Ian Landsman

Bootstrapped

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.

Autor

Ian Landsman

Categoría

Business

Web del podcast

bootstrapped.fm

Último episodio

11 de nov. de 2025

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Episodios

#243: The End 11.11.2025

The time has come to finally put this mostly abandoned podcast to rest. It's kind of a sad day for me but it is time to do this. Thank you listeners, thank you to Ian Landsman and Andrey Butov who gave me this podcast to take over, and thank you to Ed Freyfogle for co-hosting many episodes. So long, farewell, adios.

#242: Boredeom 16.07.2025

When you run your own little software company, be it a SaaS or old school downloadable software, and you've been doing it for several years, and you've got through the major initial challenges that were interesting and fun and rewarding to conquer in the first few years, and you've now got to that point where your product revenue is stable, and your product is pretty much feature complete, it beco...

#241: Podcasting 14.05.2025

In this episode, I talk about how I'm using podcasting as a business tool. Not as a guest, not to promote my product, not as an advertiser, but as a way to build up and strengthen my network amongst my "Ideal Customer Profile" in the video games industry. Mentioned in this episode: Feature Upvote , my SaaS product The Community Lounge , the podcast I'm creating as a business tool  

#240: Why I repositioned Feature Upvote to the video game industry 21.04.2025

I want to tell you what's happening with my product, Feature Upvote , over the last year or so. I've dramatically changed the positioning, to be a feedback management platform for the video games industry. Here's the story of why I repositioned - and how I did it. Check out the new "video games industry"-focused Feature Upvote home page .  

#239: Our Business Heroes with The Gross Profit Podcast 01.03.2024

I was recently a guest on The Gross Profit podcast, hosted by James Kennedy. In that interview, James and I talked about our business heros, and well, it seemed to me that the conversation was a perfect fit for this podcast too. So, with James's permission, I'm sharing with you here the entire episode of The Gross Profit podcast in which I was interviewed. The Gross Profit podcast Feature Upvote ,...

#238: B2B SaaS design with Nathan Powell 23.06.2023

I chat with Nathan Powell, freelance product designer whose work these days is mainly with B2B SaaS. We chat about how developer founders can go about improving their app's UX and general design. Mentioned in this episode: Nathan's website: https://nathanjpowell.com/ Descript: https://www.descript.com/  

#237: Michael Koper, founder of Nusii 12.03.2023

I chat with Michael Koper, founder of Nusii. We talk about what it's like when your product spends several years at a revenue plateau. Mentioned in this episode: Michael's company, Nusii Michael on Twitter .

#236: Steve McLeod, founder of Feature Upvote 02.12.2022

I'm the guest on my own podcast! A year ago, Ben Pages joined my company, Feature Upvote , to be our marketing manager. Ben had questions about the early days of Feature Upvote, and how this product came to be. He also wanted to know the origin of my low-stress approach to running a business. We thought, why keep this conversation to ourselves? Why not record it as a podcast interview, and share i...

#235: Maeva Cifuentes, founder of Flying Cat Marketing 18.11.2022

I chat with Maeva Cifuentes, founder and CEO of Flying Cat Marketing, an SEO and content marketing agency. We discuss Maeva's journey from freelance translator to CEO of a successful marketing agency. Maeva also shares with us some practical SEO tips. Mentioned in this episode: Maeva's company, Flying Cat Marketing Maeva on LinkedIn Product-led SEO by Eli Schwartz  

#234: Ed's marketing catchup 28.10.2022

My frequent guest co-host Ed Freyfogle tells us about his recent marketing endeavours, including one that was inspired by April Dunford's "toilet talk". Toilet talk, you ask? All will be revealing during this episode. Mentioned in this episode: Steve’s company, Feature Upvote Ed’s company, OpenCage Geomob website April Dunford's "Toilet talk" Ed's newly published Geocoding Buyer's Guide    

#233: Running a lifestyle business and proud of it 14.10.2022

We have two guests interviewing each other! I invited two friends of the podcast, Andy Brice, and Robin Warren, to chat with each other about what it's like running a lifestyle business in 2022 compared to, say, 10 years ago. Although both Andy and Robin run what they call lifestyle businesses, they've taken different approaches, based on what they want to get out of their business. Mentioned in t...

#232: Running a WordPress agency, with Marc Jenkins of 16by9 30.09.2022

I chat with Marc Jenkins, founder of 16by9, a small web studio that focuses on building WordPress sites. Marc and I talk about what its like to start and build up this type of company, and how, with some careful thinking, you can avoid letting your business become something you never wanted it to be. Mentioned in this episode: Marc's web studio, 16by9 Marc's Unoffice Hours Steve’s company, Feature...

