TECHNICAL EXECUTIVE & ADVISOR

Build Systems
that Enable
The Business to Win.

I bridge the gap between business strategy and technical execution.

// 18 Years Experience
// $20M+ Capital Raised
// 100+ Developers Hired

The
CTO
Manifesto

I've spent 18 years building companies, leading engineering teams, and making technology decisions under pressure. I've raised $20M in funding, hired over 100 developers, and worked across dozens of projects from early-stage startups to enterprises like Google and Reddit.

Here's what I've learned: The product you initially build is not the product you'll want in the end. Markets change. Requirements evolve. Information emerges. Your job as a technical leader is to navigate that uncertainty, not eliminate it.

This Is What I Believe

01

On Teams and Leadership

The best engineers make the people around them better. One great hire who elevates the team is worth five solid individual contributors. One toxic hire can destroy a team's momentum entirely.

Trust is built through advocacy, not authority. Your job as a technical leader is to shield your team from politics, champion their needs, and deliver on your promises. When your team sees you as their advocate—not just their manager—that's when real performance begins.

Teams fail from unclear priorities, not technical challenges. If your engineers don't understand why they're building something, the code quality doesn't matter. Context creates ownership. Ownership creates excellence.

02

On Decision-Making

Make decisions with 70% information. Waiting three weeks for 90% certainty means your competitor has already shipped. Speed matters more than most people admit.

Most "technical debt" is just decisions you made with the information you had at the time. Stop beating yourself up. Start asking whether it's actually blocking the business or just offending your sense of craftsmanship.

Getting it done beats getting it right. Perfect architecture that ships in 18 months loses to good-enough architecture that ships in 6 months. You can refine what exists. You can't refine what was never built.

03

On Building and Shipping

Ship fast, but protect the golden path. Registration flows and critical business functions deserve high test coverage and code quality. Experimental features testing market fit? Ship them fast and iterate based on real feedback.

Innovation comes from small iterations, not six-month stability projects. You can spend half a year building a perfectly stable system that delivers zero market value. I'd rather move in small chunks, test against stakeholders and the market, and solidify what actually works.

Prototyping is non-negotiable. You should be prototyping everything before committing to full builds. It helps you understand user interaction, validate product decisions, and identify technical considerations early. The best technical decisions come from prototypes, not whiteboards.

04

On Technology Choices

The "right" technology stack is the one that delivers the most business value. Not the most interesting. Not the newest. The one that gets you to market fastest with acceptable risk while matching your team's capabilities.

Be careful with new technologies. We've all jumped on shiny new frameworks only to watch them become redundant or change dramatically in early versions. Unless you're specifically trying to capture a market opportunity with emerging tech (like AI), lean toward proven technologies with established workforces.

Microservices vs monoliths? Wrong question. The right question is: what does this specific project need? Both approaches have their place. Choose based on your team size, timeline, and actual scaling requirements—not what sounds impressive.

05

On Quality and Speed

Different parts of your system deserve different quality standards. Critical flows that can never fail? High test coverage, careful code reviews, rigorous standards. Experimental features testing market hypotheses? Ship fast, iterate based on real usage, maintain just enough quality to learn.

Testing should accelerate delivery, not slow it. Too much testing becomes a bottleneck. Test the happy path thoroughly. Test critical business flows religiously. Don't aim for 100% coverage when 50% gives you 90% of the confidence at 30% of the time investment.

Developer experience directly correlates to productivity. A ten-minute deployment cycle kills momentum. Inconsistent patterns create friction. Slow pipelines frustrate teams. A fast team is a productive team. Invest in DX constantly.

06

On Communication and Alignment

Translate between business and engineering relentlessly. Your job is to explain technical trade-offs to boards in business terms and business priorities to engineers in technical context. This translation layer is often the missing piece in struggling organizations.

Understand stakeholder communication styles. Some people are visual. Some prefer matrices comparing options. Some need to see working prototypes. Adapt your communication to their style—your recommendations land better when presented in ways people naturally process.

Bring engineers closer to end users. The best way to help your team understand "why" is to let them see users interact with what they've built. It refines thinking, shapes future solutions, and creates ownership beyond tickets.

07

On Building vs Buying

Use net present value, but also consider strategic flexibility. Yes, there's usually a crossover point where building becomes more expensive than buying. But also consider: Do you need flexibility for future product direction? Is this a commodity function or competitive differentiator? Will this vendor still exist in three years?

Rebuilding vs refactoring is about foundation, not perfection. If your current architecture can't get you where the market is going, rebuild. If it can get there with effort, refactor. Be honest about the cost and timeline either way, and design new architectures to handle not just today's problem but the next pivot too.

08

On Risk and Security

Take calculated risks, but know where you can't afford to fail. Data privacy and security? No risks. Internal tools with low blast radius? Feel free to experiment with new approaches. The best products often emerge from technical risks taken in the right places.

Security and compliance aren't optional. You can't play around with user data. You can't hand-wave regulatory requirements. Build security into your architecture from day one—it's far cheaper than retrofitting it later when you're trying to land enterprise clients.

09

On Measurement and Success

Measure both output and perception. Quantitative: Are we hitting delivery promises? What's our bug rate? How accurate are our estimates? How much rework happens after requirements are defined? Qualitative: How do stakeholders perceive the team? Do they understand our value? Are end users happy?

Understanding problems upfront produces better outcomes. Change requests after projects start slow everything down and reduce quality. Invest time in proper investigation before writing code. The best architecture emerges from deeply understanding the problem, not from jumping to solutions.

What This Means In Practice

  • Your engineering team should have the freedom to implement technology that meets business needs. That freedom comes from understanding business context deeply—not from technical isolation.
  • Move in iterations small enough to test against the market. Stability comes from understanding what actually creates value, not from six months of theoretically perfect architecture.
  • Build relationships across departments. As a technical leader, you're there to support the business succeeding. Understand what drives product, sales, and operations. They have information you need.
  • Hire people who make others better. Manage with empathy and emotional intelligence. Different personalities need different approaches. Your job is to create an environment where the whole team can succeed.
  • When someone disagrees with you, create space for that disagreement. Require evidence-based arguments, then find ways to test theories quickly. The best solutions often come from productive conflict.
  • Document appropriately for your context. Fast-moving projects need different documentation than enterprise systems. Choose documentation styles that serve the actual consumers of that documentation.
  • Above all: The best technology decision is the one that gets you to market fastest with acceptable risk. Everything else is optimization.

The Bottom Line

Technology exists to solve business problems. Your job as a technical leader is to build systems that enable the business to win—not to build technically perfect systems that miss market windows.

Move fast. Make decisions with incomplete information. Test assumptions against real users. Build quality into critical paths and ship experiments quickly everywhere else.

And remember: the product you initially want to build is never the product you'll end up building. Your job is to navigate that reality with speed, pragmatism, and clarity.

ENGAGEMENT MODELS

01

Fractional CTO

Strategic leadership. I proactively translate business goals into technical roadmaps and build the "Translation Layer" your organization needs.

  • + 2-3 Days / Week
  • + Leadership Team Member
02

Strategic Audit

Deep-dive assessment. Are we building for "resume-padding" or business value? I identify the difference and outline the risks.

  • + 2-4 Week Engagement
  • + Detailed Risk Report
03

Project Rescue

Direct intervention for stalled initiatives. I identify the blocker, reset the plan, and drive the team to delivery.

  • + Full-Time Sprint
  • + Crisis Management

Let's
Talk

Whether you need a fractional CTO, a strategic audit, or emergency leadership, I'm ready to step in.