Rejigg helps small business owners exit their companies by connecting them with qualified buyers. We’re building a more transparent, higher-trust marketplace for business acquisitions — and we’re always interested in meeting people who want to help us build.
This is an open application for people who have a strong point of view on what Rejigg should do next and want to own it end-to-end. If you’ve looked at our business and you’re thinking “I know exactly where I can add leverage,” we want to hear from you.
What this isYou’re proposing a role that doesn’t exist yet (or isn’t clearly defined). You’ll tell us:
What you’d do
Why it matters
How you’d measure success
Why you’re the person to do it
What you’d need to be successful
We’re open to ideas across the company: growth, partnerships, sales, operations, product, data, finance, customer experience, trust & safety, marketplace liquidity, and more.
Examples of “build your own role” directions (not exhaustive)Launch a new acquisition channel for sellers (and run it)
Own a buyer experience / conversion funnel and measurably improve outcomes
Build internal systems and analytics to make the company run faster (dashboards, ops cadence, automation)
Lead a partnerships strategy (lenders, advisors, communities, service providers)
Develop a new product surface that increases deal velocity or improves trust
Create a repeatable playbook for a new segment (industry vertical, geography, buyer type)
We don’t expect you to fit a standard template. We do look for:
High ownership: you like to ship, measure, iterate, and take responsibility for outcomes
Good judgment: you can prioritize, simplify, and make decisions with imperfect information
Customer empathy: you can understand small business owners and buyers and build for them
Clear thinking + clear writing: you can explain what you’re going to do and why it will work
Bias toward action: you move without needing a ton of process
Similar Jobs
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory



