Director of Mid-Market Sales

Vapi

$120K — $180K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in B2B SaaS sales
  • At least 3 years in frontline sales management (Manager, Director, or RVP)
  • Proven track record of forecast accuracy
  • Experience with mid-market accounts ($240K-$1M+ ARR)
  • Familiarity with complex multi-stakeholder sales cycles
  • Solid understanding of sales methodologies like MEDDPICC
  • Strong pipeline management and Salesforce proficiency
  • Excellent leadership and communication skills

Responsibilities

  • Develop a deep understanding of pipeline health and forecast methodology
  • Build trust with Mid-Market AEs through coaching and presence
  • Identify gaps in the current forecasting process
  • Align with cross-functional teams on pipeline coverage
  • Implement a weekly forecasting cadence with defined standards
  • Run structured deal reviews to improve win rates
  • Deliver forecast insights to VP of Sales with clear visibility into risks

Benefits

  • Competitive salary + equity
  • Comprehensive health coverage
  • Quarterly off-sites for team building
  • Flexible PTO to support work-life balance
  • $10K annual L&D budget for professional development
  • Perks include catered meals, transportation, and gym access
Full Job Description
Why We're Hiring This Role

As we scale our go-to-market engine, we need a frontline leader who brings rigor, predictability, and execution to our Mid-Market Account Executive organization. Forecast accuracy, outbound discipline, and deal velocity are critical to hitting our next stage of ARR growth.

This is a high-impact role: you'll shape the selling culture, operational cadence, and performance standards that define the next chapter of Vapi's revenue organization.

What You'll Do
First 30 Days
  • Develop a deep understanding of pipeline health, forecast methodology, ICP segmentation, and deal velocity
  • Build trust with Mid-Market AEs through hands-on deal coaching and field presence
  • Assess the current forecasting process and identify gaps in accuracy, inspection, and accountability
  • Align with Sales Development, Solutions Engineering, Marketing, and RevOps on pipeline coverage and opportunity progression
60 Days
  • Implement a rigorous weekly forecasting cadence with clear inspection criteria and defined commit standards
  • Run structured deal reviews and pipeline inspections to improve win rates and reduce sales cycle time
  • Reinforce outbound discipline within the AE team to ensure consistent self-sourced pipeline generation
  • Begin driving sales methodology adoption (MEDDPICC) to increase consistency across deals
90 Days
  • Deliver reliable forecast rollups to the VP of Sales with clear visibility into risk and upside
  • Demonstrate measurable improvement in pipeline hygiene, stage conversion rates, and forecast predictability
  • Support recruiting, onboarding, and ramping new AEs with clear hiring profiles and success benchmarks
  • Establish a high-performance sales culture grounded in accountability, coaching, and operational rigor


Who You Are
  • 7+ years in B2B SaaS sales with at least 3 years in frontline sales management (Manager, Director, or RVP)
  • Proven forecast accuracy: consistent track record of calling your number and delivering against quota in high-growth environments
  • Mid-Market expertise: experience leading AEs selling into mid-market accounts with deal sizes in the $240K-$1M+ ARR range
  • Complex deal coach: skilled at guiding multi-stakeholder sales cycles involving developers, technical buyers, and C-suite executives
  • Methodology fluency: strong command of MEDDPICC, Challenger, Sandler, Command of the Message, or a comparable framework
  • Builder mentality: hands-on operator who thrives in early-stage environments and can create process from scratch
  • Analytically driven: strong pipeline management skills and CRM discipline - Salesforce experience strongly preferred
  • People leader: excellent communicator who earns trust, leads by example, and brings out the best in their team

Bonus: Background in developer tools, API-first products, infrastructure, AI, or voice technology.

What We Offer
  • Competitive salary + equity - real ownership in a company with real momentum
  • Comprehensive health coverage - medical, dental, and vision
  • Quarterly off-sites - we invest in the team, not just the work
  • Flexible PTO - take what you need
  • $10K annual L&D budget - we're serious about your growth
  • Perks: catered meals, transportation, and gym access

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