REGIONAL DIRECTOR OF SALES - HAWAII

About our company:

Springboard Hospitality is a premier third-party hotel management company with a 30+ year history transforming lifestyle hotels, from the islands of Hawaii to the tip of Florida.

Springboard team members are a diverse mix of independent innovators, savvy storytellers, adventure-seekers, tech entrepreneurs, free-thinkers and community leaders making waves across one of the most diverse portfolios in the industry.

At every level, the Springboard team is dedicated to going Above & Beyond to deliver hotels that transform people, properties & communities. From memorable moments at the front desk, to thoughtful room touches, to inspired onsite programming, the Springboard team is committed to empowering the traveler’s journey—inviting them to experience the frequency of each hotel’s locale, pushing authentic human connection, exploration, and discovery, while also driving revenue.

Springboard values intentional culture, and whole-heartedly believes in nurturing, training, and empowering the careers of the hospitality leaders of today and tomorrow, encouraging them to travel and explore, through Springboard’s award-winning portfolio. From work life balance to career development, Springboard values and invests in the greater team, reflected in zero corporate turnover during the pandemic, well positioned for continued growth through the future.

https://www.springboardhospitality.com/

Primary mission:

As the Regional Director of Sales – Hawaii, the mission is to lead, develop, and execute strategic sales initiatives across the Hawaii portfolio to drive group and catering revenue, maximize profitability, and elevate customer satisfaction. This role oversees both short- and long-term sales planning while ensuring day-to-day operational excellence. In partnership with the General Managers and corporate leadership, the Regional Director plays a key role in shaping sales and marketing strategies, supporting revenue optimization, and aligning with overall business goals. Responsible for leading and mentoring a high-performing sales team, this role fosters a culture of accountability, collaboration, and growth anchored in aloha and excellence.

SCOPE OF WORK + TEAM

• Reports to Corporate Director of Sales
• Supports special events team 
• Based out of the Hawaii Corporate Office located in Honolulu, Hawaii

RESPONSIBILITIES 

• Lead Regional Sales Strategy: Oversee the solicitation, negotiation, and closing of group and catering business for hotels across the Hawaii portfolio through a variety of channels including proactive sales calls, targeted marketing efforts, networking, and strategic partnerships. Ensure each property maximizes group and catering revenue to meet or exceed established goals.
• Sales Team Leadership & Development: Provide direction and mentorship to on-property sales teams. Responsible for supporting regional hiring, onboarding, training, development, coaching, performance management, and fostering a culture of collaboration, accountability, and high performance.
• Budgeting & Forecasting: Support and guide each property in developing and managing their group and catering sales budgets and marketing plans. Monitor and analyze market trends, competitive sets, and customer needs to drive strategic planning. Review and interpret forecasts, pacing reports, and productivity metrics across the region to ensure revenue goals are met.
• Optimize Regional Sales Operations: Implement company initiatives, systems, and best practices to streamline regional sales efforts. Ensure alignment with ownership expectations, brand/franchise guidelines, and OLS/Springboard policies and procedures to optimize performance across all properties.
• Relationship Management: Develop and maintain strong relationships with key corporate, travel, meeting planner, and community partners to grow regional market share. Represent the Hawaii portfolio at industry events, conferences, and within professional associations to promote visibility and drive business opportunities.
• Sales Enablement & Technology: Provide guidance on the use and optimization of sales platforms, CRM systems, and distribution channels. Leverage data analytics and digital tools to drive strategy, evaluate ROI, and identify new business opportunities across both group and leisure segments.
• Cross-Functional Training & Collaboration: Partner with hotel leadership teams to train all staff on recognizing and converting sales opportunities. Foster a culture where every team member understands their role in driving occupancy, revenue, and guest loyalty.
• Talent Development & Engagement: Attract, retain, and empower high-performing sales talent across the region. Cultivate an environment of open communication, professional growth, and shared success, while ensuring alignment with company values and business objectives.

