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.

clear all ✕

why aren't all 11 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
Great product leaders identify the right answer 70% of the time
“Somebody with good judgment seven times out of 10 will probably pick up on the right answer with less data.”
Michael Cieri Feb 8, 2024 ▶ 47:28 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: One-size-fits-all B2B software fails because industry workflows differ starkly
“This can't just be like a one size fits all thing anymore. Like the differences of jobs to be done across these industries are just too stark.”
Michael Cieri Feb 8, 2024 ▶ 11:35 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Vertical SaaS at the bottom of the market faces high CAC
“The catch on that, and like one of the tricks is just, it's very, very difficult to be able to build awareness and be able to acquire, at least at the bottom of the market, be able to acquire at an affordable CAC if you don't have really great brand awareness,…”
Michael Cieri Feb 8, 2024 ▶ 13:48 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: The SMB software challenge is prioritization, not finding viable product adjacencies
“To me, one of the best things about working in the small business arena is just there's so many areas that we can help that I'm sure if we put effort into would work because the customer pain is there and the market's there. It's just kind of deciding how many…”
Michael Cieri Feb 8, 2024 ▶ 22:47 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: Most Horizon 3 product bets originate bottom-up rather than top-down
“I think that's one thing like for horizon three things is just a lot of it comes bottoms up. So most of it comes bottoms up and like making the space for that to happen then shows up in like an annual planning process where you're like, oh yeah, you know, that…”
Michael Cieri Feb 8, 2024 ▶ 31:56 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: Back Ambiguous Product Bets When Leaders Articulate the Problem Well
“And a lot of times, if you find a leader that can convince you on the problem, that's where my, a lot of my like, okay, I trust the intuition on this because I can, they can reasonably articulate to me why they believe, we might not know this all yet, but like…”
Michael Cieri Feb 8, 2024 ▶ 36:28 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: Horizon 3 product bets should begin with reasonable one-year adjacencies
“When you look at it over a three year view, you're like, okay, that's a Horizon three thing. But then when you break it down into what we're going to do in the next year, it's oftentimes a reasonable adjacency that is the first step towards that. And we can ki…”
Michael Cieri Feb 8, 2024 ▶ 44:32 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Product judgment cannot be taught; it must be screened during hiring
“And good judgment is something that is best screened for at the point of interview.”
Michael Cieri Feb 8, 2024 ▶ 45:06 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Struggling product managers merely present options instead of making definitive decisions
“I think the product people that I see struggle the most are the ones that just like, can't really make that like, well, here's all the options. And I'm like, well, it's your job to tell us what we're going to do. So what are we going to do?”
Michael Cieri Feb 8, 2024 ▶ 48:52 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: The fastest product teams are self-contained and clear on purpose
“I think the ones that I've seen move the fastest are, one, they're clear on why they exist and what they're trying to get done. Two, they're clear on what they're trying to build. You know, there might be some nips and tucks on, you know, where's the button pl…”
Michael Cieri Feb 8, 2024 ▶ 54:16 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Insight
Cieri: Second products must leverage unique advantages created by the wedge
“If we're going to expand off the wedge, how does the wedge product, whatever the first one is, really help unlock the door to the second? What are the sort of unique insight, unique advantage or right to win? Does the first product open up for the second?”
Michael Cieri Feb 8, 2024 ▶ 17:56 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
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