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Strategy & Operations Associate

Remote, USA Full-time Posted 2026-06-25

Rejigg is a company that helps small business owners exit their companies by connecting them with qualified buyers. They are seeking a Strategy & Operations Associate who will be a flexible, high-ownership generalist, supporting various projects and initiatives as the business evolves.

Responsibilities

  • Support monthly goal setting & retros
  • Help run hiring processes
  • Support the leadership team in one-off analyses
  • Assist with customer & user research
  • Work closely with sales
  • Represent Rejigg externally
  • General sales & operations support
  • Special projects

Skills

  • Based in Chicago and able to work in-person with the team 4-5 days a week at our River North office
  • Willingness to travel 1–2 times/month for 2–3 nights at a time
  • Comfort with ambiguity and change
  • Strong generalist / project support skills
  • Very basic familiarity with SQL
  • Clear written and verbal communication
  • Experience in management consulting, investment banking, or another analytical, project-driven role
  • Background as a search fund entrepreneur or exposure to SMB acquisitions
  • Prior experience in a sales operations, or revenue operations role
  • Experience in a startup, marketplace, or other fast-growth environment

Company Overview

  • Rejigg is an AI-native solution to buying and selling SMBs It was founded in 2022, and is headquartered in San Francisco, California, USA, with a workforce of 11-50 employees. Its website is https://www.rejigg.com.
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