Founding Deployment Strategist

About us

Insurance is one of the largest industries in the world, and it still runs on manual work nobody wants to do. Claims is the clearest case: high-volume, repetitive workflows handled over the phone, by email, and across 200-page PDFs, most of it sitting in systems built in the early 2000s. Software has circled this problem for decades without touching the core of it, because nothing could make the calls or read the documents. AI finally can. Avallon builds agents that run the full claims lifecycle, from intake to settlement, so teams can move faster, eliminate busywork, and get more right.

Out of YC we went from zero to seven figures of ARR in twelve months, and are now growing 3X quarter over quarter while working with some of the largest carriers in the world. Avallon is backed by top investors, and our founding team includes builders from MIT, Harvard, and Cornell. We aim to become the automation layer for the entire insurance industry, and we intend to get there with a talent-dense team where everyone is enabled to do best work of their careers.

The Role

When a carrier or TPA signs with Avallon, they're buying a transformation: AI agents taking over real workflows across claims, operations, and IT, one implementation at a time, against a roadmap that spans years. Someone has to own that program end to end: plan the transformation, execute it, and make sure the value it creates is real, measured, and visible to everyone involved.

Today the founders do this. We're hiring our first Deployment Strategist to own it. You'll run our largest customer engagements, working directly alongside our Forward Deployed Engineers: they build the agents, you own whether the transformation lands. This is the founding hire for the engagement function, so you'll also define how Avallon delivers as we scale from a handful of enterprise accounts to dozens.

What You'll Do

Own the engagement end to end. Set the plan and drive it from kickoff to go-live: milestones, weekly check-ins, executive updates, commitments that get closed. You define what done looks like and raise risks while there's still time to act.

Build the executive relationships. Claims leadership, operations, procurement, IT, and the executive who signed the contract. You keep them aligned on what we're building and what changes for their teams. You're a credible advisor to a VP of Claims, not a note-taker in their meeting.

Own the value story. Agree on success metrics up front, measure them as agents go live, and make the results visible from the adjusters to the executive sponsor.

Be the customer's advocate inside Avallon. You're closest to what stalls an implementation: the process nobody documented, the system that still needs connecting. You work through those with the FDEs building the agents, and carry their priorities into the roadmap.

Lay the foundation for the deployment function. Codify what works into playbooks, and set the bar for everyone who joins after you. As the function grows, you'll be the natural person to lead it.

You

• 3 to 6 years running enterprise programs: a top consulting firm, a large-scale implementation practice, or product management. You can name a program you personally owned, the stakeholders you aligned, and the outcome you were accountable for

• Product instinct. You can take a half-formed customer request, work out what's actually behind it, and explain the pain to our engineers in enough detail that they can act on it

• A technical spike: you read API docs, follow an integration architecture discussion, and ask engineers questions sharp enough that they check their assumptions

• High agency. You create momentum with imperfect inputs, write the plan yourself when there is none, and run several engagements at once without dropping any

• You hold your own with a VP of Claims, including the hard conversations when an agent gets something wrong

• Based in NYC and excited to work in person

Nice to Have

• Exposure to insurance, claims, TPAs, or other compliance-heavy operational environments

• Hands-on familiarity with LLMs or experience delivering AI or automation programs

• Early-stage startup experience, especially as the first hire in a function

What We Believe In

• Eating well: We provide lunch and dinner every workday from local restaurants.

• Staying healthy: 100% of medical, dental, and vision insurance covered, along with a generous monthly gym stipend.

• Getting out of the office together to recharge: quarterly offsites somewhere you actually want to go.