Regional Sales Manager, Strategic Accounts

Pleasant Holidays and EVOKE | INSPIRE are seeking a dynamic, relationship-driven Regional Sales Manager, Strategic Accounts to drive strategic growth through meaningful advisor engagement and strong Host Agency partnerships across the United States.

Reporting to the Director of Sales, Strategic Accounts, this role serves as the dedicated execution partner for the Strategic Account Growth Strategy. The Regional Sales Manager translates account-level priorities into consistent advisor engagement, customized business plan execution, education, marketing activation, and measurable revenue growth. This position expands advisor-facing execution capacity while enabling the Director to remain focused on executive partnerships, strategic planning, and portfolio leadership.

The ideal candidate understands premium and luxury FIT land travel, Host Agency business models, and consultative sales. This individual builds trusted relationships, follows through with discipline, and is motivated by helping travel advisors grow their businesses through the products, service, and support of both brands.

Key Responsibilities

Strategic Account Plan Execution

• Execute account priorities. Translate strategic direction and customized account plans into coordinated advisor engagement, business development, training, marketing, and follow-up activity.
• Manage assigned relationships. Develop and grow a portfolio of high-value advisor relationships within designated Strategic Accounts while supporting established account-level revenue objectives.
• Drive disciplined follow-through. Maintain clear action plans, timelines, ownership, and progress updates for assigned initiatives.
• Coordinate nationwide execution. Partner with the Director of Sales, Strategic Accounts and the Regional Sales team to deliver consistent coverage without duplicating account ownership.

Advisor Engagement & Business Development

• Increase advisor penetration. Engage top-producing, emerging, lapsed, and high-opportunity advisors to improve activation, retention, product adoption, and share of wallet.
• Build trusted partnerships. Maintain a proactive cadence of virtual and in-person meetings, business reviews, consultations, and timely follow-up.
• Convert opportunity into growth. Identify advisor-level business opportunities and execute tailored action plans that support profitable revenue growth across both brands.
• Deliver responsive support. Provide professional, solution-focused assistance and coordinate with internal teams to strengthen advisor satisfaction and long-term loyalty.

Sales Enablement, Education & Marketing

• Strengthen brand adoption. Clearly communicate the distinct positioning and value of Pleasant Holidays and EVOKE | INSPIRE, aligning advisor and client needs with premium and luxury FIT products and experiences.
• Deliver advisor education. Lead customized virtual and in-person training, webinars, office hours, and onboarding initiatives that increase advisor confidence and selling capability.
• Activate targeted marketing. Partner with Marketing to execute advisor communications, campaigns, promotions, social content, interviews, and other engagement initiatives.
• Lead purposeful FAM experiences. Plan, coordinate, and host domestic and international familiarization trips aligned with advisor development and revenue objectives; ensure strong post-FAM follow-up.
• Represent both brands. Serve as a polished, knowledgeable ambassador at Strategic Account conferences, partner meetings, trade shows, advisor events, and virtual programs.

Performance, Insights & Collaboration

• Deliver measurable results. Meet or exceed assigned revenue, advisor engagement, and business development objectives.
• Use data to prioritize. Leverage CRM, reporting, and analytics to monitor performance, document activity, identify gaps, and focus effort on the highest-opportunity advisors.
• Share market intelligence. Monitor competitor activity, advisor sentiment, and premium and luxury travel trends; provide actionable insights and partner feedback to leadership.
• Collaborate cross-functionally. Work closely with Sales, Marketing, Product, Training, Operations, Reservations, Customer Experience, and other teams to execute account priorities.
• Support organizational priorities. Participate in company initiatives and special projects that advance broader business objectives.

Success Measures

Success in this role will be measured through a balanced set of revenue, engagement, and execution indicators, including:

• Revenue performance and progress against assigned Strategic Account objectives
• Advisor activation, re-engagement, retention, and share-of-wallet growth
• Advisor meetings, business reviews, in-person visits, trainings, and follow-up completed
• Customized business plans, campaigns, promotions, and FAM strategies executed
• Participation and business outcomes from webinars, events, and advisor programs
• Quality, timeliness, and accuracy of activity and performance reporting
• Advisor satisfaction, partner feedback, and cross-functional execution

Qualifications & Experience

We are seeking an accomplished sales professional who brings:

• Bachelor's degree or equivalent professional experience.
• Minimum of five years of experience in sales, partnership development, account management, or another client-facing role.
• Travel industry experience strongly preferred; experience with Host Agencies, Consortia, travel advisors, hospitality partners, or premium and luxury consumer markets is highly valued.
• Strong understanding of premium and luxury FIT land travel and the travel advisor distribution channel.
• Demonstrated success in consultative selling, relationship development, business planning, and revenue growth.
• Experience delivering presentations, webinars, training, and advisor-facing events.
• Confidence analyzing sales data and using CRM and reporting tools to guide priorities and performance.
• Excellent written, verbal, presentation, and active-listening skills.
• Strong organization, project management, accountability, and follow-through.
• A polished professional presence and genuine passion for premium and luxury travel.
• Ability and willingness to travel up to 60%, including air and ground travel for partner meetings, conferences, events, and FAM trips.
• Residence in Florida within close proximity to a major international airport.
• Eligibility for enrollment in the company's AAA Safe Driving Program.

The Regional Sales Manager, Strategic Accounts participates in a base salary plus incentive compensation program with unlimited earning potential based on the achievement of defined corporate financial objectives and individual business goals for Pleasant Holidays and EVOKE | INSPIRE. Most Regional Sales Managers earn between $65,000 and $90,000 annually.

Benefits to working at Pleasant Holidays:
•    Medical (with prescription)
•    Vision
•    Dental
•    Flexible Spending Accounts
•    Paid Time Off for Holidays, Vacation, and Illness
•    Company paid Life Insurance
•    Long Term Disability
•    401(k) Plan
•    AFLAC Plans
•    Travel Discounts on all Pleasant Holidays packages, Hotel Rooms, Car Rentals, Tours & Activities. Discounts apply to family members and friends too!

Pleasant Holidays is one of the largest travel wholesalers in the United States, specializing in vacation travel to the Hawaiian Islands, Caribbean, Central America, Europe, Mexico, Middle East, South Pacific (Australia, Cook Islands, Fiji, New Caledonia, New Zealand & Tahiti), Japan, the United States & Canada, and cruise vacations worldwide. Pleasant Holidays is a subsidiary of the Automobile Club of Southern California, a diversified insurance, roadside assistance, financial services and travel organization serving more than 18 million AAA members across 24 states.

Pleasant Holidays is an Equal Opportunity Employer

Our organization participates in E-Verify

Pleasant Holidays will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws