Benchstack Ai
Deployment Strategist
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Founding Deployment Strategist
London (Vauxhall), on site 5 days
£70K to £150K base + meaningful equity
A stealth AI startup is hiring its first deployment hire, and this is a rare opportunity.
The company
- $8.5M raised from Kleiner Perkins and Creandum
- Already live with 3 of the top 10 insurance brokers in the world (over $150B combined market cap) while still in stealth
- More demand than the team can serve
- Founders met at Oxford and previously helped scale an AI startup to a $20M Series A led by Index Ventures
The role
- You'll own pilots end to end, working directly with the founders to get AI agents live inside some of the largest brokerages globally.
- Run 1 to 2 enterprise pilots at a time and be the face of the product on site
- Translate complex broker workflows into product requirements for engineers
- Convert pilots into full deployments and expand into new lines of business
- Build demos and prototypes with Claude and Cursor
- Write the playbook for how the company scales
Reasons to use Rodeo
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You might be a fit if you have
- 2 to 6 years as a deployment strategist or forward deployed person at a high-growth startup, OR as an MBB consultant (BA to Manager), OR as a banker at a bulge bracket or elite boutique
- A degree from a top university (Oxbridge, Imperial, UCL, LSE, Ivy League or similar)
- Real AI fluency: you build things with Claude or Cursor, enter hackathons, or run side projects
- High EQ and the ability to win over skeptical senior stakeholders
- Comfort with extreme ambiguity and no playbook
Get help with your application
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Honest bit
This is intense: 5 days in office, long hours, and regular travel to broker offices across the UK. The upside is that you'll learn faster here than almost anywhere else, with founding equity to match.
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