Director of Mid-Market Sales

Posted Yesterday
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San Francisco, CA, USA
Hybrid
350K-400K Annually
Senior level
Artificial Intelligence • Software
The Role
Lead and scale a mid-market AE organization by improving forecast accuracy, pipeline hygiene, and deal velocity. Coach AEs on complex, multi-stakeholder deals, implement a rigorous forecasting cadence and MEDDPICC methodology, align cross-functional GTM teams, support hiring and ramping, and establish a high-performance sales culture focused on accountability and outbound discipline.
Summary Generated by Built In

Voice AI that resolves, not transfers.
Most phone systems trap callers in menus and scripts. Vapi is the platform for deploying voice agents that know your business and can listen, adapt, and resolve in minutes.

  • The numbers: 1 billion calls. 1 million developers. 10x enterprise ARR growth

  • The customers: Amazon Ring, ServiceTitan, New York Life, Intuit, Kavak, and thousands more, from YC startups to the Fortune 500

  • The news: a $50M Series B led by Peak XV Partners, with Bessemer Venture Partners, Kleiner Perkins, M12 (Microsoft's Venture Fund), Y Combinator, and our earlier backers. Total raised: $72M

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 DoFirst 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.

 
Why Vapi
  • Generational impact - build the human interface for every business on the planet

  • Ownership culture - 70% of the company are previous founders; we operate with high autonomy and high accountability

  • Kind team - our founders, Jordan and Nikhil, set the tone: smart, direct, and genuinely good people

  • Tier-1 backing - YC, Kleiner Perkins, Bessemer, and M12 in your corner

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

Skills Required

  • 7+ years in B2B SaaS sales
  • At least 3 years in frontline sales management (Manager, Director, or RVP)
  • Proven forecast accuracy and track record of delivering against quota
  • Mid-market experience selling deals in the $240K-$1M+ ARR range
  • Skilled at coaching complex, multi-stakeholder sales cycles (developers, technical buyers, C-suite)
  • Fluency with sales methodologies (MEDDPICC, Challenger, Sandler, Command of the Message, or comparable)
  • Builder mentality; experience creating processes in early-stage, high-growth environments
  • Strong pipeline management skills and CRM discipline
  • Salesforce experience
  • People leadership and strong communication skills
  • Background in developer tools, API-first products, infrastructure, AI, or voice technology
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The Company
HQ: San Francisco, California
48 Employees
Year Founded: 2021

What We Do

Vapi lets enterprises deploy human-like voice agents in minutes. Whether you’re building a voice product or trying to handle millions of calls, Vapi’s reliable infrastructure and flexible APIs make it easy. Everyone from YC startups to Fortune 500 companies rely on Vapi because it is: Flexible: Plug in your APIs, your customer data, your models Scalable: Handle millions of calls with <500ms latency Secure: LLM guardrails, HIPAA, SOC-2 Helping enterprises over this challenge, Vapi, has raised $20 million in Series A funding, led by Bessemer Venture Partners with participation from Abstract Ventures, AI Grant, Y Combinator, Saga Ventures, and Michael Ovitz.

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