The SaaS Venture

The SaaS Venture
Sharing the adventure to lead and grow bootstrapped SaaS companies through experiences, challenges, wins and losses.

19: Navigating The Unknown
Apr 29 • 48 min
Aaron and Darren share how things look for them personally and for their businesses during COVID-19 so far. Repetitive days, mind shifts, small wins, hard decisions, layoffs and opportunity.
18: Selling GatherUp - Part 3, The Transition
Apr 15 • 58 min
Part 3 of a 3 part series on the acquisition of GatherUp. Aaron shares about the transition of working for the company after the sale of GatherUp. What’s different, what is the same, challenges and wins are all covered in this last episode of the series.
17: Selling GatherUp - Part 2, The Process
Feb 17 • 57 min
Part 2 of a 3 part series on the acquisition of GatherUp. Part 2 focuses on the process as Aaron shares the steps from verbal offer to LOI to purchase agreement and the close. Join Aaron and Darren for a deeper view on the steps involved in selling a SaaS…
16: Selling GatherUp - Part 1, The Why
Jan 23 • 44 min
Big news, GatherUp was acquired in November 2019. The first episode of a 3 part series on the sale of GatherUp, Darren interviews Aaron on “The Why” GatherUp sold, what the founders wanted, tips to prepare for an acquisition and more.
15: A Recap of 2019 and Looking Forward to 2020
Jan 2 • 44 min
Aaron and Darren look back over 2019 and look at a full year of podcasting, running the businesses, what they learned and more. Things wrap up with what 2020 might hold in store and both agree that you can never build features fast enough in SaaS
14: Working On & Working In The Business
Nov 15, 2019 • 37 min
The importance of working ON your software business as well as IN the business is big topic and a daily struggle. Aaron and Darren share their views, current work load and their goals for working In/On their businesses.
13: Running A Great Sales Demo
Oct 16, 2019 • 50 min
Your sales demo is often a prospects first look into your SaaS product. It’s also a focused opportunity to tell your story, build the benefits of your offering and start a relationship. In this episode, Aaron and Darren discuss their sales demos in depth…
12: Building Process in the Process
Sep 13, 2019 • 51 min
As you grow your SaaS business you’ll need to create and implement process to scale, succeed, optimize as well as train new employees. Processes small and large can save you time, energy and emotions, but it’s not easy to do while in the macro process of…
11: Marketing Your Bootrapped SaaS
Aug 21, 2019 • 57 min
Marketing your SaaS offering is a massive need for success. Darren and Aaron dive in to how they have developed marketing strategies over the years, with both focusing on inbound marketing, content, SEO and speaking events.
10: Building Customer Success and Support For Your SaaS
Jul 11, 2019 • 48 min
For bootstrapped SaaS companies, service can be a massive differentiator against your larger and well funded competitors. Aaron and Darren look at customer support and customers success, their differences, the building blocks and what to pay attention to…
09: The CEO Journey - 4 stages of a SaaS CEO
Jun 25, 2019 • 44 min
Being the CEO of a SaaS start-up is a giant journey. Darren and Aaron discuss a recent podcast from a16z with David Ulevitch that lays out this journey into four specific phases a SaaS CEO goes through. We are each in a different stage of the 4 right now…
08: Churn - Figuring it out and fighting it
Jun 3, 2019 • 49 min
Churn is a constant focus of any SaaS business, even more so of any bootstrapped SaaS. Getting customers is hard and keeping them is a must to succeed. Aaron and Darren discuss how to track, view and learn from your churn so you can continue to make…
07: Sales
May 23, 2019 • 44 min
Sales efforts are critical to the growth of a SaaS company. Aaron and Darren talk sales, processes and sales staff. For GatherUp, things are starting to move from 100% inbound sales to adding some outbound sales and Aaron has some hiring challenges in…
06: Competitors
May 6, 2019 • 40 min
Competitors are part of business. In this episode Darren and Aaron talk about their competitors, how closely they follow what they are up to and what the look at. Competition in SaaS is fierce so you can’t ignore it, but you can’t obsess over your…
05: The Design Process
Apr 1, 2019 • 42 min
Aaron and Darren dive into the design process for new features and product updates. Whitespark and GatherUp take different approaches to the design process and we look at each company’s process to see what works best and why for each team.
04: Building & Running Remote Teams
Mar 12, 2019 • 49 min
Aaron and Darren catch up from their last few weeks and dive deep on building and managing remote teams, specifically remote development teams, via a listener question. Darren updates that Whitespark’s free review tool has finally launched! Aaron recaps…
03: SaaStr Annual Recap & Rebuilds
Feb 21, 2019 • 39 min
Aaron recaps some of the highlights and best presentations from SaaStr Annual in San Jose, the largest SaaS conference on earth. Darren and Aaron then look at the rebuild vs. buy decision on their billing systems and is having your billing system as…
02: Sprints & Features
Feb 4, 2019 • 37 min
We dive into what our sprint cycles look like at our companies and how we plan and build features. Aaron talks about GatherUp’s new sprint format for 2019 and Darren updates us on a free review research tool they are almost ready to launch.
01: The Hard Things
Jan 16, 2019 • 36 min
Aaron and Darren officially launch The SaaS Venture podcast. Our topic is “The Hard Things” and we each share one of the harder things we accomplished in 2018. For Aaron it was rebranding the company to GatherUp from GetFiveStars. For Darren it was…