Regional Event Sales Manager – Southern Indiana (Territory Owner, Contractor)
Title: Regional Event Sales Manager – Southern Indiana (Territory Owner, Contractor) Location: Southern Indiana (Bloomington and surrounding region) Type: 1099 Contractor – Territory‑based Comp: $50 per event day + 15% commission on all sales (no cap) + quarterly profit bonus (P&L‑based)About the roleWe’re Sky Hooks, a wooden novelty toy brand with a simple, eye‑catching balancing toy that stops people in their tracks at markets, fairs, and festivals. This is a builder role for someone who wants to own a region, not just work shifts.As the Regional Event Sales Manager for Southern Indiana, you will own your territory: booking events, running and staffing booths, and managing the P&L for your events. You’ll start by working events yourself, then grow into hiring and leading a small team so you can be in as many events as possible.What you’ll doBuild and manage an event calendar of profitable markets, fairs, craft shows, and festivalsEvaluate and select events, aiming for maximum traffic and the right audiencePersonally run events at the start (simple table setups, no large booths)Demo and sell Sky Hooks with energy and confidence, drawing people into the boothHire, train, schedule, and pay subcontractors to staff events as you scaleEnsure every booth is properly manned with people who represent the brand well and can promote enthusiasticallyTrack sales, inventory, and basic expenses, and review event P&Ls to improve resultsCompensation and structureThis role is structured like a territory‑ownership opportunity.$50 guaranteed per event day15% commission on all sales in your territory (no cap)You control your staffing and pay your subcontractors out of your commissionQuarterly bonus based on the profitability of your events’ P&LsInitial territory: Southern Indiana, with potential to expand into additional territories based on performanceTypical earnings once established Actual earnings depend on event quality, sales skill, and how you staff and schedule events. As a general guide:1‑day event: often in the ~$180–$350+ total earnings range2‑day event: often in the ~$295–$355+ or higher rangeStronger events and better teams can push results above these examples.Who this is perfect forYou’re entrepreneurial and want to build “your” region, not just pick up hoursYou’re outgoing and comfortable selling face‑to‑face and creating energy around a small productYou’re proactive about finding events and opportunities instead of waiting to be scheduledYou’re organized enough to handle a calendar, simple P&Ls, and basic reportingYou’re available for weekends and some evenings and have reliable transportation for event materialsSales, event, or team‑lead experience is helpful, but drive and coachability matter most.How to apply and what to expectStep 1 – Application questions When you apply and submit your resume, you’ll be asked a few short written questions, including:Why you’re a fit to own and grow a territory like thisAny experience you have with sales, events, or in‑person customer interactionExamples of when you took ownership, built something, or led othersYour availability (weekends/evenings) and your home base in Southern IndianaTreat these responses like your first sales pitch.Step 2 – AI interview If your application is selected, you’ll complete a short AI‑powered interview where you’ll answer structured questions about your experience, ownership mindset, and how you approach selling and events.Step 3 – Video conversation Candidates who pass the AI interview will be invited to a live video call to discuss the role, expectations, and your approach to building the territory.Step 4 – In‑person meeting Finalists will have an in‑person meeting to walk through the role, territory, and next steps before any offer is made.The entire process is designed to move quickly and should take less than two weeks from application to final decision.