, like, make a decision here versus, you know, it's some eighty-page PRD, which I just feel like is kind of, like, pretty outdated at this point. And at that point, I'd much rather just get, like, a V-zero or Figma make pr…”
Jeremy Epling Mar 19, 2026 ▶ 22:31 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Habitual devil's advocacy is counterproductive on executive teams
“I think when it gets, when it feels like someone's just becoming devil's advocate, that becomes negative from my perspective, because it's just like, I'm just trying to find issues in everything and any plan you can find issues in, you know what I mean? So I t…”
Jeremy Epling Mar 19, 2026 ▶ 24:49 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Unifying product and engineering leadership accelerates cross-functional trade-off decisions
“I think what you gain is a faster decision-making process. So when you want to go through and decide, hey, do we need to do this big technical re-architecture, and that's gonna trade off against some product features, you need to go through and, like, make tho…”
Jeremy Epling Mar 19, 2026 ▶ 29:25 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Leaders at companies under thousands of employees must stay in details
“I think when you're still in the thousands, though, like, you should still be doing it, and I think that's part of our philosophy. Like, at Vanta, I think we really expect people to be in the details, and that's something that I believe a lot. Like, It's just …”
Jeremy Epling Mar 19, 2026 ▶ 36:31 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Opinion
Epling: NPS is not useful compared to workflow-specific satisfaction surveys
“I'm not a big believer in NPS. I know some people like it. Like, I don't think it's like that useful, but I think Going and doing customer satisfaction surveys for, like, core workflows of, like, hey, did this make your life better? Did it not? What were the g…”
Jeremy Epling Mar 19, 2026 ▶ 39:21 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Non-technical PMs struggle to appreciate engineering pain and technical debt
“There's definitely product managers who I think they're, they don't know enough about the technical side, which can be fine, but like can't really appreciate the pain engineering is going through and like what on call is like because like they've never really …”
Jeremy Epling Mar 19, 2026 ▶ 1:00:36 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Engineering teams should target hitting 90% of dates to avoid sandbagging
“We ask people to write dates and commit to them. We expect us to be able to hitting, like, 90% of the dates, which I think is, like, reasonable. If it drops down to 85, I'm not worried. If it drops down to, like, 80 or 75, I start to get worried. Like, I want …”
Jeremy Epling Mar 19, 2026 ▶ 1:07:24 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Opinion
Epling: Microsoft product teams are disconnected from go-to-market motion
“Like, I feel like there's a lot of great things about Microsoft, but in my experience there, you kind of feel disconnected from the go-to-market motion. Like, it's, it kind of feels like it's on another planet. It's like you're just trying to build the best pr…”
Jeremy Epling Mar 19, 2026 ▶ 2:21 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: New CPOs mistakenly isolate in EPD instead of the C-suite
“I think when I got this role as my first chief product officer role, I talked to a bunch of my friends that were founders and I was like, Hey, what's the biggest mistake that I would likely make in this role? And they were like, you just focus on engineering p…”
Jeremy Epling Mar 19, 2026 ▶ 9:35 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: CPOs spend more time with customers than executive go-to-market leaders
“A difference in the CPO role when how you think about the product versus some of the other team members is just, you're probably spending a lot more time with customers than some of the other people are like, we have amazing go-to-market leaders at GitHub, but…”
Jeremy Epling Mar 19, 2026 ▶ 13:53 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Companies succeed by embracing conflict and viewing escalations positively
“I do think there's always a bit of, like, built-in tension, you know, in the system that I actually don't think is a bad thing. Like, I'm comfortable with conflict and things and thinks, like, companies are more successful and more comfortable they get with co…”
Jeremy Epling Mar 19, 2026 ▶ 18:36 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Boards nitpick minor issues more when a startup performs well
“The board is, like, harsher when we're doing well, because there's, like, no real problem to, like, talk about, you know what I mean? So it'll be, like, pushing on all these, like, little things that, like, kind of matter, but not as much, but, like, If anythi…”
Jeremy Epling Mar 19, 2026 ▶ 27:39 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Deep-tech companies need separate CTOs rather than unified EPD leadership
“If I had a company that required super, super deep technical expertise, I think that would be the case where I would be much more skeptical of having a single Person that has it all. And I would want a separate technology officer versus not.”
Jeremy Epling Mar 19, 2026 ▶ 30:42 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Disclosure
Epling: Never give a founder CEO complete product ownership without a PM
“I never give them, like, complete ownership, if, like, in that regard, I would say I always assign a PM with it. And it's a PM that's like exciting cause it's cool to work with like the CEO and the founder on things.”
Jeremy Epling Mar 19, 2026 ▶ 35:14 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Senior leaders must label feedback levels to control executive megaphone
“He actually just puts, like, what level of feedback is in front of everything. Like, this is an idea, this is a suggestion, or, like, I expect you to take action on this. I think that's something I've learned from my team, that the, like, the more I've kind of…”
Jeremy Epling Mar 19, 2026 ▶ 37:12 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Disclosure
Epling: Specialty sellers unlocked growth for Vanta's new products
“And that was like one of the fixes we did this year where we're like, wow, when we talk to the general sellers, they just don't know how to go into these deep conversations for the new product. They're kind of scared about selling it because this thing's alrea…”
Jeremy Epling Mar 19, 2026 ▶ 42:11 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Craft excellence and communicating with leadership are two separate skills
“I do think that being great at your job and being able to talk about it to like the leadership team are two different skills.”
Jeremy Epling Mar 19, 2026 ▶ 56:04 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Prediction Not checkable as stated
Epling: AI enables designers to build front-end experiences without technical depth
“Like now with AI, it's like hopefully going to get like, it's just getting more and more easier for people to do that without all that technical expertise.”
Jeremy Epling Mar 19, 2026 ▶ 1:02:11 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Disclosure
Epling: New Vanta engineers must ship to production in week one
“Our expectations, you're going to write a PR your first week and like ship something to production.”
Jeremy Epling Mar 19, 2026 ▶ 1:05:24 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Assertion Supported
Epling: Post-acquisition GitHub ran independently on Google tools and AWS
“That company was run very independently. Like, I literally quit Microsoft. Like, your contract ended. It was like, we used all Google tools. Everything was built on AWS. Everything was Zoom. When Satya sent emails to the company, they didn't go to anybody that…”
Jeremy Epling Mar 19, 2026 ▶ 1:49 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Insight
Epling: Sales engineering feedback loops are vital for technical product development
“When you're doing like a technical sale, like GitHub, you know, the SE team plays a huge part. Like AEs are critically important for setting up the relationship, navigating the org chart, doing all those pieces, but building that tight feedback loop of underst…”
Jeremy Epling Mar 19, 2026 ▶ 3:20 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Assertion Supported
Epling: GitHub Actions was GitHub's first usage-based pricing product
“You know, with GitHub Actions, that was, like, one of the products I built while I was there. You know, we were doing usage-based pricing. It was the first time GitHub had ever done usage-based pricing on anything”
Jeremy Epling Mar 19, 2026 ▶ 4:12 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Assertion Supported
Epling: GitHub racked its own Mac hardware in its own data centers
“We actually racked our own Macs in our own data centers there.”
Jeremy Epling Mar 19, 2026 ▶ 5:03 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Assertion Not checkable as stated
Epling: Nat Friedman gave GitHub Actions a strict nine-month GA deadline
“Talked to Nat, and he's like, hey, we've got GitHub Actions, and he was like, you have, like, nine months to get this to GA. And there's like no question of like, could I ask for more time or not? But it's like basically build it and get it to GA in nine month…”
Jeremy Epling Mar 19, 2026 ▶ 1:09:45 The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
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