Head of Sales

Goodwin Recruiting; Austin (TX); Remote; USD 250,000 - 450,000; Full time

Benefits offered by this job

Executive-level salary

Performance-based bonus

Equity or stock options

Medical, dental, and vision insurance

401(k) with company match

Unlimited PTO

Parental, personal, bereavement, and R

Job summary

Goodwin Recruiting is securing a Head of Sales for a hospitality SaaS company. This executive will own the sales strategy and drive a scalable revenue engine across mid‑market and enterprise segments.

Leading a team, you will push aggressive ARR growth, shape the GTM strategy, and influence long‑term direction. The role is remote for designated states and offers executive compensation and equity potential.

Qualifications

• 10+ years of progressive sales experience.
• 5+ years in senior sales leadership within B2B SaaS.
• Experience selling tech into hospitality markets (restaurants, hotels, bars).
• Proven ARR growth from ~$10M to $50M+.
• Experience leading teams of 5+ sales professionals.
• Own revenue targets, bookings, forecasting and performance.

Responsibilities

• Own the sales strategy and build a scalable revenue engine.
• Oversee the sales organization across mid-market and enterprise.
• Drive aggressive revenue growth and GTM execution.
• Present forecasts and performance to executives and board.

Skills

Sales leadership

B2B SaaS sales

Forecasting

Multi-stakeholder deals

Strategic GTM planning

Education

Bachelor’s degree

MBA (preferred)

Tools

CRM platforms

Sales engagement tools

Job description

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