214: Nailing Product-Market Fit and Building a Successful Startup, With Legendary VC and Wealthfront CEO Andy Rachleff

214: Nailing Product-Market Fit and Building a Successful Startup, With Legendary VC and Wealthfront CEO Andy Rachleff

Andy Rachleff is not just a product expert; he literally coined the term “product-market fit.” Wealthfront CEO, former VC backing companies such as eBay, Uber, and Twitter, and technology entrepreneurship instructor at the Stanford Graduate School of Business, Rachleff has a wealth of knowledge on creating and scaling powerful companies. I was excited to have the chance to pick his brain on everything from product-market fit, to how he started his company Wealthfront, to how he hires the best of the best to join his team. In this interview, you will gain access to a true master, who has enjoyed a long career of investing in legendary companies and now gives back to today’s entrepreneurs and investors. Rachleff started his company Wealthfront, an automated investment service that manages $11 billion in assets, as a way to perform a social good by democratizing sophisticated financial advice. In our discussion, he was kind enough to divulge some of his wins and losses and top lessons learned in his storied entrepreneurial career. Enjoy! Key Takeaways How to know when you’ve reached product-market fit The process Rachleff follows every time he builds a new product How to know when it’s the right time to launch a new product (or let go of a failing one) How to maintain a close-knit startup culture as the company grows Why perseverance does not lead to success in technology (and what does) What type of people he looks for and the three biggest things that make people to want to join his team Key Resources From Our Interview With Andy Rachleff Follow Andy on Twitter Learn more about Wealthfront here

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630: (Solo) How to Find People Who Actually Care About Your Business

630: (Solo) How to Find People Who Actually Care About Your Business

Most founders are desperate to hire — but they're asking the wrong question. It's not "How do I find great people?" It's "How do I find people who care as much as I need them to?" Here's the truth:...

9 Feb 10min

629: $50K to $300M+: How Two L'Oréal Employees Built Glow Recipe | Sarah Lee

629: $50K to $300M+: How Two L'Oréal Employees Built Glow Recipe | Sarah Lee

Sarah Lee went from cold-emailing 700 journalists by hand and sleeping two hours a night to building Glow Recipe into a nine-figure global skincare brand inside Sephora. And she did it without raising...

5 Feb 59min

628: (Solo) The Content Playbook I Wish I Had When I Started

628: (Solo) The Content Playbook I Wish I Had When I Started

If you’re staring at an empty Instagram feed, TikTok account, or LinkedIn page thinking, “What the hell do I even post?”, this episode is for you. Every early-stage founder hits this wall — and most s...

3 Feb 10min

627: How Lia Georgantis Built an Iconic Aussie Fashion Brand in Just 5 Years

627: How Lia Georgantis Built an Iconic Aussie Fashion Brand in Just 5 Years

Lia Georgantis took over a multi-brand fashion boutique with no business experience, lost most of her suppliers overnight, then rebuilt it into one of Australia’s most recognisable fashion brands by...

29 Jan 56min

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

Most founders won’t say this out loud… work-life balance doesn’t really exist. At least not in the early years. I didn’t want balance — I was obsessed. I worked until 5 a.m., skipped sleep, skipped ho...

27 Jan 10min

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

One billion dollars. That’s what today’s guest built — after being rejected on Shark Tank, nearly going bankrupt multiple times, and spending millions before making a single sale. In this video, Jam...

22 Jan 53min

624: (Solo) How to Create More Than You Consume (Without Burning Out)

624: (Solo) How to Create More Than You Consume (Without Burning Out)

Most founders drown in content — YouTube, TikTok, newsletters, podcasts — but they rarely create anything themselves. And here’s the problem: consumption doesn’t build businesses; creation does. In...

20 Jan 9min

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

15 Jan 53min

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