Destination Sales Executive Jobs (NOW HIRING)

The Sugarloaf Corporate & Group Sales Executive is a dedicated new business hunter focused on driving revenue growth through proactive outbound prospecting and strategic account development.

This role targets the Boston corporate market, Maine-based companies, and group leisure accounts, with the goal of building a sustained pipeline that positions Sugarloaf as the premier destination for corporate meetings, incentive retreats, and group travel in the Northeast.

This individual is self-directed, results-oriented, and comfortable operating independently in a fast-paced, seasonal resort environment. In addition to full-cycle new business development, this role provides coverage support for the Sales team during periods of leave, ensuring continuity of service for existing accounts while simultaneously building new revenue-generating relationships.

This full-time, year-round salaried role is benefit eligible and anticipated to start within an annual pay range of $55,000 to $65,000 (based on experience) plus commissions.

New Business Development & Outbound Prospecting

• Execute a disciplined outbound prospecting strategy targeting Boston-area corporations, Maine-headquartered companies, and regional group leisure accounts.
• Identify, qualify, and cultivate new corporate and group leads through cold outreach, LinkedIn prospecting, trade association engagement, and networking events.
• Develop and maintain an active pipeline of prospective clients in CRM (Delphi), with consistent activity logging, follow-up cadences, and stage progression tracking.
• Conduct site visits, presentations, and discovery calls to convert prospects to booked business.
• Establish and grow relationships with third-party meeting planners, DMCs, and group travel buyers who influence corporate retreat and group leisure decisions.

Corporate & Group Account Management

• Manage the full sales cycle from initial inquiry through contract execution for corporate meeting, group ski, incentive travel, and team-building accounts.
• Prepare and present customized proposals, group packages, and contract documents that reflect client needs and resort capabilities.
• Collaborate closely with the service teams to ensure seamless handoff and execution once business is contracted.
• Respond to all inbound group and corporate inquiries in a timely, professional manner, maintaining Sugarloaf’s service standards throughout the sales process.
• Maintain accurate and current account records, including all correspondence, proposals, and contract activity

Sales Team Coverage

• Provide coverage support for the Sales team during leave periods, managing existing account relationships and responding to client needs with continuity and professionalism.
• Ensure no interruption to active group bookings, contracts in progress, or key account communication during the coverage period.
• Coordinate with the Senior Sales Manager and VP of Sales & Marketing to prioritize and manage workload across both coverage and new business responsibilities.

Collaboration & Resort Engagement

• Work cross-functionally with Food & Beverage, Lodging, Events, and Operations teams to design and package compelling group experiences.
• Represent Sugarloaf at trade shows, corporate travel events, and prospecting trips to the Boston and greater Maine markets as directed.
• Attend all department and resort sales meetings; contribute to weekly sales reporting and pipeline reviews.
• Support resort-wide sales initiatives and revenue strategies as directed by the Senior Sales Manager and VP of Sales & Marketing.

Flexible work hours including evenings, weekends, and holidays as business demands require.

Preferred Skills & Experience:

• 3–5 years of experience in hotel, resort, or destination sales with a demonstrated focus on new business development and outbound prospecting.
• Proven track record of building a pipeline from the ground up and converting prospects to contracted group or corporate business.
• Familiarity with the Boston corporate meetings market and/or Maine-based group travel preferred.
• Experience with Delphi or comparable CRM/sales management software; proficient in Microsoft Office Suite.
• Strong written and verbal communication skills; confident and polished in external-facing presentations and client interactions.
• Self-motivated with the ability to manage time independently and prioritize a dual-focus workload (new business + coverage).
• Prior ski resort or outdoor/adventure hospitality experience a plus.

Sugarloaf Team Member Benefits include:

• Free lift pass for skiing and/or riding (at all Boyne Resorts)
• Eligible for medical/dental/vision insurances and 401K benefits
• Discounts at resort F&B and retail locations, discounted ski/snowboard lessons and rentals
• Access to Nordic trails at our Outdoor Center location
• Access to mid-week golf rounds at our nationally ranked course
• Full-time year-round team members are also eligible to earn paid time off

Preferred Skills & Experience:

• 3–5 years of experience in hotel, resort, or destination sales with a demonstrated focus on new business development and outbound prospecting.
• Proven track record of building a pipeline from the ground up and converting prospects to contracted group or corporate business.
• Familiarity with the Boston corporate meetings market and/or Maine-based group travel preferred.
• Experience with Delphi or comparable CRM/sales management software; proficient in Microsoft Office Suite.
• Strong written and verbal communication skills; confident and polished in external-facing presentations and client interactions.
• Self-motivated with the ability to manage time independently and prioritize a dual-focus workload (new business + coverage).
• Prior ski resort or outdoor/adventure hospitality experience a plus.

Sugarloaf Team Member Benefits include:

• Free lift pass for skiing and/or riding (at all Boyne Resorts)
• Eligible for medical/dental/vision insurances and 401K benefits
• Discounts at resort F&B and retail locations, discounted ski/snowboard lessons and rentals
• Access to Nordic trails at our Outdoor Center location
• Access to mid-week golf rounds at our nationally ranked course
• Full-time year-round team members are also eligible to earn paid time off