Ovii Job Board

Senior Account Executive

Instawork

Chicago, United States • Onsite - Chicago, United States • Full-Time • 3+ years

Posted 2026-06-04 USD 80,000 - USD 160,000 per year Sales & Marketing

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Job Description

Ovii's Interpretation of the Role

We are seeking a senior sales professional to own a territory, build high‑value partnerships, and drive revenue growth for Instawork’s AI‑powered staffing platform. The role demands a proven B2B sales record, strong outbound prospecting, and the ability to negotiate commercial terms with large hospitality, e‑commerce, and other enterprise customers.

Role Snapshot

  • Senior B2B sales professional
  • Territory owner
  • Revenue‑driven hunter
  • Executive‑level relationship builder
  • Negotiation specialist
  • On‑site in Chicago

Must-Have Requirements

  • B2B sales experience
  • Outbound prospecting
  • Negotiation of commercial/legal terms
  • Executive communication
  • B2B sales
  • quota attainment

Nice-to-Have Signals

  • Salesforce proficiency
  • Outreach proficiency
  • ZoomInfo or Sales Navigator proficiency
  • Hospitality industry experience
  • Warehousing industry experience
  • sales stack proficiency

Work Setup

  • Location: Chicago, United States
  • Work mode: ONSITE
  • Employment type: Full-Time

Eligibility Gates

  • Visa sponsorship: no

Not Specified in JD

  • Remote eligibility
  • Visa sponsorship
  • Travel requirement

What You'll Likely Work On

  • Own a defined territory and secure high‑value partnerships with stadiums, e‑commerce brands, universities, AI firms, and similar enterprises
  • Generate pipeline through cold calls, targeted sequences, and creative outreach
  • Deliver tailored executive presentations and close new business via phone, video, and in‑person meetings
  • Negotiate commercial and legal terms to finalize contracts
  • Expand closed accounts by upselling and cross‑selling from day one
  • Provide accurate weekly forecasts and maintain a healthy Salesforce pipeline
  • Collaborate with sales operations and customer success to ensure full platform adoption

Good Fit If You Have

  • Thrives in competitive, fast‑paced environments and consistently hits leaderboard targets
  • Eager for coaching and continuous skill development
  • Comfortable using a modern sales tech stack

Skills

  • B2B sales
  • Outbound prospecting & pipeline building
  • Negotiation of commercial/legal terms
  • Executive communication (phone, video, in‑person)
  • Salesforce (preferred)
  • Outreach (preferred)
  • ZoomInfo / Sales Navigator (preferred)
  • Hospitality & warehousing industry knowledge (optional)