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.