AI adoption for leadership teams

You don't need more AI tools. You need your team actually using them.

Most companies already bought the AI. The pilot stalled, the seats sit unused, the habits never formed. I work inside leadership teams to turn AI from a line item into how the work gets done.

Work with me

Two ways to get AI working inside your company.

When a rollout stalls, the problem is rarely the model. It's the workflow around it. And the longer it sits stalled, the more the spend runs ahead of the habits. I've taken AI companies through three pivots, I teach this at UC San Diego's Rady School of Management, and I do the same work inside companies like yours.

Embedded engagement

Signature

I join your leadership team for a defined sprint. We pick the workflows where AI pays off, deploy it inside them, and build the habits that keep it running after I leave. Your roadmap, your data, your tools.

Leadership workshop

One day

A working session with your leadership team. You leave with your AI use cases ranked by payoff and a 90-day plan for the first one.

Selected work

A 40-person AI adoption workshop for a Massachusetts business-advisory firm.

Internal tools and AI workflows built for smaller professional-services firms.

Lead TA for the MBA program at UC San Diego's Rady School of Management.

Book a fit check

A short call about whether this fits your situation.

I keep capacity for a small number of engagements at a time. If I'm booked, I'll tell you straight.

Track record

Two AI companies in three years.

Three pivots in twenty-three months taught me exactly where AI projects stall: not in the technology, but in the gap between buying it and using it. That experience is what you're hiring.

UniWise · ContraSight

Founder & CEO · Feb 2024 – Jan 2026

Built, funded, wound down on my own terms.

AI for clinical administrative spend. Three pivots in twenty-three months, $450K raised across angel and friends-and-family rounds, first place at UC San Diego Demo Day 2025, converted to Public Benefit Corporation. Wound down operations January 2026.

First place at UC San Diego Demo Day 2025, the celebration of a decade of student innovation at The Basement.

UC San Diego Today

1st Place · UCSD Demo Day 2025

$450K

Raised

1st

Demo Day 2025

PBC

Public Benefit Corp

23

Months run

Pivot log

v1

2024

Calendar AI for students

Founding thesis. Built, shipped, learned the market wasn't there.

v2

Mid-2024

Operations copilot for SMBs

Pivoted toward paying buyers. Friction inside the buyer's stack killed velocity.

v3

2025

Clinical administrative spend

Final form. Demo Day winner, converted to Public Benefit Corporation, wound down January 2026. The adoption lessons became the consulting practice.

Shipped

I build with the same stack I deploy for clients.

The advice stays honest because I still ship. Consulting is the practice; these products are where I test what I recommend.

Mauralink · In build

Founder · Dec 2025 – present

A hiring assessment that measures whether a candidate and their manager will actually work well together, validated against 367 published studies in organizational psychology. In design partnership with early customers.

Halfshade

Live

Strips names and identity from documents so you can run AI over client files without leaking personal information. PDF, DOCX, XLSX, CSV in; redacted markdown out.

clients.esfandiari.dev/halfshade →

llmstxt.dev

Live

A directory of llms.txt files in the wild: the emerging standard for telling AI how to read your site. Built in a weekend.

llmstxt.dev →

The AI Pragmatist

A monthly dispatch for executives who have to decide on AI now, not in 2030.

Each issue covers what shipped, what it means for your business, and what to do Monday morning. Written for non-technical leaders who need signal without jargon.

The AI Pragmatist · Monthly

Get the month in AI, minus the hype: what happened, what it means for your business, and what to do about it.

One email a month. Unsubscribe whenever.

Selected essays

Long-form thinking on AI, interfaces, and how people and machines work together.

The Missing Interface Between You and Your AI Agent — cover illustration
Read essay →

Book a fit check

Tell me where AI is stuck in your company. I'll tell you if I can fix it.

Rady MBA in progress. Panelist for UC San Diego's AI Council and Red Bull Basement Innovators. Based in San Diego, working with teams anywhere.

Book a fit check

Thirty minutes on where AI is stalling for your team and whether I'm the right person to fix it. You leave with a decision either way.

Calendar not loading? Email me to find a time

Not ready to talk? Read The AI Pragmatist. One email a month →

© 2026 Tristin Esfandiari · San Diego, CA · Build the thing. Write what you learned. Repeat.