#231: Bad support loses customers, and payment failures 16.09.2022

I catch up with my frequent co-host, Ed Freyfogle, after a long summer break. Amongst other topics, we discuss how bad customer support will lose you customers. We also talk about yet more payment problems - a common theme on this podcast, and for SaaS businesses in general. Mentioned in this episode: Steve’s company, Feature Upvote Ed’s company, OpenCage  

#230: Introducing Pushing to Production 19.08.2022

Something a bit different in this episode: we're playing an episode of the new Pushing to Production podcast, where Ed Freyfogle was the guest. It's a conversation about the technical stack Ed's product runs on. Lots of insightful discussion of the tech decisions you need to make in an API-based business. Mentioned in this episode: Pushing to Production podcast Ed’s company, OpenCage Bootstrapped...

#229: Saying no to a generous acquisition offer, with Simon Bennett of SnapShooter 05.08.2022

Simon Bennett, founder of SnapShooter, returns to the show. We chat about a generous acquisition offer Simon recently received for his company - and why he ultimately decided to not to be acquired. We also chat about Simon's new podcast, Ship SaaS Faster. Mentioned in this episode: Simon's company, SnapShooter Simon's new podcast for SaaS founders, Ship SaaS Faster SnapShooter's podcast, Pushing t...

#228: How to get backlinks (without feeling dirty) 15.07.2022

An effective content strategy for your product requires getting backlinks. In this episode, I share 9 strategies I use for getting backlinks for my product's website - without doing things that make me feel dirty. Mentioned in this episode: My company, Feature Upvote Tooltester's email deliverability report Rand Fishkin's company, SparkToro Posts I got on the blogs of Postmark , Cloudinary , and C...

#227: Joining TinySeed with Nick Swan of SEOTesting.com 01.07.2022

I chat with Nick Swan from SEOTesting.com. We discuss how Nick took on a co-founder for his already-established business, why Nick decided to no longer be a 1-person show, and most importantly how Nick sold a small part of his company in order to join TinySeed, a startup accelerator designed for founders who would traditionally bootstrap. Mentioned in this episode: Nick's company, SEOTesting.com N...

#226: Sponsoring events, podcasts, and newsletters with Peldi @ Balsamiq 17.06.2022

We are joined by a good friend of the podcast, Peldi Guilizzoni,  to discuss how to go about sponsoring events, newsletters, and podcasts to promote your product. In particular we talk about creative approaches that make your sponsorship stand out. Mentioned in this episode: Peldi's company, Balsamiq , a low-fidelity wireframing tool. Steve's company, Feature Upvote Ed's company, OpenCage Steve on...

#225: BoS Europe 2022 retrospective 03.06.2022

I first recorded this episode for the Business of Software podcast. I chat about the experience of attending the recent Business of Software Europe in-person event, together with Joe Leech, who was a speaker at the event. Joe and I shared our thoughts on the event, Joe from the point of view of a speaker at the event, and me as an attendee. Mentioned in this episode: Business of Software website B...

#224: Recalibrating prices, and Postmark got acquired 20.05.2022

Ed and I talk about how currency fluctuations are affecting our pricing. And we give our opinion on the recent acquisition of Postmark, a bootstrapping success story, by ActiveCampaign. A brief note about an error in this episode : At one point I complain about a customer support problem I once had when trying to sign up for ActiveCampaign. After recording, I realised I had confused ActiveCampaign...

#223: When customer payments fail 06.05.2022

We talk about why we are switching the podcast from weekly to fortnightly for a while. We also discuss headaches when customer payments fail and what we can do to address the problem. Mentioned in this episode: The Photographer's Ephemeris Business of Software conference Ed's company, OpenCage . Steve's company, Feature Upvote .

#222: Pierre de Wulf, co-founder of ScrapingBee 22.04.2022

Ed chats with Pierre de Wulf, co-founder of ScrapingBee. Pierre tells us about the time his company almost got acquired - and how the deal fell apart at the final stage. Links: Pierre's company, Scraping Bee . Pierre on Twitter    

#221: Brian Sierakowski of Baremetrics 15.04.2022

My co-host Ed Freyfogle chats with Brian Sierakowski, general manager of Baremetrics . Brian stepped in to manage Baremetrics after it was acquired a year or so ago from the founder. Ed and Brian discuss the challenges of taking over a complicated business,  Brian's trajectory from SaaS founder himself to running someone else's business, and how changing prices inadvertently gave him the chance to...

#220: Adventures in Abandonware and WordPress 08.04.2022

Ed and Steve talk about a dilemma Steve is facing. An open source component heavily used by Feature Upvote has become abandoned by the maintainer, and Steve has to make a hard decision about how to deal with this. We also talk about why and how Steve recently moved Feature Upvote's website from Jekyll to Wordpress. Yes, really, Wordpress.  

#219: Leaving bootstrapper life to be an employee again, with John Ndege 01.04.2022

Ed chats with John Ndege, a former bootstrapper, about how it feels no longer being one's own boss.  John launched and grew a product, and he ultimately sold it. Afterwards, he went back to being an employee, working for a large corporation. Ed and John discuss the advantages and frustrations you might experience when you choose the path of going back to work for someone else. Links: John's websit...

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