439: Why You Should Spend Decades on a Problem with Gusto Co-founder Josh Reeves

439: Why You Should Spend Decades on a Problem with Gusto Co-founder Josh Reeves

Josh Reeves and his fellow co-founders wanted to tackle a problem they could spend decades fixing. But they didn’t want to solve something for Silicon Valley–it had to affect the masses. In Reeves’ experience, the hassle of setting up payroll and benefits was the problem to tackle. So, in 2011, the three Ph.D. dropouts spent a year building a payroll system that eventually became Gusto, a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto has offices across the U.S and serves over 200,000 businesses. Nathan and Josh discuss: How his parents influenced his entrepreneurial mindset Studying at Stanford and falling in love with problem-solving Why his first business didn’t have a purpose Learning how to write code and building a payroll platform The experience of the Y Combinator accelerator How word of mouth and referrals drove Gusto’s initial sales Investing in content marketing and partnerships The network effects of Gusto’s growth Why fundraising is like hiring And much more problem-solving advice… Who do you want to see next on the podcast? Comment and let us know! And don't forget to leave us a 5-star review if you loved this episode. Wait, there's more… If you enjoy the Foundr podcast, check out our free trainings. Get exclusive, actionable advice from some of the world's best entrepreneurs. Speak with our friendly course experts to get clarity on the next steps for your idea, business or career. You will get tailored insights from results achieved by our proven practitioners as well as thousands of students. Book a call now... For more Foundr content, follow us on your favorite platform: Foundr.com Instagram YouTube Facebook Twitter LinkedIn Magazine

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711: Natasha Quit Her 9-To-5 In June - Her Drink Bottle Brand Now Does $15K/Month

711: Natasha Quit Her 9-To-5 In June - Her Drink Bottle Brand Now Does $15K/Month

Natasha was on maternity leave with a newborn who cried until he was five months old, permanently thirsty, and completely fed up that the one drink bottle she owned had grown mould. She switched to dr...

30 Syys 41min

710: (Solo) I Asked 10 Billionaires The Same Question - Here's What They Said

710: (Solo) I Asked 10 Billionaires The Same Question - Here's What They Said

Over 12 years of interviewing more than 100 billionaires, I started asking every one of them the same question: if you lost everything tomorrow, the money, the brand, the team, and you had to start co...

28 Syys 15min

709: AI Agents: The Only Skill That Matters in 2026 (Masterclass)

709: AI Agents: The Only Skill That Matters in 2026 (Masterclass)

Ari Meisel spent 15 years teaching founders to do less. He's worked with over 300 assistants and once ran his business on a single hour of work a day after Crohn's disease nearly took him out. Now AI ...

24 Syys 53min

708: (Solo) What Nobody Tells You About Scaling Past $1M, $5M, and $10M

708: (Solo) What Nobody Tells You About Scaling Past $1M, $5M, and $10M

Every stage of business breaks you in a different way, and nobody warns you which thing is about to break. So it always feels like you are the only one who cannot figure it out. You are not. The game ...

21 Syys 12min

707: How Two Aussies Took On Samsonite & Rimowa - and Won ($100M+)

707: How Two Aussies Took On Samsonite & Rimowa - and Won ($100M+)

Athan Didaskalou had bet everything on a one-year-old suitcase brand called July. Then Covid wiped out travel and nearly took the business with it. What happened next turned it into a nine-figure glob...

17 Syys 52min

706: Jay Hated His Plumbing Job - Now He Sells Beach Pools and did $50K in a Month

706: Jay Hated His Plumbing Job - Now He Sells Beach Pools and did $50K in a Month

Jay Haddad hated being a plumber. He lived for the weekends - free diving, waterfalls, surfing, the beach - and when he and his wife had their first daughter at 23, the outdoor life they'd promised ea...

16 Syys 37min

705: (Solo) How Success Made Me Neglect the Thing That Built Everything

705: (Solo) How Success Made Me Neglect the Thing That Built Everything

I am going to tell you about the dumbest thing I have done in 12 years of building Foundr. It is not a bad hire or a failed launch. It is something far more dangerous, because I did not even realise I...

14 Syys 11min

704: How One Pivot Turned My FAILING Startup Into a $300M Brand

704: How One Pivot Turned My FAILING Startup Into a $300M Brand

Mariam Naficy sold her first company for over $100 million in cash - two weeks before the Nasdaq crashed in 2000. Then she did something harder. She built Minted, a crowdsourced design marketplace her...

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