SaaS Scale and SaaS Maturity Are Not the Same

Apr 30 2019

I’m actually a bit cranked up about SaaS scale and SaaS maturity being confused and comingled. We’re working with a couple of SaaS companies at roughly the same revenue scale but wildly different maturity levels. The problem is that both founders see themselves in the same stage of development because annual recurring revenue (ARR) is often misused […]

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What to Expect When You Are Expecting SaaS Due Diligence

Apr 18 2019

If you’re expecting to give birth to a deal in SaaS, you’re expecting due diligence. And if you haven’t been through it before, SaaS due diligence may be more burdensome than you might think. Then again, maybe it will be less onerous than you’re expecting. I seriously doubt the latter, but anything is possible. Your […]

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SaaS Engineering Talent Quality vs Quantity

Apr 09 2019

In my experience, leading a tech company for over ten years, SaaS engineering talent is the hardest to find. I was at a barbecue over the weekend and ended up commiserating with another CEO over the challenges and philosophies around SaaS engineering quality vs. quantity. We all know that demand outstrips supply for software engineers, […]

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Keeping Agile SaaS Management Productive

Mar 12 2019

I’m a huge proponent of agile management being applied to growing technology companies. But there are many ways to execute against those principles. And some agile SaaS management devolves into plain chaos. In fact, in those cases, calling it agile management is a misnomer — and the lack of leadership becomes glaringly apparent.  Over the last couple […]

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SaaS CEO Temperament: Urgency vs. Stress

Mar 07 2019

Everything a SaaS CEO does is steeped in urgency. We’re in growing businesses beholden to outpace fast-paced markets. We often run razor thin, allocating as much cash as we can to maximizing our growth rate. But if our outward CEO temperament crosses the line from urgency to stress, bad things happen. Teams lose faith. Investors lose confidence. […]

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The Importance of a SaaS CEO Minding the Gaps

Feb 28 2019

Sometimes things just fall into place. Like this post. I had nascent inspiration to write it last week, but couldn’t quite find my passion for it. Then I had a couple of clients surface some things that really focused my thoughts on the SaaS CEO role. My personal experience as a tech CEO for 20 years is […]

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Poor Low-Level SaaS Execution Comes from High-Level Symptoms

Feb 26 2019

The last couple of weeks have illustrated how challenging it can be for fast-moving companies to fulfill the right SaaS execution priorities. We have a couple of growth-stage clients struggling with it as well as a couple of earlier stage ones. Pretty much everyone says all the right things about prioritization for the business and opportunity costs. But when it […]

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The SaaS CEO ‘Whatever it Takes’ Hangover

Feb 21 2019

Every SaaS CEO I’ve ever worked with has decreed “do whatever it takes” during an important month or quarter. I’ve applied that same SaaS CEO management tactic more than several times. So I get it. We just get to the point where we feel that “whatever it takes” is the wide-open empowerment needed to motivate people to […]

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The Opportunity Cost of Unimportance in a Growing SaaS

Feb 14 2019

I think sometimes that founders and leaders of growing SaaS companies forget what’s really important. I’ve seen this recently with some of our clients, and it’s been a good reminder for me on the opportunity cost of making unimportant things important. As the heads on the beast, we decide what’s important. Yes, of course, we get what […]

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