CTO and team builder. Helping engineering teams scale smarter with the right people, not just more people. Host of Debugged Agenda 🎙️ | @CH2Solutions
Boulder, Colorado
Joined May 2026
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When a hiring manager finally realizes I actually know what I'm talking about, they always say the same thing:
"Oh. We could have skipped the last 5 minutes."
That's because I've been a CTO.
I know your stack. I know your pain.
Max Schubert's take on AI and headcount: keep the same team and aim for 1.5x the output and quality.
Every person gets a coach and a mentor right at their fingertips.
How is your team framing AI?
Full episode now!🎧: debuggedagenda.com/episodes/…
#Podcast #EngineeringLeadership
📢New on The Debugged Agenda: Max Schubert on using AI as an exoskeleton.
Rehearse the hard conversations, ask for critique every day, keep the team and raise the quality.
youtu.be/BfIayft9_To
#podcast #debuggedAgenda #ai
Learn more about the episode and our key takeaways here: debuggedagenda.com/episodes/…
First-time CTOs think struggling in board meetings means not working hard enough.
Bobby Tahir on Episode 3: it requires a different kind of work. A different language. You're becoming a different leader.
#CTOInsights #DebuggedAgenda
youtube.com/watch?v=Ekb-s02e…
For more episodes, listen on your favorite platform:
Apple: podcasts.apple.com/us/podcas…
Spotify: open.spotify.com/show/033f4U…
Jason Short | CTO retweeted
“Why would I deceive you?” 😏
Yes, we do WAY more than staffing.
Sometimes you need great people to add to your team. And sometimes you need a team that can own the work.
We can help you figure out what you need.
Need to know more? Let’s talk: lnkd.in/gkBnU9Fn
#software
Someone told @bscalable they were going to build “Workday” in a week.
He shared his thoughts on Episode 4 of #TheDebuggedAgenda If you have been in the build-vs-buy dilemma, you will find this interesting.
🎙️Full episode is out! Subscribe and share it!
youtu.be/Ekb-s02eZa8
How is your company addressing digital transformation in these fast-changing times?
Watch the clip below where @johnbasso shares his insights in Episode 1 of The Debugged Agenda.
Find it interesting? Watch the full episode here:
debuggedagenda.com/episodes/…
#podcast #technology #cto
Jason Short | CTO retweeted
Most executive meetings end up without decisions.
@kathkeating called it a discipline problem, not a communication problem.
Once she said it that way, I couldn't un-see it.
Episode 2 of Debugged Agenda. Link: youtube.com/watch?v=zEjsBLf6…
#DebuggedAgenda #LeadershipDevelopment
Most CTOs ask: How do I find the right people?
This is a better question: how do I design a team that performs at a higher level because of them?
I wrote about it on the @CH2Solutions blog.
ch2solutions.com/blog/blende…
#CH2Solutions #EngineeringLeadership #CTOInsights
Jason Short | CTO retweeted
Have you watched our latest episode of #TheDebuggedAgenda?
@kathkeating covers the decisions leaders avoid until they can't anymore. And as an executive coach, she knows a thing or two about that.
Full episode: youtu.be/zEjsBLf6QKk
This is something I wrote for my blog after the World Cup was over.
#CTOInsights
The World Cup ended. Your open engineering seats didn't fill themselves. What do elite clubs do when there's a gap in the formation? The fast signing is fast because the scouting already happened.
ch2solutions.com/blog/the-tr…
#CH2Solutions #EngineeringLeadership #worldcup2026
“No one in the C-suite knows when they're making a decision. Everyone walks out with a different impression of what was agreed to.”
Kathy Keating, Episode 2 of Debugged Agenda. Watch it now.
#DebuggedAgenda #LeadershipDevelopment #CEO #CTO
youtu.be/zEjsBLf6QKk
Jason Short | CTO retweeted
Congratulations to the champions. 🇪🇸 🏆
The strongest teams perform long after the lights go out.
Not just in football, but on every team where someone has to deliver under pressure.
That's the standard CH2 holds.
ch2solutions.com
#WorldCup2026 #OnlyTheBest #CH2
Most people see the M&A announcement.
Very few see what it took to get there.
I'll be sharing five lessons from navigating acquisitions on both sides of the table.
Not the headline, but the work behind it.
#MergersAndAcquisitions #EngineeringLeadership #CTOInsights
Due diligence surfaces things nobody planned for. We once found a legacy platform with 4,000 paying customers, no source code, and no one could touch it.
"It's still running". Was the only answer I could find. What's the strangest thing you've found in due diligence?
#CTO
Kathy Keating spoke with us based on her experience as a tech advisor.
And one of the best things about her is that she doesn't sugarcoat what she sees.
Episode 2 of Debugged Agenda is live now 🎙️
Listen here> youtu.be/zEjsBLf6QKk
#DebuggedAgenda #CTOInsights #Podcast
The next episode of The Debugged Agenda is with Kathy Keating, executive coach to #CTOs and #CEOs,
We get into what AI is doing to decision-making at the top, and a systems-thinking framework.
Are you ready?
Go to debuggedagenda.com for more.
#podcast #CTOInsights
Jason Short | CTO retweeted
Sorry Germany.
They said they were too small. Too inexperienced. Not ready for this stage.
Sound familiar?
The best engineers we have ever placed were overlooked by someone else first.
CH2 does not overlook talent.
ch2solutions.com
#worldcup2026 #paraguay
