Not My First Rodeo: Alfie Pearce-Higgins with Jenny Fielding

Venture Everywhere

Not My First Rodeo: Alfie Pearce-Higgins with Jenny Fielding

Venture EverywhereApr 28, 2026

Why It Matters

As AI reshapes hiring and job search processes, many applicants face misinformation and opaque systems that can derail career decisions. Rodeo’s approach offers a more trustworthy, personalized alternative, helping a generation of workers adapt to fast‑changing skill demands and ensuring they aren’t left behind in the AI‑driven job market.

Key Takeaways

  • Finance background led to startup building AI career tools.
  • Gig‑economy data challenges spurred Rodeo’s AI job‑matching platform.
  • Traditional job boards suffer from volume‑focused, low‑quality matches.
  • Personalized voice‑call onboarding improves user career profiling.
  • AI agents aim to replace manual job searches for freelancers.

Pulse Analysis

Alfie Pearce‑Higgins’ path from M&A at JP Morgan to development projects in Nigeria and Nepal, then to a motorbike‑taxi startup in East Africa, gave him a front‑row view of how technology can reshape informal work. Returning to the UK, he teamed with a former Deliveroo executive to build tools for gig‑economy workers, quickly confronting data‑access barriers on platform APIs. Those frustrations sparked Rodeo, a London‑based venture that leverages AI to turn fragmented earnings data into actionable career insights, targeting both new entrants and mid‑career professionals navigating today’s rapid labour‑market shifts.

Traditional job boards have become volume‑driven marketplaces where thousands of applications are filtered by opaque AI screens, creating a classic lemons problem of asymmetric information. Employers receive synthetic resumes, while candidates cannot tell if their submissions will ever be read by a human. Rodeo tackles this breakdown by combining real‑time market data with AI‑curated recommendations, moving beyond one‑click apply to a personalized match that considers skill gaps, local demand, and individual aspirations. By surfacing trustworthy opportunities and eliminating noisy listings, the platform restores transparency and efficiency to a hiring ecosystem that has long suffered from over‑automation.

Rodeo’s personalization engine starts with structured voice‑call onboarding, allowing users to articulate career goals more naturally than a static CV. The system continuously refines profiles through feedback loops, integrating new aspirations, skill‑development activities, and changing market conditions. In the longer term, the company envisions AI‑powered agents that act like human representatives, scouting freelance and full‑time openings on behalf of users and negotiating terms. Such agents could shift the employment balance toward self‑employment, especially as AI lowers the cost of managing distributed talent. For younger workers and those caught in industry transitions, this approach promises a clearer, data‑driven pathway to sustainable career growth.

Episode Description

Alfie Pearce-Higgins, co-founder and CEO of Rodeo, chats with Jenny Fielding, General Partner of Everywhere Ventures on episode 116: Not My First Rodeo.

In episode 116 of Venture Everywhere, Jenny Fielding, co-founder and general partner at Everywhere Ventures, talks with Alfie Pearce-Higgins, co-founder and CEO of Rodeo — an AI-powered careers platform helping people understand the job market, build personalized career plans, and find the right opportunities. Alfie shares how watching startups outperform years of institutional work in developing countries convinced him that the right people, tools, and capital could change everything — a conviction that led him back to the UK to fix one of the most broken markets he'd seen: the job search. He explains how the collapse of the traditional job application market, driven by zero-click application on one side and AI screening tools on the other, created a Akerlof-style market failure that Rodeo is purpose-built to solve.

In this episode, you will hear:

How synthetic applicants and fake job posts are breaking the job application market.

Rodeo's voice-first onboarding approach to building rich, personalized career profiles.

Combining AI efficiency with human advisors for the most powerful careers solution.

How AI is making parental and school career advice dangerously out of date.

Show Notes

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