19h ago

Director, Mid-Market Sales

Chicago, IL

โœจ $250k-$350k / yearest.

full-timedirector Hybridsoftware

๐Ÿ’ผ About This Role

You'll lead and scale a high-performing Mid-Market Sales organization at Pinterest, shaping go-to-market strategy and driving revenue growth across a key advertising segment. This role balances customer-centric thinking with operational rigor to deliver business outcomes.

๐ŸŽฏ What You'll Do

  • Lead and scale a high-performing Mid-Market Sales organization.
  • Own revenue strategy and business performance for the segment.
  • Define and execute segment-specific go-to-market strategies.
  • Coach and develop leaders and sellers on sales execution.

๐Ÿ“‹ Requirements

  • Significant sales leadership experience in digital advertising or related industry.
  • Experience leading and developing high-performing sales teams.
  • Demonstrated success owning revenue goals and delivering against targets.
  • Deep experience with pipeline management and forecasting.

โœจ Nice to Have

  • AI enthusiasm and practical application of AI tools.
  • Cross-functional leadership experience with product and marketing teams.
  • Experience building inclusive, high-accountability team cultures.

๐ŸŽ Benefits & Perks

  • ๐Ÿ–๏ธ Flexible Working Model (hybrid with 3 days in-office)
  • ๐Ÿ“ˆ Career Growth opportunities in a leading tech company
  • ๐Ÿ’ก AI-Enhanced Tools for productivity and client engagement

๐Ÿ“จ Hiring Process

Estimated timeline: 3โ€“5 weeks ยท AI estimate

  1. 1Recruiter Phone Screenยท 30 min
  2. 2Hiring Manager Interviewยท 60 min
  3. 3Panel Interview (Cross-functional)ยท 90 min
  4. 4Final Round (VP/Exec)ยท 60 min

๐Ÿšฉ Heads Up

  • Role requires in-person presence 3 days/week in Chicago, limiting remote flexibility.
  • No relocation assistance offered for a Director-level role.
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