Funded | How They Raised Millions

In this episode of The Backchannel, Jason reflects on a recent conversation with a robotics founder that reminded him how powerful it is to focus on what actually matters. From skipping the company name to delaying fundraising, the founder made unconventional decisions that signal discipline, clarity, and real momentum. Jason breaks down why avoiding “playing startup” and doing the unsexy work is often what sets great founders apa...

In this episode, we share a powerful lesson from a recent pitch practice session with a founder whose natural charisma backfired. While being articulate and engaging can be a superpower, it can also lead to rambling when clarity matters most. We talk about why “less is more” applies just as much to live pitches as it does to pitch decks—and how embracing silence can actually project more confidence. If you’ve ever talked yourself i...

Alex Salazar didn’t need to prove he could build a company. He’d already done that and sold it, then spent time as a VC, and had the kind of background that usually makes raising money the easy part. But when he started Arcade, he decided to do things differently. In this episode, we talk about what it means to go back to zero even when you don’t have to. Alex shares why he and his co-founder stayed in stealth, how they tested prod...

In this episode of The Back Channel, we talk about the pressure founders feel to pitch a massive vision — and what actually makes that land with investors. VCs need to believe in billion-dollar outcomes, but that doesn’t mean you should throw out the biggest idea you can think of. Credibility, traction, and storytelling all shape how your vision is received. We also revisit the Airbnb pitch and why their big thinking worked — and h...

In this episode of The Backchannel, we break down a simple but powerful equation to help founders understand why some investor meetings turn into momentum—and others fall flat. We share a personal story that sparked the idea, then introduce the concept of Time Given (TG) minus Time to Interest (TTI) as a way to diagnose and improve your fundraising outcomes. If you're stuck wondering why some pitches connect and others don’t, this ...

In this episode of The Backchannel, we start with a tweet from Peter Walker at Carta and dig into what it means when a big chunk of LPs in smaller funds are just regular individuals. If you’re raising a sub-$100M fund—or thinking about it—there’s some stuff here that might make you pause, maybe even rethink how you’re approaching your next raise. Founders should listen too, since this affects how and when capital actually makes its...

Is pre-seed fundraising harder than ever? In this episode of The Backchannel, we break down how expectations for early-stage startups have shifted. Investors now demand more proof—traction, paying customers, and even product builds—before writing checks. Why? A mix of AI-driven productivity, global talent access, and the lingering effects of the post-ZIRP investment climate. If you’re a founder navigating this new reality, this epi...

Raising money isn’t just about convincing investors—it’s about surviving long enough to do it. Brian Sheng, founder of Aquaria, bootstrapped millions of his own dollars, ran relentless product-market fit experiments, and faced rejection after rejection before securing a $112M round to scale his breakthrough water technology. We dive into the toughest moments of his fundraising journey, the insight that finally got investors on boar...

Setting deadlines in fundraising can be a powerful tool—or a costly mistake. In this episode of The BackChannel, we break down how founders should think about creating urgency without scaring off investors. Learn why setting deadlines too early can backfire, how to structure a process that keeps investors engaged, and why a well-placed deadline can actually help VCs prioritize your deal. If you're raising money and wondering how to...

Most founders assume venture capital is the only way to fund their startup, but is it really the right path for you? In this episode of The Backchannel, we challenge the default fundraising mindset, breaking down why so many founders skip critical early steps. We'll shares insights on evaluating your real needs, exploring alternative funding options, and learning from those who’ve been in your shoes. Before you start pitching, ...