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 Estimate the Cost of a SaaS or Enterprise Software Development Project
https://www.youtube.com/watch?v=0BKW5UUz7Dg There are a lot of elements involved in the ideation, validation, estimation, build, launch, and growth of a SaaS system. Whether the application is being built in-house or by a contractor, the estimating step is critical as...
Master the Art of Hiring A-Players for Success – Part 1
Optimize, elevate, and secure top talent. Hello from Atlanta, Georgia! This week is the first instalment of my guide on mastering the art of hiring A-players for your business! (Also if you’re in Montreal, Canada next week, I’m going to be speaking at a free...
The Thinking Day Directive
Hola from Playa Del Carmen, Mexico! 🌮🌮🌮 I've been promising a blog with all of my resources on a regular basis for almost 2 years now - and I am FINALLY ready to start. That said, I will be sending out (semi-)regular emails about business...
How To Use The Monthly Financial Plan Template
The Monthly Financial Review Template by Ascendance is designed to help businesses assess their financial performance regularly. It provides a comprehensive view of the company's financial health, allowing stakeholders to make informed decisions. In this article, we...
How To Use The Cascading Goals Sheet By Ascendance.Coach
Cascading goals are a core aspect of the Ascendance method of managing a business. They help organizations break down their annual goals into manageable quarterly goals, which are further divided into departmental goals for each quarter. This article will guide you...
How To Use The Organizational Fit Index
https://vimeo.com/816063409 The Organizational Fit Index by Ascendance is a tool designed to assess how well employees align with their company's core values and determine if they are a good fit for the organization. This article will guide you through the process of...
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.
Master the Art of Hiring A-Players for Success – Part 1
Your business needs the right talent to succeed. But who is this “right talent,” and how do you find them? We’re going to walk through a proven methodology on how to land this “right talent”, starting with the Scorecard.
The Thinking Day Directive
For many business owners, Thinking Day is the most transformative day of their business. Taking a day to let your mind find solutions instead of just ‘doing’ all the time can accelerate your growth and help you find the shortcuts to success. This article will take you through a series of things to consider during your Thinking Day…
How To Use The Monthly Financial Plan Template
The Monthly Financial Review Template by Ascendance is designed to help businesses assess their financial performance regularly. It provides a comprehensive view of the company's financial health, allowing stakeholders to make informed decisions. In this article, we...
How To Use The Cascading Goals Sheet By Ascendance.Coach
Cascading goals are a core aspect of the Ascendance method of managing a business. They help organizations break down their annual goals into manageable quarterly goals, which are further divided into departmental goals for each quarter. This article will guide you...
How To Use The Organizational Fit Index
https://vimeo.com/816063409 The Organizational Fit Index by Ascendance is a tool designed to assess how well employees align with their company's core values and determine if they are a good fit for the organization. This article will guide you through the process of...