Bootstrapped, Episode 24, “Batman Voice”

Download this episode, in which we talk about Batman, Software going to $0, Pricing again, Saas sucking, High school/depression, Business of Software Conference, A/B testing, Insurance, Andrey and me opening a coffee shop comic book store, Batman Arkham Origins, how we’re the Seinfeld of bootstrap podcasting, Everpix closing, soup delivery, $7.95 cupcakes, our side projects that make us no money.

We’re going to try to do a meetup if you’re in the NYC area. Contact us or post to the board if you’re interested.

Discuss the show over on our forums

Bootstrapped, Episode 23, “Clichély doing the cliché thing.”

Download this episode, in which we talk about Andrey finally leaving the house, street cred, Quintu, the work that goes into a typical SaaS app, implementing push in Uberdeck, OS X 10.8 update woes, git and distributed source code control,   supporting developers vs. supporting end users, downloadable vs. SaaS, playing with SaaS marketing at an early stage of the product, being organized with marketing, tracking the marketing flow, onboarding, pricing based on volume, seasonal stores, celebrities in NYC, the new Panic office, and a day of doing nothing at work.



Discuss this episode with other bootstrappers in the forums.


Bootstrapped, Episode 22, “Meh”

Download this episode, in which we give away an amazing social mobile podcast product idea, Blackberry (sorry), App stores, Andrey’s gripes with Laravel 4 and other techy things, asset management in front end web development, Vi, Breaking Bad finale!!!, Living in NYC, Perch CMS meetup, Business of Software conference

Discuss this episode in our bootstrapper forums

Bootstrapped, Episode 21, “Special Guest: Andy Brice”

Download this episode, in which Ian and Andrey sit down with special guest, Andy Brice, to discuss Perfect Table Plan, software marketing, creating desktop software vs. SaaS web apps, software pricing, cross-platform development with QT, analytics, measuring how many people are ‘word-of-mouth’ customers, Andy’s 2-day intensive training course on starting your own software business, practical software products, the legacy of shareware, the effect of SaaS apps on lifestyle, A/B testing, Adwords, email vs. helpdesk system for one-person companies, and martial arts.




Bootstrapped, Episode 20, “Hard Stop”

Download this episode, in which Ian and Andrey discuss their appearances on other podcasts, depression caused by taking consulting work, how Andrey will structure his day, Apple keynote and how new hardware relates to mobile development, releasing software in the app store, SaaS searching tech and more.

Bootstrapped, Episode 19, “No Red Candy!”

Download this episode, in which Ian and Andrey discuss Laracon EU, Snappy, web app activity tracking and analytics, Uberdeck, marketing as your primary daily activity, Andrey’s next app, native clients vs. mobile web apps vs. responsive design for a SaaS product, front-end web dev frameworks, annual SaaS billing, getting dumber, Vincent van Gogh, San Francisco, Napa Valley, and Texas.


(Sorry for the crappy audio quality on Andrey’s side in this episode; he’ll get it right one of these days).


Bootstrapped, Episode 18, “Special Guest: Chase Clemons on Bootstrapped Support”

Download this episode, in which Ian and Andrey sit down with special guest Chase Clemons of SupportOps to discuss customer service for bootstrappers. We also get an Uberdeck update on leaving beta and pricing strategy.

This episode is being cross released on both and Support Ops Podcast. Check them out!

Bootstrapped, Episode 17, “Special Guest: Rachel Andrew”

Download this episode, in which Ian and Andrey sit down with special guest Rachel Andrew from, to discuss Perch, the really little CMS, the new forums, marketing, customer support, product dependencies, how important personal visibility is to your business, content management systems, writing and speaking, and self-publishing.



Bootstrapped, Episode 16, “Meat and Attitude”

Download this episode, in which Ian and Andrey discuss Andrey’s new mobile apps, doing press releases in unique cases, HARO, bringing on a partner, Valentino movie, Breaking Bad, Andrey on being abducted, dress code in fancy steak joints, optimal steak restaurant design, Snappy marketing, doing a giveaway

 Note: this podcast was recorded before we released, next week we’ll discuss that in more detail.

Discuss this episode:

Bootstrapped, Episode 15, “Patrick McKenzie (patio11) on Selling Software”

Download this episode, in which Ian and Andrey are joined by special guest, Patrick McKenzie (patio11), to discuss the “early” days of the Business of Software forums, Patrick’s journey and daily routine, Helpdesk systems and support, Appointment Reminder,  systemizing and automating daily tasks, SaaS, B2C vs. B2B, pricing of software, consulting, learning from Blackhats, Hacker News, marketing, Uberdeck, making money from open source, dual-licensing, running a conference, hacker meetups, Patrick’s biggest mistake in business, Patrick’s next product, and Facebook games.