About this role
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.
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