Tom Deegan, co-founder of Ladder, explains how the startup raised capital in early 2020 while pivoting away from its initial fitness marketplace before building the new strength training app.
“One of the biggest lessons, particularly from that moment is like selling people on like your conviction in that moment, we were selling both like the product that we were about to shut down, but we didn't really even have visuals yet for the new product. So it was as much just like selling the team and the conviction on what you were about to build.”
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More from Tom Deegan
Insight
Deegan: Scaling personal training marketplaces requires automating away human trainers
“What we'd come to find out is that business would be very, Operationally complex difficult to scale. You know, ultimately, as you scale that business, it starts to look more like a call center, and you'd be inclined to start to automate away the very human you…”
Tom DeeganJan 13, 2026▶ 7:10How Ladder Became #1 Strength Training App · Invest Like The Best
Opinion
Deegan: Digital health and fitness has no clear category winner
“There's no clear winner in the health and fitness category.”
Tom DeeganJan 13, 2026▶ 1:03:56How Ladder Became #1 Strength Training App · Invest Like The Best
AssertionNot checkable as stated
Deegan: Pre-2020 fitness tech ignored dedicated strength training enthusiasts
“All of the innovation in the space was focused on the casual fitness consumer. We were noticing that it was all very cardio based, and we saw that this fitness enthusiast customer was really, they were being ignored, strength training in particular. There was …”
Tom DeeganJan 13, 2026▶ 7:31How Ladder Became #1 Strength Training App · Invest Like The Best
Insight
Deegan: Startups can will outcomes, but finance cannot will returns
“Because in the hedge fund space, I can promise you in the finance world, that's not possible. You can't just like will hedge fund returns. I think Bernie Madoff tried to do that and it doesn't work.”
Tom DeeganJan 13, 2026▶ 9:16How Ladder Became #1 Strength Training App · Invest Like The Best
Opinion
Deegan: Founders should avoid raising capital from friends and family
“So I should have learned that lesson and said, I need to not raise money from friends and family. Instead, they were the only people at that moment that I needed to double and triple down. You just had to go even further all in. Not sure I would do it again or…”
Tom DeeganJan 13, 2026▶ 11:29How Ladder Became #1 Strength Training App · Invest Like The Best
Insight
Deegan: GLP-1 adoption is a massive macro tailwind for strength training platforms
“All the science would support that you need a strength training plan alongside your GLP one to, you know, you're at risk of so much muscle loss. So we think that's actually a, you know, kind of macro tailwind and something that will help us.”
Tom DeeganJan 13, 2026▶ 56:24How Ladder Became #1 Strength Training App · Invest Like The Best
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