Bootstrapped

"Bootstrapped" podcast, hosted by Steve McLeod.

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Latest Episodes

#1: Bootstrapped and Profitable

#1: Bootstrapped and Profitable

In this episode, Ian and Andrey talk about running a web-app company vs. running a mobile-app company, having one large product vs. many smaller products, starting out by making products ‘because you can’, instead of products that have a market, SaaS and recurring revenue, Enron email and spam filters, how the iPhone almost brought down Andrey’s company, planning vs. falling into it, being late to the SaaS party, installable software and support, B2B vs. B2C, and things that seemed exciting in the first year of running a software company, but are a chore to do 9 years later.

Two software companies, Userscape, founded in 2004, and Antair, founded in 2005.

Both companies, bootstrapped and profitable.

Join Ian and Andrey, the founders, as they share their experiences in running their companies.

#2: Lollipop Sticks

#2: Lollipop Sticks

In this episode, Ian and Andrey talk about software version numbers, SaaS apps, hiring, modern web application development, server hosting, what to do with old servers, monitors and hard drives, doing what it takes to fund your business, Andrey’s psychological state, physical world products vs software.

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#3: Pivoting all over the place

#3: Pivoting all over the place

In this episode, Ian and Andrey talk about not being able to remember anything that happened before today, Ian’s rules for the practical entrepreneur, having so many products that you can’t list them all, entering a fragmented market, preferring B2B, The Pivot, Andrey not having any kind of strategy for choosing which products to make, damned phones, when selling to a business is not really selling to a business, clear and simple revenue model, bridging the internet world with the real world, not using your own products, doing support, how recent the 90’s were, dealing with criticism, competitors who are clearly doing it wrong, Steve Jobs being brilliant at what he does, customers not caring about which technology you use, being the perfect developer for your own company, bootstrapping a company when you have kids, the sense of being continuously rushed, BioIsChanged.com, DAS Keyboard, and customer-hosted vs. SaaS.


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#4: The customer is seldom right

#4: The customer is seldom right

In this episode, Ian and Andrey cover a host of issues, including an apology of sorts to Patrick McKenzie, a discussion on if in fact the customer is always right, how you support .99 cent apps, non-mistakes from Ian’s past, VC funding and an extremely important tax tip!


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#5: Let’s all go to the movies!

#5: Let’s all go to the movies!

In this episode, Ian and Andrey talk about a gauntlet of client work, consulting, competitors, talking about your product early, stock options and bonuses, a little bit on wall street programming, hiring, contributing to open source, life after programming, and movies!


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#6: Authorize This

#6: Authorize This

In this episode, Ian and Andrey discuss screen real estate, hiring a part time developer, Apple II parts, a segment which went way too long on Authorize.net, funding open source projects and code naming.

#7: Just wasting my time!

#7: Just wasting my time!

In this episode, Ian and Andrey discuss the Apple app store release process, making video games for a living, people and companies that “get it”, fonts for web development, trademarks and names,

#8: Bizarro Week

#8: Bizarro Week

In this episode, Ian and Andrey discuss sweet games, SaaS downtime, UserScape Bizarro Week, Brooklyn, Microconf and more.

#9: Uberdeck

#9: Uberdeck

In this episode, which Ian and Andrey discuss Uberdeck, system administration, pricing strategies, news coverage for startups, Jeff Atwood, Trello, and Snappy.

Bio of Bootstrapped

"Bootstrapped" is a podcast hosted by Steve McLeod, tailored specifically for entrepreneurs running or interested in starting a bootstrapped software company. With a focus on self-funding and building businesses without external investment, the podcast provides valuable insights, tips, and inspiration for those navigating the unique challenges and opportunities of bootstrapping.

Steve McLeod, an experienced entrepreneur himself, shares his expertise and invites guests who have successfully built and grown bootstrapped software companies to share their stories and lessons learned. The podcast covers a wide range of topics relevant to bootstrapped businesses, including product development, marketing, customer acquisition, sales strategies, financial management, team building, and more.

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