RogueStartups

In this episode Dave and Craig are talking with clinical psychologist Dr. Sherry Walling.  Sherry has been prominent in the bootstrapped startup world particularly in the past few years as her (allegedly) better half, Rob, has a popular podcast in the space and is the cofounder of Microconf. Today Dave, Craig, and Sherry talk all about the psychological and emotional aspects of running your own … [Read more...] about RS121: Dealing with Uncertainty with Dr. Sherry Walling

This week Dave and Craig are joined by Damian Thompson of LeadFuze, a B2B lead generation platform. In this episode Damian shares how LeadFuze has adapted a bit of a contrarian approach to selling, which has come as a result of extensive testing, and in many cases throwing out the assumptions that we might have about the "Best Practices" of running a sales organization. For Damian as a … [Read more...] about RS120: The Cold Hard Truth about Cold Email with Damian Thompson of LeadFuze

In this episode Dave and Craig catch up on the latest developments in their business in the first few weeks of the year, but also address a few questions that are top of mind for them both these days. We also chat through a listener question sent in by Duncan Murtagh of Vetter talking about owner compensation and how we pay ourselves.  Dave and I chat through some frameworks about how and when … [Read more...] about RS119: Owner Compensation and GDPR Compliance

In this first episode of 2018 Dave and Craig are doing some introspection looking back a bit at last year, what worked and what didn't, and how to optimize both work AND business here in 2018. There was a great tweet by Adrian Rosebrock of PyImageSearch last week that posed 4 questions: 1. What went well this year & gave me life 2. What went poorly & took life from me 3. How can I … [Read more...] about RS118: The 4 Questions You Should Be Asking Yourself

In this episode Dave and Craig take some time here at the end of 2017 to reflect about how some marketing approaches have changed dramatically this year.  Specifically we ask Is starting a blog in 2018 right for your business? What marketing channels can you start and evaluate quickly to get make sure it's getting real traction? Are you providing a unique angle on your content marketing … [Read more...] about RS117: How 2017 Killed Our Playbook

In this episode Craig and Dave are joined by their friend and bootstrapped founder colleague Phil Derksen. Phil, Dave, and Craig talk about the recent sale of Phil's Simple Calendar WordPress plugin to Sure Swift Capital, and how that sale has changed his focus, priorities, and business model. There is much to consider when it comes to focus in your business, and much can be said for having … [Read more...] about RS116: Cashing Out with Phil Derksen

This week Dave and Craig talk through their performance in 2017 and look ahead a bit to 2018. These periods of self reflection are always a good, although sometimes challenging, exercise.  In this episode Craig and Dave celebrate some of the wins they both had in 2017, but also where they came up a bit short. It's these areas for improvement that develop us as founders, and give us the … [Read more...] about RS115: 2017 Review, and Looking Ahead To 2018

This week Dave and Craig are talking through the recent Black Friday and Cyber Monday blitz of emails, and the resulting noise that it's created for us both as consumers and as business owners participating in this space. For Dave it was a win for Recapture as the app handled the workload of the holiday season very well, essentially without a glitch.  Now looking ahead to completing their … [Read more...] about RS114: Rising Above the Noise

Today’s guest is David Rosenthal, one of the hosts of the “Acquired” podcast and an early stage Venture Capitalist. We discuss startups who use outside funding and how this positively or negatively affects a business. David started as an Associate at Madrona Venture Group in 2010 and rose through the ranks of the company. While there, he not only met his future “Acquired” co-host, but he also … [Read more...] about RS113: Venture Funding – When and How to take on Investment with David Rosenthal

This week Dave and Craig are catching up on some new developments in their businesses, talking through their current development practices and strategies, and looking ahead to the end of the year run. Craig is getting ready for his Microconf Europe talk, coming up in Lisbon, and has been spending some time looking at what his next business venture will look like. Dave's looking ahead a bit … [Read more...] about RS112: Development Process, and Updates