GM-in-Training (YC cofounder/CEO-led)

Jerry.ai•Palo Alto, CA
•$160,000 - $200,000•Onsite

About The Position

Jerry.ai is hiring 2–3 GMs-in-Training to work directly with and be mentored by its Cofounder/CEO as the company accelerates growth from 5 million to 50 million customers by 2030. The role focuses on high-leverage business problems across Jerry’s expanding product lines, which include car and home insurance, property tax, motorcycle insurance, car repair shop bids, and roadside assistance. Reporting directly to the CEO, the GM-in-Training will gain exposure to the company’s day-to-day challenges and work across product, growth, operations, finance, engineering, and data. The program is intended to develop the ability to execute broad strategies and navigate a complex, rapidly growing business. Successful graduates may go on to own the P&L for a business line at Jerry or elsewhere. The position requires working in person at Jerry’s Palo Alto office five days a week for at least the first 6–12 months, until the employee is capable of operating independently. Compensation includes a base salary of $160,000–$200,000 in the San Francisco Bay Area and stock options. The role also includes comprehensive benefits.

Requirements

  • 4 or more years of experience in management consulting, venture capital, private equity, or a startup environment.
  • Bachelor’s degree in any discipline.
  • Ability to work in person at the Palo Alto office alongside the CEO and executive team for the first 6–12 months.

Responsibilities

  • Work directly with and receive mentorship from Jerry’s Cofounder/CEO.
  • Work on high-leverage problems as the company expands its business and product lines.
  • Gain exposure to and contribute across product, growth, operations, finance, engineering, and data.
  • Learn to execute big-picture strategies and navigate the intricacies of a complex business.
  • Work in person alongside the CEO and executive team at the Palo Alto office for the first 6–12 months, and continue in person five days a week until capable of operating independently.

Benefits

  • Stock options and potential equity grants.
  • Health coverage.
  • Dental coverage.
  • Vision coverage.
  • Paid time off.
  • Paid parental leave.
  • 401(k) plan with 4% employer matching.
  • Wellness benefits.
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