Deployment Lead

ProSights; New York (NY); On-site; USD 120,000 - 200,000; Full time

Job summary

ProSights, an AI-native data migration and transformation company, seeks a seasoned Engagement Lead to drive client engagements from scoping through go-live. You will work closely with executives and engineers to deliver value, while owning the customer outcome in collaboration with private equity clients.

Ideal candidates bring 3–6 years from McKinsey/Bain/BCG or PE value-creation, with a track record of running complex engagements, and a bias for action.

Qualifications

• 3–6 years at McKinsey, Bain or BCG, or on a private equity value-creation team
• Experience running an engagement with ambiguous scope and demanding customers
• Operational excellence: strong decks, solid financial models, quick client responsiveness
• Comfort with AI and willingness to learn fast, practical judgment over polish

Responsibilities

• Lead engagements from scope with stakeholders to go-live and delivery
• Maintain sponsor relationships, present readouts, and drive follow-on work
• Help shape and scale the practice, hiring engagement leads as customers grow

Skills

Engagement leadership

Stakeholder management

Direct engineers

AI adoption

Job description

The short version

We're hiring someone to run our engagements: sit with the customer, scope the problem, direct our engineers, and own the outcome through go-live. Today that job belongs to the founders, and it's the constraint on the business - the work is signing faster than we can staff it. It's also the part most people find addictive, because you watch AI do real work inside an operating business.

The short version

We're hiring someone to run our engagements: sit with the customer, scope the problem, direct our engineers, and own the outcome through go-live. Today that job belongs to the founders, and it's the constraint on the business - the work is signing faster than we can staff it. It's also the part most people find addictive, because you watch AI do real work inside an operating business.

The people who do well here come from McKinsey, Bain or BCG, from a private equity value-creation team, or from deployment work at a place like Palantir. You're operationally strong, you can hold a room of VPs, and you want to be on the frontier of how real companies adopt AI.

What we do

We partner with private equity firms on value creation inside their portfolio companies, using data and AI. ProSights is an AI-native data migration and transformation company: the portfolio company is the buyer, and the sponsor is the channel that gets us in.

Migration is ERP and CRM migrations and system consolidations - work that today goes to large offshore teams for 18-24 months, and should take weeks.

Transformation is everything leading up to the actual AI transformation: most companies' AI mandates stall because the data underneath was never made usable.

The hard part is deciding what the data means and proving the final record is correct. That judgment layer is what we own - ingestion, schema mapping, cited extraction, exception review, reconciliation, controlled writeback.

Done wrong, the wrong customer gets the wrong invoice for the wrong product, quote-to-cash breaks, covenants trip, and there's a new CFO in eight weeks. Verification, with a citation back to the source document on every field, is what customers pay for.

Us

YC-backed (W24). About a dozen people in New York, mostly engineers, all onshore, and largely profitable. On track to grow from 0 -> $5M run-rate revs in 6 months (i.e. end of the year).

The job, in three parts

• Engagements - the core. Run what we sign as the engagement lead: scope with the stakeholders who own the systems, direct our engineers, make the calls that keep it moving, and own it through go-live. On day one that looks like: we just signed a post-M&A migration at a portfolio company - go lead it with two engineers.
• Relationships - the work creates the next work. The person who ran the last engagement is the most credible person in the next room. You'll sit in the sponsor conversations, present the readouts, and turn one portco into three. There's no quota, and the commission is upside on anything you bring in yourself.
• The practice - over time. Every engagement shares common pieces, and we haven't productized them yet; that becomes yours to own, along with hiring engagement leads under you as customers stack up.

Who you are

You have three to six years at McKinsey, Bain or BCG, or on a private equity value-creation team - the ideal path is a few years of consulting and then a stretch inside PE - or you ran a function in a portfolio company when the data was a mess.

• You can run an engagement, and you want to: an ambiguous scope, a demanding customer, and engineers who need clear decisions.
• You're operationally excellent. The deck is right, the model ties, and the client hears back the same day.
• You use AI aggressively, or you want to learn fast - real 80/20 judgment over polish.
• You want the upside, and you've seen what the path to partner looks like. You'd rather own something.