1-1 advisory for engineering leaders

Build hands-on AI judgment through your real work.

AI just moved the map under every engineering leader, without the pattern matching that usually helps you make great decisions. I help you rebuild that judgment on your own work. I have run engineering organizations, and I build with these tools every day.

Book a free discovery call A private conversation about your actual mandate.
Dui Toledo
VP Engineering → CTO → COO Engineering and operating leadership
23 years Building teams and systems
$130M exit From engineer #1 to CTO
Daily practice Agents, tools, and production work

You’re not behind — here’s the map.

The mandate arrived quickly: make the team AI-native, protect quality, rethink hiring, and know which work to trust. Reading the market is not the same as building judgment with the tools in your hands.

Every leader I have done this with starts in the same place: there is a lot to do and no time to do it. So the first move is always the same too. Use AI to make the time. The practice pays for itself in hours before it pays in anything else.

You do not need another course, cohort, or keynote. You need a private peer who can work through your real artifacts with you, notice what is missing, and keep the practice moving between conversations.

I’ve run engineering organizations. I build with AI tools every day.

Leadership experience

I know what changes when you are accountable for the organization.

Twenty-three years across IC, VP Engineering, CTO, and COO roles — hiring, performance, systems, quality, executive tradeoffs, and the responsibility that comes when the answer is yours.

Hands-on practice

I use the tools on real work, not demos.

I build multi-agent infrastructure, ship with Codex and Claude Code, compare models on real migrations, and learn where delegation works — and where experienced judgment still has to step in.

Most AI experts know the market, not the tools. Most power users have never run an organization. Very few people bring both perspectives. This is engineering-leader advisory. AI is the wrench.

Bring the work

Your artifacts

Hiring loops, team expectations, agent instructions, PRs, quality signals, and delivery workflows.

Work together

Private sessions

Biweekly, one-on-one sessions prepared around your context and the decisions you need to make.

Apply it

Practice between sessions

Try the change, observe the result, and bring the evidence back. This is where fluency develops.

We focus on the one or two areas under pressure.

This is a map, not a syllabus. We start where the mandate is creating real pressure.

Your practice

Personal fluency

The team

Hiring

The bar

Performance management

The change

AI adoption

The system

Software delivery

The trust

Quality

This is for engineering leaders with a real AI mandate.

You lead engineering in a tech-forward company.

The AI mandate is real, even if the path is not.

You want hands-on judgment, not borrowed language.

You will make time to practice between sessions.

What people say about working with me.

From First Round’s Fast Track mentorship program — private work with technical leaders.

Dui has had a profound impact on my life. The opportunity to connect with him has far exceeded any expectation I may have had. He’s walked the path to technical leadership and helped me find clarity on what I actually wanted, then set milestones to achieve it.
Andreas Dias · Engineering Manager · Mentee
Dui is a paragon of knowledge and wisdom with an incredibly diverse range of expertise. His holistic approach to mentorship has been a game changer for me. In essence, Dui is more than a mentor; he’s a catalyst for transformation.
Francisco Gonçalves · Senior Developer · Mentee

Start with the intensive. Continue only if it helps.

90-day intensive

Biweekly private sessions, preparation around your systems and tools, and accountable practice between conversations.

$9,999

Ongoing advisory

A lighter continuation after the intensive for leaders who want a thought partner as the terrain changes.

$1,999 / mo

Designed to fit an executive-coaching or leadership-development budget.

Start with a free discovery call.

Bring the mandate and the part that feels hardest to judge. We will use the conversation to see whether this is the right kind of support.

Book a free discovery call