Event Sales Lead

PROSPECT BerkshiresPROSPECT Berkshires is a design-forward retreat destination set on a 30-acre lakefront campus in the Berkshire Hills. Guests come here to slow down, reconnect, and gather with colleagues, friends, and family in an environment that balances nature, thoughtful design, and relaxed hospitality.Events at Prospect unfold across a living hospitality campus rather than within a single venue. Corporateretreats, weddings, and celebrations flow naturally between cabins, dining spaces, lakeside terraces, outdoor gathering areas, trails, and wellness amenities throughout a stay.We are seeking an experienced Event Sales Lead to guide these gatherings from first inquiry through on-site execution. This role is suited for a hospitality professional with strong taste, creativity, and operational awarenesssomeone who can thoughtfully guide sophisticated clients while working closely with the entire campus team to deliver gatherings that feel seamless, natural, and quietly elevated.Core Event PillarsThe Event Sales Lead manages events across three primary categories.- Corporate Retreats- Multi-day off-site retreats that often include full property buyouts and coordinated programming across the campus.- Weddings- Seasonal weekend celebrations that include full property use and require comprehensive coordination across lodging, dining, and event spaces.- Private Celebrations - Smaller gatherings, such as milestone birthdays, anniversaries, and private dinners, require thoughtful planning and close collaboration with the culinary and service teams.Role OverviewThe Event Sales Lead manages the full event lifecyclefrom inquiry and proposal through planning and on-site coordinationensuring each gathering reflects the tone and hospitality standards of Prospect. Because many events include multi-day stays and full property use, the role works closely with multiple departments across the campus, including lodging, guest services, culinary, operations, and finance.The position combines sales leadership, creative collaboration, and on-site hospitality presence, helping ensure both clients and staff feel confident throughout the event process.Brand Stewardship & Guest ExperiencePROSPECT exists as a place to step awaywhere guests gather with colleagues, family, and friends to reconnect in a setting that feels natural, welcoming, and thoughtfully designed. Events here are intended to feel relaxed yet refined, balancing creativity with careful attention to detail. Our clients are often well-traveled and experienced hosts themselves. They expect an environment where hospitality feels effortless, and gatherings are thoughtfully composed.The Event Sales Lead helps uphold this tone by: Guiding clients toward gatherings that feel intentional rather than formulaic Working closely with the culinary team to craft seasonal menus and dining experiences Helping shape the ambiance and flow of gatherings across the campus Communicating with clarity, warmth, and confidence throughout the planning process Representing the Prospect brand with taste, discretion, and strong hospitality instinctsThe goal is not simply to execute events, but to create gatherings that feel grounded in Prospect's spirit.Key ResponsibilitiesEvent Sales & Client Relationships Respond to event inquiries and guide prospective clients through the sales process Lead discovery conversations to understand the goals and vision of each gathering Present event proposals, pricing structures, and property buyout options Manage contracts in coordination with leadership and finance Serve as the primary client contact from booking through event completionEvent Planning & Coordination Translate signed agreements into clear event plans and timelines Coordinate closely with culinary, lodging, and operations teams Manage event timelines, guest counts, and property use Ensure alignment between client expectations and operational executionCampus-Wide CollaborationEvents at PROSPECT touch nearly every part of the property. The Event Sales Lead helps ensure that each department understands the event plan and how their role contributes to the guest experience.This includes coordination with: Front Desk & Guest Services guest arrivals, check-in coordination, and cabin assignments Bell / Grounds Team luggage assistance and guest orientation Food & Beverage menus, service style, and dining flow Housekeeping cabin readiness and turnover scheduling Operations & Facilities event setups across indoor and outdoor spaces Revenue Management & Lodging cabin pricing and accommodation coordination Finance contracts, deposits, and invoicingEvents at Prospect are a campus-wide collaboration, and this role helps ensure that the entire team is aligned in delivering the guest experience.On-Site Event Leadership Maintain a visible presence during key retreats and weddings Support communication across departments during events Monitor timelines and assist with adjustments when needed Help ensure the guest experience remains calm, organized, and welcoming Ideal Candidate.The ideal candidate brings a strong background in hospitality event sales and understands how to guide complex, multi-day gatherings within a retreat environment. They are comfortable working with sophisticated clients while collaborating closely with operational teams. Candidates who thrive in this role often come from environments where hospitality, design, and guest experience intersect, such as boutique hotels, retreat destinations, culinary-driven properties, and independent hospitality groups.Qualifications 510+ years of experience in hospitality event sales or group events Experience managing multi-day events or property buyouts Strong understanding of food and beverage operations Excellent communication and client relationship skills Highly organized with strong attention to detail Calm, solutions-oriented presence during live eventsExperience working within a multi-faceted hospitality environment where lodging, dining, and guest programming intersect is highly valued.What Makes This Role UniqueRather than operating within a traditional event venue, this role helps shape gatherings that unfold across a living hospitality campuswhere cabins, nature, dining, and wellness experiences all contribute to the guest journey.The Event Sales Lead plays an important role in supporting the continued development of Prospect as a destination for thoughtful retreats, meaningful celebrations, and memorable gatherings.ApplicationApplicants are encouraged to include a short description of one gathering, retreat, or event they helped shape that reflects their approach to hospitality and guest experience.Salary & BenefitsBase salary of $80,000 with a 3% comission on all sales in excess of $750,000 in the year 2026. Applicant will be eligible for all Prospect benefits including BCBS insurance, company 401k with match, vacation, and sick time.Pay: From $80,000.00 per yearBenefits:401(k) 5% MatchCell phone reimbursementDental insuranceHealth insurancePaid time offWork Location: In person recblid itch2whrd12fnmmkpv05sqr62ytzdo