Director of Membership Sales - Travel Tech

Fixed — third person, agency framing. Director of Membership Sales Remote (EST+ hours) · Full-time · Base + uncapped commission Our client is a high-touch travel concierge company (delivered over WhatsApp) serving founders, investors, and senior execs. The model is already proven: multi-million monthly sales, very high retention, notable customers, recent raise led by a top-tier fund. The problem The company generates hundreds of qualified leads a month through ads, referrals, and partnerships. AI-driven onboarding converts leads to trial at a rate well above average. What's missing is someone to take that trial and close it. Trial-to-member conversion is in the single digits today, it should be 30%, because that's what happens when someone responds fast and isn't afraid to get on the phone. What the role owns Speed to lead: personal WhatsApp message in under 5 minutes, quote in hand in under an hour Trial activation: takes the context AI already gathered and builds the relationship through to the first trip request Follow-up until there's an answer: minimum 3 touches over 30 days, most deals die from silence, not rejection Sales dashboard at inbox zero: every lead with a next step and a date Feedback upstream: reports what converts and what doesn't back to the team Who they're looking for A closer. A real sales closer. Has sold something hard before and loves the game Lives on WhatsApp: fast response feels natural, not heroic Self-starter: takes a high-level brief and comes back with results, not questions Motivated more by uncapped commission than a high base Genuinely loves travel: it shows within two messages Uses AI daily, personally and professionally Must have: travel/flight sales experience, deep miles/points knowledge, has built AI-driven sales systems before. Compensation Base: $30K–$40K Uncapped commission + upside tied to travel revenue OTE: $100K+ year one at moderate success, $150K+ at strong success, no ceiling Fully remote, covering EST hours Why join Reports directly to the company's COO. Works directly with cofounders and C-suite. Real product-market fit, high-profile customers, fast growth, and a clear operational problem waiting for an owner. Annual company-paid offsite.