Ian Landsman

Bootstrapped

Business EN ↓ 243 episodes

This is the archive of Bootstrapped.fm. A seminal Bootstrapper-oriented podcast started in 2013 by Ian Landsman and Andrey Butov. The first iteration ran for 104 episodes. In 2019, Steve McLeod took over for another 139 episodes. We've set this podcast to release order so you can experience it as it was initially presented.

Author

Ian Landsman

Category

Business

Podcast website

bootstrapped.fm

Latest episode

Nov 11, 2025

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Episodes

#117: Selling to Developers 01.12.2019

Ed from OpenCage Geocoder and I talk about the marketing techniques that work - and don't work - when you product is targeted towards developers. Thanks to Balsamiq who sponsored this episode. Find out how, thanks to Balsamiq, you can promote your bootstrapped business for free on the podcast . Our guest sponsor, courtesy of Balsamiq, is Easy Data Transform .  

#116: Pricing your product in multiple currencies, with Ed Freyfogle from OpenCage 22.11.2019

I’m joined by Ed Freyfogle for the first of several episodes in which he is my cohost. Ed is the co-founder of OpenCage Geocoder , a bootstrapped, profitable SaaS. Thanks to Balsamiq who sponsored this episode . Find out how, thanks to Balsamiq, you can promote your bootstrapped business for free on the podcast Our guest sponsor, courtesy of Balsamiq, is Mockless . We discuss: the bootstrapping sc...

#115: Living Abroad While Bootstrapping, with Craig Hewitt 15.11.2019

Craig and I are both bootstrapping our businesses while living in foreign countries. In this episode we discuss what that's like for us personally. We also discuss the challenging practicalities of visas, languages, and business while living abroad. Thanks to Balsamiq who sponsored this episode . Find out how, thanks to Balsamiq, you can promote your bootstrapped business for free on the podcast ....

#114: "The Tables are Turned", with Craig Hewitt 10.11.2019

Craig turns the tables and interviews me about Feature Upvote and about this podcast. We discuss: why Steve launched Feature Upvote when he already had a successful product. doing things differently the second time around. the beauty of "expansion revenue". B2C vs B2B (spoiler alert: B2B has a whole lot of advantages). the Bootstrapped podcast 10 episodes into its new iteration.

#113: "The idea of public speaking fills me with unspeakable terror", featuring Craig Hewitt 01.11.2019

We discuss how you can become a speaker at events, and whether this is a viable way to raise awareness of your product and services. Topics include: Why speak at events and conferences Getting started as a speaker What event organisers look for in potential speakers Non-obvious benefits from speaking at events Steve's champagne-spilling behaviour when speaking in public Craig's experience speaking...

#112: Three ways to use podcasts for marketing. Featuring Craig Hewitt, founder of Castos 25.10.2019

Craig and I discuss how bootstrappers can use the podcasting ecosystem to promote their products. We discuss three ways to use podcasts - and the pros and cons of each: Start and run your own podcast Do the "podcast circuit" as an interesting guest with riveting insights Sponsor podcasts We 'go meta' and talk about why Steve has launched the new iteration of the Bootstrapped podcast. We also talk...

#111: "Should I apply for TinySeed?" with Craig Hewitt, founder of Castos 18.10.2019

I'm joined by Craig Hewitt for the first of several episodes in which he is my cohost. TinySeed is a "startup accelerator designed for bootstrappers." Craig was accepted into TinySeed's first cohort. To help me answer the question, "Should I apply for TinySeed?", Craig tells me what it has been like for him. We discuss why he applied, how it has changed his business so far, and what unexpected ben...

#110: "Living the Bootstrapper dream" with Robin Warren, founder of Corrello 11.10.2019

Robin and I discuss living the Bootstrapper dream - and how the dream changes over time. We also go off topic and discuss surfing up the Bristol Channel. Links: Robin’s company, Corrello: Dashboards for Scrum and Kanban teams using Trello: https://getcorrello.com/ Robin on Twitter: https://twitter.com/robinwarren Robin's blog post "$0 to $1k MRR in 57 months": https://getcorrello.com/blog/2016/04/...

