Head of Sales (Luxury Travel)

About the role

A luxury travel company that runs route-based expeditions aboard a fully custom private jet is looking for a Head of Sales to personally sell out its departures. The position is remote, based in Panama with travel to meet clients, and reports to the President. The founder has sold every trip so far and will hand over the buyers and objections; the candidate also builds the sales system and, when volume grows, hires, trains and leads the next salesperson.

Key responsibilities

• Sell out every departure on time and at full price, running discovery and getting a clear yes or no from every prospect
• Follow up leads every other day until answered, then daily, and close leads from hotel and coaching partners within the hour
• Ask for referrals after every deposit and close the next departure on-trip and post-trip
• Track prospects and stages in HubSpot, record and review every call with the company's AI coaching system, and write the sales plans and playbook
• When needed, write the job description, interview, train and set the bar for the next salesperson

Required profile

• 5+ years selling high-ticket, personal-purchase products or experiences to founders, executives and wealthy families
• Proven closing record of decisions of $100,000 and up, with numbers on volume, average ticket, close rate and lead sources
• Comfortable holding peer-level conversations with founders, CEOs and heads of family offices
• Excellent spoken and written English, plus Spanish or Portuguese
• Available evenings, weekends, across time zones and willing to travel to meet prospects
• Discretion with client names and trip details; coachable, with every call recorded and reviewed

Required skills

• HubSpot fluency, or the ability to reach it within a week
• Phone, text and video calls
• Preferred: experience in private aviation or ultra-luxury travel, building a sales system from a spreadsheet to a CRM, and closing leads from luxury brand partnerships

What we offer

• $8,000-$10,000 USD per month plus uncapped commission, an accelerator and profit share on sold-out departures
• Direct coaching from a founder who has sold every departure
• Remote work with travel

Applications are submitted via the recruiter's platform in English, with numbers from the last three years and a short walk-through of a big deal. Candidates who have never closed a six-figure personal purchase, who mainly sell to corporate budgets, or who need a team before making calls are not considered.