9h ago

Senior Director, Head of Scaled Sales

Remote - Canada: Select locations

โœจ $250k-$350k / yearest.

full-timedirector Remotesoftware

๐Ÿ’ผ About This Role

You'll build and lead Dropbox's sales-assisted growth motion from the ground up, blending product-led growth with targeted sales engagement. Your core impact: designing segmentation and coverage models that accelerate conversion and expansion across self-serve customers. This role stands out for shaping AI deployment and experimentation frameworks at scale.

๐ŸŽฏ What You'll Do

  • Build a self-serve segmentation model to identify customers for the right sales motion.
  • Design coverage model that introduces sales engagement at optimal customer journey points.
  • Partner with data science to operationalize data-driven targeting strategy.
  • Define AI deployment across scaled sales motion to improve productivity and outcomes.

๐Ÿ“‹ Requirements

  • 12+ years of experience in SaaS sales or GTM leadership including hybrid PLG environments.
  • Proven track record designing segmentation or coverage models that improved conversion or efficiency.
  • Experience partnering with analytics, data science, marketing to translate insights into execution.
  • Demonstrated success building new programs or teams from the ground up in ambiguous environments.

โœจ Nice to Have

  • Experience building a PLG-assist motion in a multi-product SaaS company.
  • Experience applying AI or automation to improve sales productivity or targeting.
  • Familiarity with customer lifecycle marketing and expansion motions in self-serve funnels.

๐ŸŽ Benefits & Perks

  • ๐Ÿ–๏ธ Unlimited PTO
  • ๐Ÿฅ Comprehensive health insurance
  • ๐Ÿ’ฐ Equity grants
  • ๐Ÿ“ˆ 401k matching
  • ๐Ÿ’ป Remote work flexibility

๐Ÿ“จ Hiring Process

Estimated timeline: 4-6 weeks ยท AI estimate

  1. 1Recruiter Callยท 30 min
  2. 2Technical Screenยท 45 min
  3. 3Hiring Manager Interviewยท 60 min
  4. 4Executive Interviewยท 60 min
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