Regional Director, Western IL

Regional DirectorLucky Lincoln Gaming is the 5th largest route gaming operator in Illinois, generating over $110M in annual revenue, and we're building to become the largest. We're scaling fast, and the field is where our growth is won or lost. This is a company for people who want real ownership, real accountability, and the chance to build something bigger as we expand into new states and new markets.About The RoleThe Regional Director owns a book of 50 to 60 locations and is measured on one thing: growth. You own the revenue in your region, the contracts that protect it, and the marketing dollars that grow it. You carry a sales budget and a marketing budget, and you decide where that spend goes and what it has to return.This is a revenue seat, not an operations seat. Service, warehouse, and collections are handled elsewhere. Your job is to grow revenue, extend contracts long before anyone else gets a look at them, and put marketing spend into the locations where it moves same store performance. You are also the company's face with municipalities across your region, and you keep licensing clean so growth never stalls on paperwork. You lead 1-2 District Managers who carry account management and new sales. Their numbers are your numbers. You report directly to the CEO.What You'll OwnRevenue growth across a book of 50 to 60 locationsLong term revenue security through contract extensions and renewals, signed ahead of expiration, not at itA sales budget and a marketing budget, including where every marketing dollar goes and what it returnsSame store revenue growth through targeted, location level marketing investmentTwo District Managers: hiring, coaching, performance, and quota accountabilityOwner and operator relationships across your region, deep enough that competitors never get a first callNew location pipeline and closes within your territoryLicensing across your region: applications, renewals, and compliance for your locations, kept current and never a reason a location goes darkRelationships with municipalities, local officials, and regulators in your markets, built before you need themAccurate forecasting and clear, honest reporting on your bookRequirementsWhat Success Looks LikeYour region grows revenue year over year and outperforms the portfolio averageContract extensions are signed early, and retention risk is flagged months out, not at renewalMarketing spend is allocated on evidence, and you can show the same store lift it producedBoth District Managers hit their numbers, and at least one is ready for moreLocation owners in your region call you first when something changesLicensing is current across the book, with no lapses, no surprises, and no revenue lost to a paperwork delayYou are a known, trusted name in your municipalities, and local decisions do not blindside usWhat We're Looking For5+ years growing revenue in a field-based, multi-location, or route-based businessA track record of building and developing a sales team, ideally including other managersExperience owning a budget and defending how you spent itComfort with contract negotiation and renewal cyclesExperience working in a licensed or regulated industry, and the patience to keep licensing and compliance currentCredibility with municipalities, local officials, and regulators, and the judgment to represent the company well in a room like thatFluency with numbers: you build the forecast, you know why it moved, and you can explain it without a deckReal relationship-building ability with independent owners and operatorsYou think like an entrepreneur and operate like an ownerYou take direction, run with it, and come back for moreYou want a path with serious upside, and you intend to earn itRoute gaming, vending, beverage distribution, or similar field sales experience is helpful, not requiredWe offer a full suite of benefits, including medical, dental, vision, 401(k) matching, and more.Highland Holdings and its portfolio companies are equal opportunity employers. We evaluate all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.