Account Executive

Founding Account Executive | Chicago

Rec Gen has partnered with a seed-stage startup to help recruit in Chicago, our client is building an AI powered platform that is transforming how fleet teams operate and manage procurement.

This is a true Founding Account Executive role with full ownership of the sales cycle and direct exposure to the CEO. You will play a key role in shaping the go-to-market motion, opening a new market and building early revenue momentum.

What you will be doing

Own the full sales cycle from first conversation through to close

Build pipeline through outbound, inbound and strategic partnerships

Run discovery, demos and commercial negotiations with decision makers

Work directly with the CEO on strategy, messaging and early GTM execution

Help build the sales process and repeatable playbooks from the ground up

Travel 20 to 40 percent as needed

What we are looking for

2+ years of experience in B2B SaaS sales

Proven ability to own deals end to end and consistently hit quota

Comfort working in fast moving, early-stage environments

Strong consultative selling and discovery skills

Self-starter mindset with high accountability and ownership

Experience selling into operational or field-heavy environments is a plus but not required

Why this role

Founding level impact and visibility

Direct access to leadership and product direction

High autonomy with the chance to shape the commercial foundation of the company

Fast growth environment with real responsibility from day one

If this sounds like something you would want to explore, apply with your resume.