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Head of Sales

Jobleads-US

Remote for the following states: CO, FL, GA, IL, MA, MO, NC, NJ, PA, VA, TX, UT

Join a rapidly scaling hospitality SaaS company as Head of Sales, owning the sales strategy and building a predictable, scalable revenue engine across mid-market and enterprise segments. This executive leadership role will oversee the sales organization, drive aggressive revenue growth, and help shape the company’s long-term go-to-market strategy.

Head of Sales Benefits & Compensation

  • Competitive executive-level salary
  • Performance-based bonus structure
  • Equity or stock options
  • Comprehensive benefits package including medical, dental, and vision insurance
  • 401(k) with company match
  • Unlimited PTO
  • Additional parental, personal, bereavement, and reproductive-loss leave
  • Significant opportunity to influence the direction of a high-growth company

Head of Sales Requirements & Qualifications

  • 10+ years of progressive sales experience
  • 5+ years in a senior sales leadership position within B2B SaaS
  • Experience selling technology into restaurants, hotels, bars, or related hospitality markets
  • Demonstrated success scaling annual recurring revenue from approximately $10 million to $50 million or more
  • Experience leading and developing sales organizations of 5 or more professionals
  • Proven ownership of revenue targets, bookings, forecasting, and sales performance
  • Experience building scalable sales processes, playbooks, methodologies, and operating cadences
  • Strong understanding of mid-market and enterprise sales motions
  • Experience managing complex, multi-stakeholder sales cycles
  • Ability to present forecasts, performance results, and strategic recommendations to executives and board members
  • Bachelor’s degree required

Head of Sales Preferred Background & Skills

  • MBA or equivalent executive leadership experience
  • Track record of expanding into new markets, verticals, or geographic territories
  • Experience leading Sales Directors, Account Executives, and Sales Development teams
  • Expertise with CRM platforms and modern sales-engagement technology
  • Strong knowledge of pipeline coverage, win rates, deal size, sales-cycle efficiency, and rep productivity
  • Exceptional executive communication, presentation, and negotiation skills
  • Strategic, analytical, and data-driven leadership approach
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Vacancy posted 2 days ago
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