The best side hustle podcasts in 2026 are Side Hustle School, Starter Story, The Startup Ideas Podcast, My First Million, Rogue Startups, Indie Hackers and Mixergy. Side Hustle School is the only one made specifically for people with a day job; the others are founder and bootstrapper shows that are full of small-business ideas, revenue numbers and how-I-built-it stories.
Built This Week is our show. It isn't a side hustle podcast, so we list it at the end as "Also from us," unranked. Here's how we picked the rest.
Side Hustle School is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup and The Happiness of Pursuit. It is a daily show for everyone who works a regular job and wants to start an income-earning project on the side: each story episode follows someone who started a side hustle, what went well and what happened as a result. It is daily, with about 91 episodes in the last 90 days as of October 2026, and episodes usually run about 7 minutes.
The feed goes back to December 2016 and alternates story episodes with listener Q&A (recent questions cover pre-order campaigns and deducting side hustle losses) and "TBT" throwbacks. It is the easiest habit on this list.
Start with: Ep. 3583 - STORY: Maniac Pumpkin Carving! (October 2026, from its latest episodes). Full profile of Side Hustle School.
Pat Walls hosts Starter Story, which sits down with founders who share their real numbers, mistakes and strategies: app builders, bootstrapped SaaS founders, agency owners and more. It publishes two to three times a week, as of October 2026, and episodes are short, usually about 14 minutes; the podcast feed goes back to May 2023. Recent titles include "How I Built It: $30K/Month Micro-SaaS" and "I built this app for my dad. Now it makes $18K/month."
It suits listeners who want proof that small software products can pay, with the numbers up front.
Start with: I Spent 24 Hours With Roblox Millionaires (4.3M views on YouTube as of October 2026). Full profile of Starter Story.
Greg Isenberg, CEO of Late Checkout and a former advisor to Reddit and TikTok, hosts this show of free startup ideas to inspire your next venture. It publishes two to three times a week, as of October 2026, with episodes of about 29 minutes, and its feed goes back to November 2021. Recent titles such as "How Will People Make Money in the AI Age?" and "8 GitHub Repos To Go Viral and Make Money" are squarely about building income with AI tools.
Start with: Model Context Protocol (MCP), clearly explained (why it matters) (1.3M views on YouTube as of October 2026). Full profile of The Startup Ideas Podcast.
Sam Parr and Shaan Puri have hosted My First Million since June 2019, produced by HubSpot Media. They brainstorm new business ideas based on trends and opportunities they see in the market, sometimes with famous guests. It publishes two to three times a week, as of October 2026, episodes usually run about 56 minutes, and it is rated 4.7 out of 5 from 2.6K ratings on Apple Podcasts, as of October 2026.
It works for side hustlers who like hearing many ideas fast and picking the one that fits.
Start with: This Guy Copy-Pasted Warren Buffett's Strategy (And Became A Billionaire) (3.3M views on YouTube as of October 2026). Full profile of My First Million.
Craig Hewitt hosts Rogue Startups, which shares the journeys of founders growing productized services and SaaS products, with experts in sales, marketing and product. It publishes weekly, as of October 2026, with episodes of about 49 minutes. Recent episodes include "From Audience To Income" and an interview with Hiten Shah on go-to-market.
It is the most bootstrapper-practical show here, for people turning a side project into a small software business.
Start with: RS299: YouTube Scripting Done Right with George Blackman (3.2K views on YouTube as of October 2026). Full profile of Rogue Startups.
Courtland Allen and Channing Allen launched Indie Hackers in February 2017 to interview founders turning ideas and side projects into profitable online businesses. Its feed has about 290 episodes, but the most recent episode in its feed is from June 2023, so treat it as an archive rather than a current show. Episodes usually ran about 55 minutes, and it is rated 4.9 out of 5 from 493 ratings on Apple Podcasts, as of October 2026.
Start with: #218 – Making Money and Being Happy with Sam Parr and Shaan Puri of My First Million (July 2021). Full profile of Indie Hackers.
Andrew Warner's Mixergy shares business tips for startups from proven entrepreneurs. Its feed is now irregular: there is one episode in the last 90 days, as of October 2026, after several in the spring. Recent titles are about small teams running on AI, such as "One Guy + Claude Runs a 30-Client Agency," which fits listeners building a lean side business.
Start with: #2308 $570K/Year in a Month: One Guy + Claude Runs a 30-Client Agency (October 2026). Full profile of Mixergy.
Built This Week, hosted by Jordan Metzner and Sam Nadler, is a weekly AI building show rather than a side hustle one, though Episode 14 with Collective's Hooman Radfar is about solopreneurs, and Jordan built a solopreneur finance dashboard for it.
Schedules and lengths are as of October 2026. Related lists: the best podcasts for entrepreneurs, the best startup podcasts, the best SaaS podcasts and the best marketing podcasts, or see all our podcast lists.
Side Hustle School is built for people with a regular job who want to start an income-earning project on the side, with a different side hustle story or listener Q&A in each short daily episode. Starter Story, The Startup Ideas Podcast and My First Million are good next listens.
Yes. Side Hustle School, written and hosted by Chris Guillebeau, publishes daily (about 91 episodes in the last 90 days, as of October 2026) and episodes usually run about 7 minutes.
Starter Story interviews founders who share their real numbers and mistakes; recent titles include a $30K/month micro-SaaS and an app making $18K a month. Indie Hackers' archive also covers founders turning side projects into profitable online businesses.
The Startup Ideas Podcast with Greg Isenberg shares free startup ideas two to three times a week, and Sam Parr and Shaan Puri brainstorm business ideas on My First Million, as of October 2026.
