Client work Deployment Strategist Full‐time Remote (US) View role →

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Own the client, the roadmap, and the outcome. Paired with a forward‐deployed engineer on every engagement.

Full‐time Remote (US) Regular travel to client sites Reports to the founders

A deployment strategist owns the client relationship and the shape of the engagement. You run discovery with the executive team, find where time and money leak, decide with them what gets built first, and set the baseline that proves the value. Then you run the engagement: scope, sequence, adoption, and the weekly conversation with the sponsor.

You are paired with a forward‐deployed engineer on every client. They own the build. You own the outcome the sponsor is paying for, and the change inside the company that makes the system stick.

What you will do

  • Lead discovery: interview executives and frontline staff, map how the business actually runs, and turn a vague mandate into a ranked roadmap with an ROI baseline the sponsor signs off on.
  • Shape the data foundation with the engineer. You know the business well enough to say which entities matter, which processes are real, and where the ontology has to bend to how people actually work.
  • Run the engagement end to end: scope, milestones, weekly sponsor updates, and the hard conversation when priorities shift.
  • Drive adoption. Train the client's teams on what was built, install the habits, and measure whether the baseline moved.
  • Grow the account. Spot the next highest‐leverage problem, scope it, and bring the founders in to close it.

What we look for

  • You have run engagements or operated a business before. Consulting, private equity operations, a founder seat, or a role where you owned a P&L. You have sat across from a sponsor who wanted proof.
  • You are AI‐native in your own work. You live in Claude, Codex, or Cursor daily, you have built and shipped your own automations, and you can explain retrieval and agents to a CFO without hand‐waving.
  • You can read a data model and argue with it. You do not need to write the schema, but you need to know when it is wrong about the business.
  • You write clearly and update honestly. Most of the job is turning ambiguity into a plan a client can follow, and telling them the truth when the plan changes.
  • You would rather own an outcome than a deliverable.

Nice to have

  • Time inside a real‐economy industry: staffing, construction, healthcare, logistics, consumer services, finance.
  • Experience selling or expanding professional services.
  • Enough technical depth to prototype in Python or SQL when it is faster than asking.

What you get

  • A client relationship, owned by you from week one, with a founder behind you.
  • A new industry and a new operating problem every few months.
  • Remote‐first, with time in New York, San Francisco, Boston, and Lehi, Utah when the client work calls for it.
  • A serious AI budget: frontier model access, the tools you want, and a lot of tokens.

Compensation: Above‐market salary and bonus, plus meaningful equity.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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