Senior Account Executive - Onsite Chicago, High-Impact Growth

Instawork

Chicago (IL)

On-site

USD 72,000 - 88,000

Full time

14 days+
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Benefits offered by this job

Medical, dental, and vision plans
Flexible paid time off
At least 8 paid company holidays
Phone stipend
Commuter stipend
401K plan

Job summary

Instawork is seeking a Senior Account Executive to drive growth in the Chicago office. This role will focus on building partnerships with major businesses including sports stadiums and e-commerce brands.

The ideal candidate has at least 3 years of B2B sales experience, excels in outbound prospecting, and is adept in tools like Salesforce. The role offers a competitive base salary of $80,000, with OTE of $160,000, along with stock options and a comprehensive benefits package.

Qualifications

  • 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.
  • Fluent in a robust sales stack; proficiency in Salesforce, Outreach, and ZoomInfo/Sales Navigator preferred.
  • Experience selling into large hospitality or warehousing brands is a plus.

Responsibilities

  • 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.
  • Negotiate commercial and legal terms with confidence to get deals across the finish line.
  • Collaborate with sales and operations to ensure customers experience the full power of Instawork’s platform.

Skills

B2B sales experience
Competitive mindset
Coaching inclination
Outbound prospecting
Salesforce proficiency
Negotiation skills
Communication skills
Experience in hospitality or warehousing

Tools

Salesforce
Outreach
ZoomInfo/Sales Navigator

Job description

Instawork is seeking a Senior Account Executive to drive growth in the Chicago office. This role will focus on building partnerships with major businesses including sports stadiums and e-commerce brands.

The ideal candidate has at least 3 years of B2B sales experience, excels in outbound prospecting, and is adept in tools like Salesforce. The role offers a competitive base salary of $80,000, with OTE of $160,000, along with stock options and a comprehensive benefits package.

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