#109: Andy Brice - Founder of EasyDataTransform 04.10.2019

Andy and I discuss why he's created a new product, even though he already has two successful products. We also discuss: how he manages a portfolio of three desktop apps as a one-person team how to name products choosing a market usability testing choosing to remain a one-person team the benefits of the founder doing customer support why many one-person businesses are actually two-people businesses...

#108: Hannah Adcock - Owner of Contented Strategy 27.09.2019

Hannah and I discuss content strategy for bootstrappers. Hannah's website: https://contentedstrategy.com/ Hannah's book: "Content Strategy for Solopreneurs, Startups, Charities and Growing Businesses": https://contentedstrategy.com/content_strategy_for_startups.html How to do a content audit: https://contentedstrategy.com/blog/2019/05/17/startup-content-audit.html Traction by Gabriel Weinberg: htt...

#107: Robert Brandl - Founder of WebsiteToolTester 20.09.2019

Robert and I discuss how to hire and manage freelancers. We also discuss how having children forces you to change the way you work. Robert's 4 tips for a healthy freelancer relationship: Meet in person from time to time, if possible Pay at the higher end of their expected rate Remember the Golden Rule: Treat them they way you expect to be treated Let them know the positive results of their work Li...

#106: Sylvestre Dupont - Co-founder of Parseur 13.09.2019

Sylvestre and I discuss getting those first 10 customers, moving to a new country when your startup earns enough to replace your day job, and the difficulty of supporting customers from a cruise ship. We also discuss: Collecting domain names Leaving consulting to bootstrap a SaaS Bootstrapping with the generosity of the French government The tough months before the first sale - and then the elatio...

#105 - A new iteration of Bootstrapped 13.09.2019

A short and special episode in which I share some news about the podcast.

#104 - I Don't Want To Talk About GDPR The Whole Time w/ Natalie Nagele from Wildbit 31.05.2018

In this episode we're joined by Natalie Nagele from Wildbit to talk about starting a business vs. consulting, employees with side hustles, how to pick conferences to attend, and yes, GDPR.

#103 - There's No Scarcity On Piñatas 22.05.2018

In this episode we discuss conferences & traveling, birthday parties for kids, .app domains, and Andrey's new GDPR-related project Consent Monitor.

#102 - I'm Running On Fumes 15.04.2018

In this episode we discuss parenting at the park, hiring a plumber, cutting & bulking > marketing, the awesomeness of Peers Conference ⭐, hiring a contractor for Scribbleton, & more.

#101 - All About Landsman 05.02.2018

In this episode we discuss planning for Laracon Online, what's coming up next for Helpspot & Thermostat, and investing in startups.

#100 - All About Butov 29.01.2018

In this episode we discuss Butov's workout routine, the pros and cons of hiring a part-time employee, and upcoming conference plans.

#99 - Star Wars: The Last Jedi w/ Taylor Otwell (SPOILERS!) 16.12.2017

In a special episode of Bootstrapped, Taylor Otwell (creator of Laravel) joins Ian to talk about 'Star Wars: The Last Jedi'. WARNING: This podcast contains spoilers for 'Star Wars: The Last Jedi'. If you haven't seen that movie yet (and seriously, what are you waiting for), wait to listen to this podcast until afterwards!

#98 - The Landsman Game Challenge 04.12.2017

In this episode we discuss solo parenting, Disney on Ice, future conference plans, and a plan to live stream Ian playing video games.

#97 - ButovOrBust.com 23.11.2017

In this episode we discuss being sick, what happens when you get an influx of clients, and a bunch of updates on everything from Scribbleton to Thermostat to Ian's new project, LaraTalent.

#96 - It's All Possibility.....And Work 09.10.2017

In this episode we discuss the beginnings of Ian's new CRUD app, Scribbleton upgrades, freezing your credit, Las Vegas, and more.

#95 - I Started Fresh, and It's Glorious 02.10.2017

In this episode we discuss hearing trips to and from NYC, nostalgia for high school, the 'New Renaissance Butov', and more.

#94 - Franchise Friends 12.09.2017

In this episode we discuss kindergarten, kids destroying tablets, side projects for founders, encryption in Scribbleton, and more.

#93 - Thinner, Leaner, Meaner 05.09.2017

In this episode we discuss Ian's "mancation", if Seinfeld still has it, an update on Andrey's weight loss and his new app, and more.

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