25 Years of Experience, Multiple Exits, & A Focus On Making The World A Better Place.
After 25 years in leadership positions in projects and businesses, built, launched, and led multiple multi-million dollar organizations and founded businesses in a variety of industries such as agriculture, healthcare, mapping, and real estate. Within these ventures, I have installed and led collaborative and creative teams, managed the execution of complex strategies, and done so while creating positive and driven cultures.
Read My Mind
There are three tenets to my email list:
- I only send emails that are worth reading.
- I personally write all my content. No ghost writers, no agencies, just me writing for you.
- There is no regularity to my emails. They only go out when I have something worth your time.
That said, I write about entrepreneurship, CEO issues, technology, location independence, investing, and AI/ML. All my emails are backed up through evidence-based research, real-life stories, and lessons from my coaching.

Jason Long
Solver of Problems
I’m Jason Long, a problem solver and executive with over 25 years of experience building and scaling businesses in areas like agriculture, healthcare, mapping, and real estate. I love taking big ideas and turning them into solid plans that actually work, whether that’s launching multi-million dollar companies or rescuing struggling ones.
These days I am working my Executive Coaching business, Ascendance.coach and my AI startup Autonomous. Before that I was deep in the healthcare software world, starting and leading several companies and platforms, including radiology systems and other everyday office tech.
When I’m not working, you can find me staying active with Crossfit, freediving, spearfishing, or beach volleyball. I’m also a big traveler and have lived and explored places in Mexico, Colombia, Europe, and Asia. These adventures keep me inspired both personally and professionally.
Thanks for stopping by my site! I hope you find my journey interesting. Feel free to explore and reach out if you’d like to connect or collaborate.
Cheers,
Jason
Writing, Podcasts, Interviews, & Press
How To Destroy An Acquisition
Uhg… it happened again. A business I managed and sold to a much larger company just got taken apart. This time, I received calls from a few of my former teammates when a large part of the staff was laid off. They were looking for ideas on what to do next and help...
Who Is Your Target Market?
In a previous post, I touched on market saturation and the number of truly successful apps. I outlined four things to consider when you’re considering building a SaaS. Let’s focus on the first one. Who is your user? Or who is your target market? The bottom line...
The Skinny on Starting a SaaS: Part One
So you want to start a SaaS? Well, there’s one really important thing that you need to know. This is NOT passive income. Not even slightly. So often, when people talk to me about starting a new SaaS or app, they are so wrapped up in what the system will do that they...
What Are You Building?
So you’re setting out to build a system. It’s your baby. It’s your dream. It’s everything you’ve been hoping for. But do you actually know what you’re building? Do you know what you’re getting yourself into? Do you know what it takes to build this system? Well, first,...
Why Most Apps Fail & How To Avoid These Mistakes
How many apps are ‘successful’? Not many. In fact, barely any at all. According to this Gartner Research study, 0.01%. Yeah, you read it right, 0.01% success rate. So, basically none. Most apps fail. Now, if success is learning or growing or losing years of life to...
8 Questions for New Entrepreneurs
Are you a new entrepreneur? Have questions on where to get started? Good news for you then… THAT is my EXACT mission, to help YOU not make the same dumb mistakes other entrepreneurs are making. In a panel discussion with “Entrepreneurs of Atlanta: Stories of Success”...
More Insights
How to Estimate the Cost of a SaaS or Enterprise Software Development Project
Dive deep into SaaS cost analysis: Learn how to accurately estimate the cost of building a SaaS platform with our detailed guide.
How To Destroy An Acquisition
Uhg… it happened again. A business I managed and sold to a much larger company just got taken apart. This time, I received calls from a few of my former teammates when a large part of the staff was laid off. They were looking for ideas on what to do next and help...
Legacy Systems Modernization Guide: Steps, Benefits, And Solutions
So often I have worked with businesses that rely on outdated legacy systems, and they constantly face substantial and increasing challenges. Very often, these systems were reliable in the past, but today, they create inefficiencies, drive up maintenance costs, and...
The Critical Mistakes Non-Technical Founders Make Growing SaaS & Software Businesses
A client came to me today who’s trying to disrupt a billion-dollar industry, but made the same three mistakes that I see new entrepreneurs and intrapreneurs, specifically non-technical ones, making over and over.
SaaS Go To Market Strategy Analysis
Whether you’re going to market with a new product for a new audience, reviewing your GTM strategy for an existing set of products or services, or just working on planning, knowing the steps to follow and a methodical system that delivers results is the difference between spinning your wheels and gaining traction.
Usage-Based Pricing in SaaS: How To Unlock Additional Revenue
Usage-based pricing, also known as consumption-based pricing, allows companies to charge based on customers’ actual use of a service. As businesses increasingly seek transparency and flexibility, SaaS usage-based pricing is growing in popularity, allowing customers to pay only for what they consume.
The SaaS Advertising Revenue Model Explained
By incorporating ads into their platforms, SaaS businesses can generate additional income while offering customers lower-cost or even free access to their services.