Senior Business Development Representative — Workforce Management AI (Growth-stage)

Senior Business Development Representative

Snapshot: $130K–$150K base · $160K–$190K OTE (75/25) + equity (ESOP) · Chicago · Hybrid (2–3 days) · No visa sponsorship · 1–5 yrs outbound/SDR

THE OPPORTUNITY

Our client is an AI-driven workforce and human-capital-management analytics platform (~85 people, founded 2017) serving enterprise QSR and retail operators. This is the first dedicated sales hire — a grassroots, roll-up-your-sleeves role building pipeline through outbound prospecting into enterprise QSR and retail.

WHAT YOU'LL DO

Execute high-volume outbound prospecting via cold calls, email, and LinkedIn. Research target accounts and craft personalized outreach. Maintain CRM discipline with full leadership visibility. Collaborate with the VP of Sales and Head of Strategy on a 30/60/90-day ramp. Convert event contacts, referrals, and warm leads into qualified meetings.

WHAT SUCCESS LOOKS LIKE

First 90 days: complete ramp, master the outbound motion, and consistently book qualified meetings. First year: build reliable enterprise pipeline and establish the outbound function.

MUST-HAVES

1–5 years in outbound business development or SDR roles selling SaaS; strong CRM discipline and a startup mentality; high-volume prospecting skills.

NICE-TO-HAVES

QSR, retail, or workforce/HCM experience; experience as an early/first sales hire.

COMPENSATION & BENEFITS

$130K–$150K base (USD), $160K–$190K OTE on a 75/25 split, competitive equity via ESOP.

LOCATION & WORK MODEL

Hybrid in Chicago, 2–3 days in office.

HIRING PROCESS

Our team will walk you through the full interview process when we connect.

ABOUT THIS SEARCH

This is a confidential search managed by our recruiting team on behalf of our client. We've kept the company name off the posting — apply and we'll share full details and introduce you directly. We're an equal-opportunity partner and welcome applicants of all backgrounds; compensation reflects the role's posted range.