Operators, not observers
Compare notes with people carrying the same hat
A private peer community for operators carrying an executive function without the full-time title. General C*O conversation first, then the topics that matter to each function. Signed-in members read and reply free; plans and trials start threads.
Some discussions are examples written by the MeetMyC*O team to get conversations started. They're marked Example.
- topics
- 12
- discussions
- 36
- replies
- 118
General C*O Discussion
Cross-functional conversation for everyone carrying an executive hat without the full-time title.
Introductions
Who you are, what you run, and which hat you're wearing this quarter.
General Discussion
Running the business, the market, the week; anything cross-functional.
Fractional & Part-Time Exec Life
Scoping engagements, juggling clients, pricing your time, and saying no.
Hiring Your First Executive
Full-time vs fractional vs agency vs AI tooling, comp, expectations, first 90 days.
Tools & Stack
What's actually working in the operating stack and what got ripped out.
Wins & Lessons
What worked, what didn't, and what you'd do differently.
CTO · Technology
Architecture, security, vendors and getting real value out of AI.
Architecture & Tech Debt
When to rewrite vs refactor, inherited codebases, agency handoffs, and paying down debt without stopping the roadmap.
Security & Compliance
SOC 2 and deal questionnaires, access control, backups, incident basics, and insurance asks, no legal advice.
Engineering Team & Hiring
First engineering hires, contractors vs employees, offshore teams, and managing without being technical.
Build vs. Buy & Vendors
SaaS sprawl, integrations, vendor lock-in, contract terms, and when it's actually worth building.
AI & Automation
Where AI actually helped or didn't, governance, data hygiene, coding assistants, and agent experiments.
Cloud Cost & Infrastructure
Hosting bills, reserved vs on-demand, observability, and reliability on a small team.
Included with every account
Bring the decision you're sitting on this week
The best threads state the decision, the numbers as they apply to you, and what you've already tried. The community is included with every MeetMyCTO account — sign in to reply, start a free trial to post.