Founder's Associate Program (2x YC founder)

Jerry.ai•Palo Alto, CA
•$120,000 - $160,000•Onsite

About The Position

Jerry.ai is a Series C, YC-backed technology startup with more than 5 million customers and $240 million in funding. The company is building an AI-powered advisor to manage customers’ physical assets, starting with cars and expanding into areas such as homes, motorcycles, RVs, and boats. Jerry launched its product in 2019 and achieved profitability in 2024. The Founder's Associate Program is intended to help accelerate the company’s growth from 5 million to 50 million customers by 2030. Jerry is hiring 2–3 associates to work directly with and be mentored by its Cofounder/CEO on high-leverage business problems. Associates will gain exposure to product, growth, operations, finance, engineering, and data, and will learn to execute strategic initiatives while navigating the challenges of a rapidly growing, late-stage technology company. The role is based in the Palo Alto office five days a week, at least until the associate can operate independently; the position also requires working in person alongside the CEO and executive team for the first 6–12 months. Successful program graduates may go on to become product or growth leaders, or run a function at Jerry or elsewhere.

Requirements

  • At least 2 years of experience in management consulting, venture capital, private equity, or a startup environment.
  • Bachelor’s degree in a quantitative discipline such as STEM, economics, or a similar field.
  • Ability to work in person in Jerry’s Palo Alto office alongside the CEO and executive team for the first 6–12 months.
  • Demonstrates ownership, including taking responsibility for fixing problems beyond their formal scope.
  • Able to break ambiguous problems into clear hypotheses and identify the goal before choosing a solution.
  • Highly resilient and persistent when facing difficult or unsolved challenges.
  • Strong bias for action and urgency when progress is stalled.

Responsibilities

  • Work directly with the Cofounder/CEO on high-leverage problems across the business.
  • Help execute strategic initiatives and ideas as Jerry expands its products and business lines.
  • Work across and gain exposure to product, growth, operations, finance, engineering, and data.
  • Work in person with the CEO and executive team in the Palo Alto office for the first 6–12 months, and remain office-based five days a week at least until able to operate independently.

Benefits

  • Base salary and stock options/equity opportunities.
  • Health insurance.
  • Dental insurance.
  • Vision insurance.
  • Paid time off.
  • Paid parental leave.
  • 401(k) plan with 4% employer matching.
  • Wellness benefits.
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