Founding Deployment Strategist

American It Systems; Greater London; Hybrid; GBP 70,000 - 110,000; Full time

Benefits offered by this job

Visa sponsorship

Hybrid work schedule

Job summary

American It Systems in London is seeking a Founding Deployment Strategist to run end-to-end pilot deployments for a stealth-stage AI company targeting the $3T commercial insurance market. You will manage 1–2 pilots at a time, coordinating with founders to translate business needs into engineering plans.

You will own client communications, build AI-driven demos (Claude) for sales calls, and drive pilots toward scalable deployments across accounts, while working on-site five days a week in London.

Qualifications

• Experience deploying software to large enterprises.
• Background as MBB consultant or investment banker.
• Proven ability to manage senior stakeholders.

Responsibilities

• Own end-to-end pilot deployments.
• Translate broker workflows into product requirements.
• Drive pilots to full deployments and expand accounts.
• Build demos to support client conversations.
• Collaborate with engineers to implement solutions.

Skills

Deployment strategist

MBB consultant

Investment banking

Stakeholder management

Education

Top-tier university degree

Tools

Claude

Job description

Company Overview

Team of 7 based in London, focusing on the insurance market.

Founded by exceptional talent from Oxford, with a mission to streamline insurance placement using AI.

Raised 8.5 million pre-seed funding from Kleiner Perkins and Criandom.

Role Requirements

Founding GTM role is a player-coach with a focus on both executing and building the sales process.

Junior GTM roles focus on outbound sales to large insurance brokers.

Candidate Requirements

Junior GTM: 1+ year in a high-growth startup, strong soft skills, and experience in enterprise sales.

Senior GTM: Experience selling seven-figure contracts to insurance or financial services.

Compensation and Logistics

Salary range for junior roles is 70K - 110K, higher for exceptional candidates.

Based in London with a hybrid work schedule, visa sponsorship available.

Timeline and Urgency

Urgent need to hire junior GTM roles due to high demand and capacity issues.

ASAP hiring timeline, with flexibility for exceptional candidates.

Pain Points

More demand than capacity allows; need to hire aggressively to manage pilots and client relationships.

Current team is overstretched, requiring immediate expansion.

Ideal Candidate Profile

High-growth startup experience preferred, with strong interpersonal and sales skills.

AI-native candidates with a proactive approach to learning and building sales strategies.

Interview Process

Three-stage process: initial call, behavioral interview with CEO, and in-person case study.

Focus on behavioral fit, problem-solving skills, and technical aptitude.

**Dealbreaker**

Work experience

Archetype 1: Deployment Strategist or Implementation Consultant at a high growth startup like Palantir, ElevenLabs, etc.

Archetype 2: MBB Consultant or BB/elite-boutique investment banker

Baseline

Seniority

2 - 6 years of experience as a MBB consultant, bulge-bracket/elite-boutique investment banker, or deployment strategist at a Series A-D startup

Education

Bachelors degree from a top-25 international university: Oxbridge, Imperial, UCL, HEC, KTH, LSE, King's College, Warwick, Edinburgh, Bocconi, Stockholm School of Economics, Ivy League, etc.

Hard skills

AI native: power user of Claude

Track record of deploying or implementing software to large enterprises

Soft skills

Ability to manage senior stakeholders, win over skeptical clients, and act as the face of the product on-site

Nice-to-have

Work experience

Experience working as an FDE at an early-stage, high-growth startup (specifically in a zero-to-one phase)

Experience at a large insurance broker in the UK (if combined with bachelors degree from a top-25 university)

Education

Science, engineering, or math degree

About this role:

We are looking for a Founding Deployment Strategist with 2 6 years of experience to own end-to-end pilot deployments for a stealth-stage AI company transforming the $3T commercial insurance market. You'll be the first dedicated deployment hire, working directly with the founders to get our product live inside the world's largest insurance brokers - managing 1 2 pilots at a time, translating business needs for engineers, and turning what you learn on the ground into the playbook for how we scale everywhere else.

What will you be doing?

Managing all non-engineering work on 1 2 active pilot deployments in parallel, including all client communication, data gathering, and stakeholder management

Collaborating closely with engineers to translate complex broker workflows and business needs into product requirements

Driving pilots to convert into full deployments and expanding into additional lines of business within each account

Responding to client emails, running meetings with structure, and ensuring nothing slips through the cracks in high-ambiguity conditions

Building demos and prototypes using AI tools (e.g. Claude) to support client conversations and sales calls

Key Requirements

Experience as a deployment strategist at a high-growth startup, MBB consultant (BA to Manager level), or investment banker at a top-tier bank - startup deployment experience is the #1 priority

Exceptional soft skills and high EQ - you must be likable, structured, and able to manage senior enterprise stakeholders without losing the room

Strong structuring and analytical skills to operate under extreme ambiguity; consulting-style problem-solving ability is tested in the interview process

AI native - comfortable building with tools like Claude/Cursor and able to demo products; hackathon experience or personal AI projects are strong signals

Willing to work on-site 5 days/week in London (Vauxhall) with high intensity (~9am 9pm), plus regular travel to broker offices across the UK

What to ask candidates

Walk us through a deployment or implementation where you got software adopted inside an organization that didn't originally ask for it. What was your role and how'd you get buy-in from skeptical stakeholders?

Can the candidate be on-site? If not, is the candidate willing to relocate?

What is their salary expectation?

How actively is this candidate exploring new opportunities?