Latest Episodes

Ian Landsman of UserScape

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Today, I’m talking with Ian Landsman, the founder of UserScape. UserScape are the creators of HelpSpot, web based help desk software and most recently Thermostat, NPS survey software to help you retain your best customers and win back critics.  Ian was also the co-host of the Bootstrapped podcast which is how I first came across his work years ago as I was getting into the software world.  He...

Josh Ho of Referral Rock

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Today, I’m talking with Josh Ho, the founder and CEO of Referral Rock, a SaaS company that helps people design, launch, and manage a customer referral program. Josh started the business a little more than 4 years ago and with no funding has built a profitable business approaching the $1mm ARR mark with a team of 12 people. Everybody talks about how challenging it is to hire and while it hasn’t...

David Heller of Reimbi

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Today, I’m talking with David Heller, the Co-Founder of Reimbi, a SaaS startup that helps hiring organizations impress job candidates with a modern approach to interview expense reimbursements.  David launched the company in 2017 with his co-founder Paul and when we recorded this it had just been announced that Reimbi was part of TinySeed’s inaugural accelerator batch. In our chat we talk about...

Jordan Gal of CartHook

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Today, I’m talking with Jordan Gal, the Founder and CEO at CartHook, a SaaS startup that helps ecommerce businesses maximize conversion rate and grow average order value. I’ve been following Jordan’s story for years through Bootstrapped Web, the podcast he co-hosts with Brian Casel. It’s been amazing watching him build CartHook from the sidelines and today I’m excited to have a more active role...

Kevin McArdle of SureSwift Capital

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Today, I’m talking with Kevin McArdle, Co-Founder and CEO of SureSwift Capital, a fund that creates optimal business exits for dynamic, transaction-based SaaS companies. I first heard of SureSwift through MicroConf as they have been a long-time sponsor there. I knew they had bought Storemapper from Tyler Tringas and done a few other deals, but I didn’t quite realize the scale of the business...

Brennan Dunn of RightMessage

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Today, I’m talking with Brennan Dunn, the Co-Founder of RightMessage, a SaaS startup that helps customers grow their list and sales faster by treating people like people. Brennan and I go back a ways to when I was getting into consulting and stumbled across his site, DoubleYourFreelancing.com, which had a tremendous impact on me and my business. Not only did I learn how to build up a consulting...