Lead VIP Host

About DripDrip is an AI-native social commerce marketplace for passionate communities, starting with collectibles. We power live streaming, digital packs, and other community-based commerce mechanics — for our own marketplace and for some of the leading brands in the collectibles hobby. We've been growing 20%+ per month for the last six months, and we're profitable. We're backed by Base10, Eniac Ventures, Kindred Ventures, and Harlem Capital.The roleA small number of collectors account for a large share of everything that happens on Drip. They're here most nights. They know what they're chasing. They notice when something goes wrong, and they notice when someone remembers.Right now, no one owns those relationships by name. That's the job.This is a sales role built on relationships, not a service role with a relationship veneer. You'll carry a book of our highest-spend collectors and a number that goes with it. You'll grow the collectors who are already active, win back the ones who've gone quiet, and move high-potential members up into the top tier.Two things make this different from a standard VIP job. Reactivation is not a side project — a meaningful share of your target will come from collectors who used to spend with us and stopped. And you are expected to hunt. Some of the collectors who should be on Drip have never heard of us, and finding them, reaching them, and bringing them in is part of the role, not a stretch goal.This is the first hire on a function we're building from scratch, and it's a lead role. You'll co-build the program with our Head of Retention & Whale Acquisition — tiering, cadence, perk structure, playbook — and you'll be the person we build the team around as it scales. If you want to inherit someone else's system and run it, this isn't the job.What you'll doSell and reactivateCarry a revenue target against a defined book of top collectors, and hit itSource net-new collectors from outside the platform. Build target lists, work the show circuit and collector communities, run direct outreach, and turn referrals from your book into new relationshipsRun systematic win-back on lapsed VIPs — build the target list, work it, and report on what movesGrow spend inside the existing book: know what each collector is chasing and put it in front of themManage a credit and perk budget with real discretion, and be accountable for what it returnsOwn the relationshipsKnow your collectors by name, category, grail list, budget rhythm, and history with us — in the CRM, not in your headReach out proactively and between streams, not just when someone shows upBroker access to inventory: flag chase cards and hold back the right item for the right collector, working with the buying and live teamsOwn escalations end to end, including chasing internal teams so the collector never has toShow up where collectors are — live, in Discord, in DMs, and in person at showsCo-build the programPartner with the Head of Retention & Whale Acquisition to define tiering criteria, contact cadence, perk structure, and what a healthy VIP relationship looks likeBuild the reporting that tells us whether any of it is workingBring back what your book teaches you about pack economics, pricing, assortment, and where we lose peopleHelp hire and ramp the hosts who come after youYour first 90 daysDays 1–30: Learn the product as a buyer. Open packs, take delivery, submit a card. Get in front of every collector at the top of the book.Days 31–60: A written point of view on tiering and coverage, a working contact cadence, and an active reactivation campaign against the lapsed list.Days 61–90: Measurable revenue movement in your book, a reactivation number we can trust, a working pipeline of net-new collectors, and a hiring plan for the team behind you.What we're looking forRequired5+ years in a quota-carrying, relationship-driven sales or account role — and at least some of it spent on high-value individual clients rather than companiesA book you built yourself, and specifics on what happened to it: how it grew, what your retention and win-back numbers were, who you lost and whyDemonstrated reactivation experience. Bringing back a client who left is a different skill from keeping one who stayed, and we want the person who's good at the harder oneA hunting track record. You've sourced high-value clients who weren't handed to you — through cold outreach, events, communities, or referrals — and you can name how you found your last severalGenuine comfort with high-spend individuals — you can talk to someone dropping serious money without being intimidated or obsequiousFollow-up discipline that doesn't need a manager behind itAnalytical enough to open a spend report and know which three people to call todayThe judgment and self-direction to operate as the first person in a function, with no playbook waiting for youAvailable nights and weekends. Our business runs when collectors are off workStrongly preferredKnowledge of the hobby — sports cards, Pokémon, or TCG. You know sets, chase cards, grading, and comps, or you can learn it fast enough that no one can tellExperience standing up a VIP, loyalty, or high-value account program rather than joining an established oneManagement experience, or a clear readiness for itWe are not looking for a support queue manager or a relationship caretaker, or someone who only performs when the leads arrive pre-qualified. This is a book of business with a number attached, and part of that book doesn't exist yet.Backgrounds we hire fromWe're open on where you come from. People who do this well tend to come from:Luxury retail clienteling — watches, jewelry, high-end fashionAuction house, consignment, and private client relationship rolesMembership and private client programs where you owned a bookHigh-touch hospitality, events, and conciergeMarketplace or creator-platform account managementConsumer platforms where a small number of customers drive most of the revenueThe hobby itself — card shops, the show circuit, or a breaker's community teamHow we'll measure youRevenue retained and grown within your bookReactivated spend from lapsed VIPsMembers moved up into the top tierNet-new high-value collectors sourced and activatedCoverage and contact quality — are the right people being reached, and do they respondReturn on the perk and credit budget you deployCollector-reported satisfaction and issue resolution timeCompensation$100K–$120K base salary, plus performance-based variable compensation tied to retained, reactivated, and net-new spend within your book. Equity included.Interview processIntro call with the Head of Retention & Whale AcquisitionDeep dive on your book — how you built it, grew it, and what happened when you lost someonePractical exerciseConversation with a member of the leadership teamReferences, including at least one former client where possibleDrip is an equal opportunity employer. We don't discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, parental status, disability status, or any other characteristic protected by law.