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Aspire Software

We never stop building. A vertical acquisition software company that owns, operates and manages a diverse portfolio.

Director of Sales, Player-Coach

SalesSalesFull TimeRemoteLeadTeam 1,001-5,000H1B No SponsorCompany SiteLinkedIn

Location

United States

Posted

7 days ago

Salary

Not specified

Seniority

Lead

5 yrs expEnglishSQL

Job Description

• Own the full sales cycle: prospecting → discovery → demos → proposals → negotiation → close. • Build and maintain a target account strategy by segment and customer cohort. • Develop and iterate on talk tracks, competitive positioning, and objection handling. • Share customer insights and inputs with internal stakeholders to develop a clear commercial plan to bring the platform and AI products to market. • Lead outbound strategy and execution; coach BDRs to consistently generate a qualified pipeline. • Create repeatable playbooks (segments, sequences, cadences, qualification, demo structure). • Establish pipeline creation targets and inspection routines that translate activity into predictable results. • Run weekly operating rhythms: pipeline inspection, deal reviews, and forecast calls. • Define sales stages and exit criteria; maintain a clean CRM and reporting that leadership can trust. • Track and improve conversion metrics (lead → meeting → SQL → win), cycle times, and win/loss learnings. • Provide actionable inputs on pricing/packaging and commercialization over time. • Establish tight handoffs with Customer Success to ensure a consistent customer experience and closed-loop feedback. • Share structured market feedback with Product (buyer needs, blockers, competitive themes). • Coordinate internal resources to move deals forward and support successful launches.

Job Requirements

  • 5+ years of B2B SaaS sales experience with a strong record of closing new business.
  • Demonstrated ability to generate a pipeline through outbound (not reliant on inbound-only environments).
  • Experience building or materially improving a sales motion (process, messaging, cadence, forecasting).
  • Strong deal leadership: disciplined qualification, multi-stakeholder selling, and negotiation.
  • Player-coach mindset: you can lead and coach, while personally carrying and delivering on a quota.

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