Starting & Sustaining
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Starting & Sustaining
Starting & Sustaining originally began as a book and spreadsheet (https://get.startingandustaining.com) created to help people start software businesses. That evolved into candid discussions with people involved in software businesses in one way or another. Focused primarily on the trials and tribu...
Neueste Episoden
24 Episoden
Brennan Dunn, Co-founder of RightMessage
Brennan and I explore the trajectory of businesses and learning that led him to create RightMessage.
Since founding his first SaaS application,...
Mathias Meyer, Co-founder and Former CEO of Travis CI
After helping found Travis CI and grow into the CEO role over six years, Mathias recently left Travis and starting helping other companies with their...
Jaimee Newberry, Co-founder of Picture This Clothing
Picture This Clothing went viral immediately. From the outside, it looked like every entrepreneur's dream. But the reality of holding together a busin...
Steve McLeod, Founder of Feature Upvote
After years running a company based on a consumer product, Steve made the decision to switch to a business-focused product in Feature Upvote, and he's...
Ben Curtis, Co-founder of Honeybadger
Ben and I discuss the origins of Honeybadger, what it's like bootstrapping, and the sleepless nights brought on by running an infrastructure product....
Scott Nixon - Co-founder of Happy Herbivore/Meal Mentor
Scott and I discuss the hybrid nature of running a business where software merely facilitates a primarily offline interaction. How do you measure enga...
Matt Goldman, CEO of Churn Buster
Matt and I talk about running a SaaS business after acquiring it, the mistakes they made early after taking over Churn Buster, and the common ways tha...
Rachel Andrew, Cofounder of Perch
Rachel and I talk about what it's like supporting self-hosted software, juggling a busy travel schedule to make time for work. She's been working on P...
Tracy Osborn, Founder of Wedding Lovely
Tracy and I talk about her experience building and running Wedding Lovely, raising some funding for it, losing a co-founder, and even going through a...
Josh Williams, Founder of Gowalla
Josh and I discuss what it's like going from a bootstrapped small team to a team of 30 in a funded startup. We touch on what it's like going from bein...
Thomas Smale, Founder of FE International
Recently I sat down this Thomas Smale of FE International. Thomas and FE International helped me sell Sifter and made the whole process seem easy. Aft...
Nathan Barry, Founder of ConvertKit
Nathan and I talk about the early days of ConvertKit, reaching a point where he had to make a decision to invest more significantly in it or walk away...
Courtland Allen, Founder of Indie Hackers
Courtland's story is great because he's been on a bit of the roller coaster, and now he's starting fresh with Indie Hackers. He's interviewing other f...
Ruben Gamez, Founder of Bidsketch
Ruben's story with Bidsketch is a great example of how a simple small business can grow into something healthy sustainable on a reasonable timeline. H...
Allan Branch, Cofounder of Less Accounting
During a time when seemingly everyone is trying to build a product and move away from consulting, Allan is doing just the opposite and moving from Saa...
Drew Wilson, Founder of Plasso
Drew and I discussed his various projects that led him to create Plasso as well as how successful businesses developed out of years of experimentation...
Josh Pigford, Founder of Baremetrics
Josh and I discussed bootstrapping, accepting outside money, the drawbacks of hiring too fast and having to ask his team to take a pay cut. We also ta...
Natalie Nagele, CEO of Wildbit
Natalie and I talk about bootstrapping, learning that marketing is a necessary part of growing a software company, and the transitions that led Wildbi...
JD Graffam, Serial Acquirer of SaaS Apps
JD and I talk about buying and selling SaaS applications and share some details from the process of selling and transferring Sifter. JD shares what it...
Tyler Rooney, Cofounder and CPO of Format
Format had seven people on the payroll before Tyler even got paid. We talk about bootstrapping in Canada, the amazing story of how they acquired the...
Peldi, Founder of Balsamiq
Peldi and I talk about moving from California to Italy to lower his cost of living to start a company, juggling different delivery formats for softwar...
Pat Allan, Creator of Thinking Sphinx and Flying Sphinx
Pat Allan turned his open source side project into a profitable Heroku Add-on. We talk about the advantages and disadvantages of building on another c...
Anthony Eden, Founder of DNSimple
Anthony built DNSimple on the side and didn't come on board full-time until after there were two other full-time employees. We discussed some of the a...
Mike Perham, Creator of Sidekiq and Inspeqtor
Mike Perham has successfully built a wildly profitable one-man business built on his open source efforts. We discuss what it's like balancing the seem...