Jobs · Business Development · Illinois

Senior Account Executive

Instawork · Chicago, IL · 2 wk ago
On-siteBusiness Development$80k/yrFull-time

About the role

The Senior Account Executive will play a critical role in driving Instawork’s next phase of growth. Reporting to a Sales Manager, you will sell into an expansive and exciting total addressable market, including Major Sports Stadiums, E-commerce brands, major universities, AI companies, and beyond. This is a high-impact role for a hunter who thrives on competition, loves to win, and wants to be part of something that matters.

Who You Are

  • 3+ years of B2B sales experience with a proven, consistent track record of exceeding quota
  • A relentless competitor who lives at the top of the leaderboard and will not settle for anything less
  • Energized by coaching and obsessed with leveling up your craft
  • A true hunter who thrives in fast-paced environments and knows how to build pipeline from scratch through outbound prospecting
  • Fluent in a robust sales stack; proficiency in Salesforce, Outreach, and ZoomInfo/Sales Navigator preferred
  • A sharp negotiator with experience navigating commercial and legal terms to close
  • A passionate about selling a product that creates real economic opportunity and changes people’s lives
  • An exceptional communicator who is compelling on the phone, polished on video, and persuasive in person
  • Experience selling into large hospitality or warehousing brands is a plus

What You’ll Do

  • Own your territory and build high-value partnerships with top partners across Major Sports Stadiums, E-commerce brands, universities, AI companies, and more
  • Drive aggressive outbound prospecting to generate your own pipeline through cold calls, targeted sequences, and creative outreach
  • Reach executives and key decision makers, delivering compelling and tailored presentations that win
  • Use a consultative sales approach to show prospects exactly why Instawork is the faster, smarter alternative to legacy staffing solutions
  • Close new business over the phone, video, and in-person, then obsess over expanding those accounts from day one
  • Negotiate commercial and legal terms with confidence to get deals across the finish line
  • Deliver accurate weekly forecasts and own your number
  • Collaborate with sales and operations to ensure customers experience the full power of Instawork’s platform

Pay and Benefits

The base salary for this position is $80,000, with an eligible OTE for a total of $160,000, and uncapped earning potential. This position is eligible for equity in the form of stock options. This position is eligible for Instawork benefits, including:

  • A variety of medical, dental, and vision plans with coverage beginning on the date of hire
  • Flexible paid time off
  • At least 8 paid company holidays annually
  • Phone stipend
  • Commuter stipend
  • Supplemental pay on qualified leaves
  • Employee health savings accounts (HSA) contribution
  • Flexible spending plans
  • 401K plan
  • Perkspot - discount program through Lumity

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