CTO Deep Dive: A 2-Hour Strategic Session for Tech Leaders

Every tech leader faces challenges that feel too urgent to ignore — yet too complex to solve alone.
Instead of losing time and momentum, let’s tackle it head-on.

The CTO Deep Dive is a focused, 2-hour 1:1 strategy session where we’ll work through your most pressing issue and leave with a clear, actionable plan.

Pick One Urgent Challenge. For Example:

System & Architecture

• Performance bottlenecks slowing every new release
• A complex monolith where even small changes feel risky
• Legacy codebase blocking product growth
• Scaling is painful — integrations keep breaking
• Technical debt piling up faster than you can pay it down
• Figuring out how to integrate AI into your product or workflows
• Transitioning from legacy systems to modern platforms and technologies

Product & Quality

• Users dropping off because of clunky product flows
• Testing strategies that don’t keep up with change
• Releases that feel like a gamble — slow and error-prone

Team & Collaboration

• Engineering morale slipping or signs of burnout
• Cross-team collaboration breaking down, causing friction
• Lack of clarity around ownership — things keep falling through the cracks

We’ll break it down, explore your best options, and design an actionable path forward.

How It Works

1. Book your slot
Choose a time via Calendly (or email me). You’ll get a short prep questionnaire.

2. Prep together
You’ll share the challenge, context, and what success looks like. I’ll come prepared.

3. Deep Dive (2 hours)
We’ll work side by side to:

• Clarify the root of the problem
• Explore 2–3 strategic options
• Co-create an actionable plan (steps, owners, milestones)
• Flag risks and quick wins

After the session, you’ll also receive a concise summary of the discussion and plan.

Who This Is For

• CTOs, VPs of Engineering, and Directors
• Tech leads stepping into leadership
• Founders managing technical teams

It’s for you if:
✔️ You’re stuck on a problem that needs fresh perspective
✔️ You want clarity and direction, not another theory
✔️ You’d value peer-level collaboration without the $500/hr consultant fee

Investment

$250 for upto 2 hours
Practical, outcome-driven guidance from someone who’s led teams, scaled systems, and advised companies at the edge of growth.

👉 Book Your Deep Dive Now

Why This Works

I’ve spent years leading engineering teams, modernizing complex systems, and helping organizations make tough technical and organizational calls.

Sometimes what you need most is a fresh set of eyes and a trusted partner to pressure-test your thinking.
A Deep Dive isn’t another meeting — it’s a high-leverage conversation designed to give you clarity, momentum, and a concrete plan — fast.