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

#168: Twitter for Marketing, and Zombie Customers 19.02.2021

Ed and I cover a lot of ground this week: podcasting nerves geotrivia as marketing  a brief foray into geopolitics using Twitter for marketing the frustrating unpredictability of what marketing efforts will bear fruit the pleasure of working from home dealing with zombie customers The Bootstrapped podcast now has its own Twitter account - follow to receive daily tips for bootstrappers.  

#167: The blog gets posts once every 13 years 05.02.2021

Ed and Steve talk about the mental stress of having real-time business metrics, how to find a business mentor, and Steve's attempt to get started with enterprise sales. And we talk about the blog that posts very infrequently . Discuss this topic and more with the Bootstrapped community .  

#166: Making an Open Source business work with Allan Jardine of DataTables 29.01.2021

Allan Jardine is the creator of DataTables , a popular jQuery plugin. We discuss his challenges and successes as he learned how to make a viable business from creating Open Source software. We also discuss Allan's new SaaS product, CloudTables . Discuss this topic and more with the Bootstrapped community .  

#165: Finding and hiring freelancers 22.01.2021

In this episode I answer some listener questions about freelancers. I discuss how to find, hire, and communicate with freelancers. Discuss this topic and more with the Bootstrapped community .  

#164: A Saber Feedback update 9 months after acquisition 08.01.2021

Ed grills me on my progress with Saber Feedback, my B2B SaaS, nine months after I acquired it. We talk about SEO, competitors, getting backlinks, finding a niche, and resisting the temptation to write code instead of doing marketing. Discuss this topic and more on the Bootstrapped discussion forum .

#163: Our goals for 2021 04.01.2021

Ed and I discuss what we want to achieve in 2021. Last year, unexpected world events turned our "goals for 2020" upside-down. Having learnt no lesson whatsoever from this, we fearlessly enter 2021 with plans! We mentioned Ed's personal blog in this episode. Discuss this episode and more on our discussion forum for Bootstrappers .  

#162: Reviewing our 2020 goals 30.12.2020

Steve and Ed look back at the goals they set for 2020 at the beginning of the year. What goals did we hit? What goals eluded us? What did we learn along the way? Discuss this episode and more on our discussion forum for Bootstrappers .

#161: The inglorious launch of my first product 18.12.2020

This is a talk I recently gave at Barcelona's ESIC business school. Ostensibly, I spoke on working with intangibles as products. But actually, I told the story of how I started as a bootstrapper - and revealed how clueless I was at the beginning. So, if you are curious about how I got started creating and selling software products, then you'll enjoy this episode.

#160: Creating great email onboarding sequences, with Liz Painter of Comma Comma 11.12.2020

Liz is an expert in onboarding email sequences. Over the course of this episode, Liz helps me design a great email sequence for Saber Feedback. On the way, there are plenty of practical tips for better emails that you can apply to your product's emails. Want to see the results of my conversation with Liz? Sign up for Saber Feedback , and experience the new onboarding sequence first-hand. Liz's age...

#159: Enterprise sales hell, SEO frustration and self-doubt 04.12.2020

Ed and Steve talk about recent challenges and successes in their bootstrapped SaaS businesses. Ed tells of the agony of doing enterprise sales. Steve admits to  self-doubt when waiting for SEO results. Some things we discussed: 2020 SaaS Podcast Awards Our forum thread on dealing with endless business administration Fathom Analytics    

#158: Not 1, not 2, but 3 bootstrapped SaaS successes with Moritz Dausinger of refiner.io 27.11.2020

Moritz Dausinger, founder of refiner.io , chats about his success as a serial founder of bootstrapped SaaS products. He founded and sold two B2B SaaS apps, and now he's doing it a third time. Moritz shares some real-world practical, proven tips based on his repeat successes. Moritz's current SaaS app: refiner.io Moritz's previous SaaS apps: Docparser and Mailparser . Moritz on Indie Hackers podcas...

#157: Dealing with your business's endless administration burden 20.11.2020

Ed and Steve discuss the endless burden of busy-work that comes with running a business - and how we try to minimise it. We also mention Ed's new marketing-related hire, Feature Upvote 's dashboard design overhaul, and using a content agency to write blog posts for Saber Feedback . The invoice handling service we mentioned is GetMyInvoices . Discuss this topic and more on the Bootstrapped discussi...

#156: "May I have a discount?" 13.11.2020

Discounts, discounts, discounts! Ed and I discuss how we respond to customers asking for discounts, whether we should offer Cyber Monday offers, and how offering discounts can hurt future sales. Discuss this topic and more on the Bootstrapped discussion forum .

