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Otterly Booked, Strategy

Founding Associate at Otterly Booked

Location
London, United Kingdom
Compensation
£30k-£40k + Equity

Become the first employee at Otterly Booked, a high-growth hospitality tech startup that has hit £50k+ ARR in just four months without any outside funding. Working directly with the founder, you’ll take charge of dynamic pricing for independent hotels and B&Bs across the UK, blending quantitative analysis with strategic business growth.

This isn't a standard graduate scheme; it’s a high-impact role for a top-tier quantitative graduate or early-career consultant who wants real skin in the game.

With a 1% equity stake and a direct path to leadership, you’ll help shape the future of revenue management in an underserved market. Join a lean, profitable team and see your work move the needle from day one in this London-based hybrid role.

What's the next step?

Otterly Booked are hiring from Jack's network. Talk to Jack for free and get a direct introduction to the team, if a good fit.

Role overview

As the first employee at Otterly Booked, you will work directly with the founder to scale a high-growth revenue management platform. You will balance daily pricing operations and client management with high-impact strategic projects, including product development and go-to-market execution. This role offers unparalleled ownership for a quantitative graduate or early-career consultant.

About Otterly Booked

Hospitality

Otterly Booked is a UK-based outsourced revenue management service for independent hotels. It combines pricing software with human review to monitor demand, competitor rates, and hotel performance, then updates room prices through property-management, channel-management, and booking platforms. Its services are designed for smaller independent hotels and hotel groups that need daily dynamic pricing without hiring an in-house revenue manager.

Open roles at Otterly Booked

What you will do

  • Manage daily dynamic pricing updates for existing clients, ensuring optimal revenue performance through the company’s proprietary demand-forecasting engine and hands-on oversight.
  • Lead the end-to-end onboarding process for new hotels and B&Bs, while managing ongoing owner queries, pricing requests, and monthly performance reporting.
  • Drive strategic growth initiatives, including refining the core pricing product, identifying new market opportunities, and executing marketing and lead generation campaigns to expand the client base.

Who this is a fit for

  • Possesses 0-2 years of experience and a rigorous quantitative degree (Maths, Physics, Economics, or Engineering) from a top-tier university with McKinsey-calibre problem-solving skills.
  • Demonstrates high quantitative horsepower and structured thinking, comfortable navigating an early-stage startup environment where ownership and autonomy are prioritized over rigid corporate structures.
  • Has the right to work in the UK and is excited about a London-based hybrid role that balances intensive in-person mentorship with future flexibility.

Why this role is remarkable

  • Join as employee #1 and work directly with the founder, gaining an inside look at building a startup from the ground up with a significant ~1% equity stake.
  • Impressive early traction with £50k+ ARR achieved in just four months of operation, demonstrating strong product-market fit and a clear path to profitability without outside capital.
  • The role offers a unique blend of quantitative analysis and strategic leadership, allowing you to influence the core pricing engine, product roadmap, and long-term business strategy.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
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Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

What happens next?

  1. Jack’s an AI agent for job searching and career coaching. He works for you.

  2. Jill is the AI recruiter working for the company. She recruits from Jack’s network.

  3. If your profile’s a match and Otterly Booked wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

Learn about Jack