Consulting
Henry Finkelstein
I build AI that helps companies make more money.
I'm a Founding Growth Engineer at a voice AI testing platform where I build agent-native Go To Market (GTM) systems. When I'm not growing AI eval dev tools, I help executive teams design then implement successful AI strategies that grow profits.
In my personal time, I build AI tools for my family's thriving, read leading AI practitioners, and write about Thriving with AI both @Work and @Home. Practically, that means I spend 10-14 hours a day, 6 days a week, obsessing over AI tools that achieve incredible outcomes.
I love this space because I know what's possible, and the specific steps to get there. Let me show you.
My Experience
Successful AI initiatives increase revenue & decrease costs.
I help answer how for your company, people, and systems.
I work with ambitious and growing companies to get real, valuable AI workflows into daily use. Then I train the team to run and improve the system without me.
Ask Me Anything
Common questions I help answer
We bought team Claude and people use it. Why don't I see big results?
Which processes are perfect for AI, and where is AI still weak?
AI is changing way too fast - do I need to keep up?
How can I train my team to grow and improve their AI skills?
What should we build internally vs. buy from a vendor?
Is our data too messy to be useful for AI?
AI is too noisy with hype on one side and hand-wringing on the other. I am your calm, no BS expert who distills what actually works at the frontier into what drives results for your team.
How you win
The Thriving with AI Method
Discover
I interview the team, map how work actually moves, and score the opportunities against impact, effort, and feasibility.
Design
I propose a comprehensive AI strategy including what to build, how to drive adoption + impact, and how it will be measured.
Build
I ship workflows into named people's real work, tested against real history and instrumented from day one.
Train
I train an internal maintainer, set up governance, and hand over the repository. The team keeps building and growing.
Who I work with
- Executives
- I train executive teams because they set the pace of transformation.
- Functional leaders
- I empower VPs and Directors to lead successful AI initiatives for their departments.
- AI Champions
- I teach champions how to improve systems and inspire adoption.
- Employees
- I lead AI skills workshops ranging from beginner to advanced.
What stays human
My objective is to raise the bar of excellence - both quality and quantity - for your human teammates. Before anything gets built, the team names what AI must never touch.
Answers
Frequently asked questions (FAQ)
- How long does an engagement take?
- Depending on scope, it can be a single day workshop or a multi-month initiative. Most often, a full discover, design, build, train cycle takes 3 months.
- Do you build it, or do we?
- Both! I craft the first workflows to build momentum and buy in, then train an internal champion who extends them and makes new ones.
- What sets apart the teams that truly excel with AI?
- Candor, curiosity, and commitment. An executive team that leads by example and a power user champion that inspires adoption by sharing outcomes. Everything else can be learned.
- What about our data and privacy?
- Everything we build runs in your own accounts and your own repository. Most state-of-the-art models have 30-day retention and no training on team accounts.
- Do you do one-day workshops?
- That depends on the objective. Single-day workshops are good for foundational skills, executive alignment, guided build-a-thons, or as accelerators for teams already implementing a well-defined AI strategy. Driving sustained change for an organization usually takes a few months of working together.
Reach me
Tell me what's stuck.
One paragraph on where work is stuck and where you'd want it to be in a quarter. I read and reply to everything.