#155: Competing in a crowded market with Alex Yumashev of Jitbit 06.11.2020

Alex runs a successful help desk software company with only 3 employees, competing in a crowded market. We discuss: the importance of industry knowledge, the customer awareness funnel, advanced SEO techniques, bringing on a co-founder after you've already got traction. Links: Jitbit Alex on Twitter Gail Goodman's talk ‘The Long, Slow, SaaS Ramp of Death’ The Awareness Funnel aka the Buyer's Journe...

#154: Finding and recruiting freelance developers with Robin Warren of Corrello 30.10.2020

Robin Warren of Corrello tells me how he finds and recruits freelance developers for his bootstrapped software company. We also talk about: Robin's business creating Trello Power-ups Using Product Hunt to hone your marketing message Juggling multiple products Links: Robin on Twitter Corrello Blue Cat Reports Burndown Charts by Corrello Robin's previous interview on the Bootstrapped podcast  

#153: "What should I do with Saber Feedback?" 23.10.2020

I seek Ed's advice on some Saber Feedback stuff. We talk about pricing, free plans, legacy framework woes, and database hosting. We also chat about: running  Geomob as an online conference instead as a COVID alternative to an in-person conference automating away common customer support enquiries Discuss this topic and more on the Bootstrapped discussion forum . Other links: SureSwift Capital's Sta...

#152: Practical knowledge sharing for bootstrappers 17.10.2020

Ed and I discuss knowledge sharing for bootstrappers, and even for one-person teams. How do you make sure the important knowledge for your business gets remembered, shared, and used? Discuss this topic and more on the Bootstrapped discussion forum .  

#151: Advice on validating and building a bootstrapped B2B SaaS 09.10.2020

I answer several questions from a loyal listener who wants advice on building a B2B SaaS similar in scope and style to my product, Feature Upvote .  

#150: How to solve my SEO problems, with Robert Brandl of ToolTester Network 02.10.2020

Robert Brandl of ToolTester Network built his company by developing excellent SEO skills. In this episode he turns his skills to Saber Feedback, and gives me awesome advice on how to solve my SEO problems. We also talk about his recent acquisition of https://howtogetonline.com/ Other links: Robert on Twitter: @robertbrandl Saber Feedback's guide to feedback buttons

#149: A Saber Feedback update six months after acquisition 27.09.2020

Ed Freyfogle is back again. This week he interviews Steve on his progress with Saber Feedback , six months after acquisition. Ed marvels at how many words we were able to write about feedback buttons . We also talk a bit about co-working in the age of Covid. Discuss this topic and more on the Bootstrapped discussion forum .

#148: Hrishi Mittal, founder of Learnetto, on the struggle to get traction 18.09.2020

Ed Freyfogle steps in for me this week and interviews Hrishi Mittal, founder of online learning platform Learnetto. Hrishi shares his struggle to progress past a point of having limited success without finding real traction. He also talks about his desire to bring on a cofounder. Hrishi on Twitter Learnetto Learnetto on Twitter " The Complete React on Rails Course " on Learnetto Discuss this topic...

#147: "You get to do this however works for you" with Laura Roeder, founder of MeetEdgar 04.09.2020

Laura Roeder talks about why she doesn't do demo calls unlike most other SaaS founders - and how bootstrapping frees you up to run your business the way that works for you. Laura is the founder of MeetEdgar , a social media scheduling tool, and cofounder of Paperbell , coaching software. Links Laura on Startups for the Rest of Us Laura's talk at Business of Software Europe 2018: Bootstrapping A Bu...

#146: Selling your business at any revenue level, with Kevin McArdle of SureSwift Capital 29.08.2020

Kevin McArdle of SureSwift Capital has acquired almost 40 online businesses, most of them B2B SaaS products. We talk about the process of getting acquired, as the seller and founder of an online business. Kevin tells me the options for getting acquired at 4 different revenue levels: $1,000 to $4,000 monthly revenue $10K to $20K monthly revenue $20K to $50K monthly revenue $100K+ monthly revenue Li...

#145: The Hacker News front page experience, 5-hour workdays and 4-day workweeks 22.08.2020

Ed reintroduces himself, Steve shares his experience of making it to the front page of Hacker News, and we discuss Quaderno's 5-hour work day and Wildbit's 4-day work week. Links: Ed's home on the web . Quaderno's job page . Wildbit's 4-day work week . Discuss these topics and more on the Bootstrapped discussion forum .  

#144: Patrick Hathaway, cofounder of Sitebulb on selling a desktop app with subscription pricing 14.08.2020

Patrick Hathaway is the cofounder of Sitebulb, a website auditing tool for SEO consultants and agencies. Patrick tells us why he made a desktop app when his competitors offer cloud apps. We also talk about how Patrick uses awesome release notes as a marketing tool.  We finish up with a discussion the pros and cons of using Paddle as a payment processor. Sitebulb: https://sitebulb.com/ Sitebulb's r...

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