EXPERIENCE:

• Prior Experience:
  • 6+ years as top sales leader position in a hotel/hospitality environment of comparable scale to OLS Hotels & Resorts or six years of employment in a related position with this company or other companies.
  • Previous sales and marketing leadership responsibility overseeing all related functions for an upscale or boutique/luxury property of comparable scale to OLS Hotels & Resorts (four diamond level or higher).
  • Knowledge of travel trade industry, group markets and leisure segment including key contacts that would serve to source business for the property and that align with the profile and prestige positioning of OLS Hotels & Resorts.
• IT Expertise:
  • Advanced knowledge of computer software (including Microsoft Office, outlook) and web analytics tools is preferred.

• Education:
  • A four-year college degree or equivalent education/experience
• Subject Expertise:
  • Participate in trade shows and community and professional organizations to maintain high visibility and the achievement of sales and revenue goals
  • Perform special projects and other responsibilities as assigned. 
  • Participate in hotel committees, MOD program and task force assignments.
  • Assist the Front Office Manager in all areas requested and act in his/her place during his/her absence
  • Demonstrate a working knowledge of all property safety and security procedures as required maintaining a secure and safe environment for employees as well as guests.
  • Report any unusual occurrences and/or request to Supervisor.
  • Read and abide by all the regulations and rules of conduct stated in the Associate Handbook.
  • Must be service oriented with excellent customer service and sales skills
  • Must be able to effectively communicate to guests, management, and coworkers and read, write and understand the English language
  • Must be energetic and outgoing
  • Must possess excellent interpersonal and organizational skills
  • Must be able to follow directions with attention to detail, speed and accuracy
  • Must be a team player with the ability to work under minimal supervision
  • Must be able to multi-task in a fast-paced work environment
  • Must be able to understand and work with basic financial information and solve basic arithmetic problems
  • Must be able to type 45 wpm and have the ability to input data and access information on the computer
  • Must have proficient working knowledge of Microsoft Office, Opera; preferred.
  • Must be able to exercise confidentiality and discretion.

OTHER EXPECTATIONS:

• Abide by payroll policies, procedures and rules of conduct as stated in the Springboard Hospitality Associate Handbook.
• Demonstrate a working knowledge of all company safety and security procedures.
• Travel required: As needed for hotel familiarization, content creation shoots and to meet with colleagues.
• Hours Required: Must primarily work during Springboard Hospitality business hours, Monday - Friday 8am - 5pm (PST), while understanding that the hotel business functions 24/7 and some weekend or holiday work may occasionally be required.

Benefits:

Springboard Hospitality offers an empowered working environment that encourages collaboration and flexibility. We offer a superior benefits package to employees who work 20 hours/week or more that includes:

Full Time Benefits

• Competitive Base Salary
• PTO
• Medical, Dental, Vision, Life, Pet Insurance
• 401K
• Costco Membership
• Bereavement Leave
• Management Contract Referral Program
• Education Assistance

Additional Per Position

• Employee Rates at all of Springboard Hospitality’s 35+ Hotels
• Monthly Cell Phone Stipend
• Dry Cleaning Services
• Hotel Level Executive Bonus Program
• Retention Bonuses
• Lead Share Program
• Associate of the Month/Quarter & Company-wide Associate of the Year Programs
• Associate Referral Bonus Program

Springboard Hospitality Core Values:

• CONNECTED. We are plugged into people, technology and the cutting edge of culture.
• INDEPENDENT. We are free-thinkers who embrace diversity and advocate for innovation.
• COLLABORATIVE. We are collaborative and believe that the best solutions are found by working hand-in-hand.
• PERSONALIZED. We are devoted to authentic human connection, personalizing our approach to the guests and owners that we serve.
• DYNAMIC. We are analytic thought leaders who harness the power of data to maximize return on investment.

OLS Hotels & Resorts LLC dba Springboard Hospitality (Springboard) is an equal opportunity employer.  Springboard provides equal employment opportunity for all associates and prohibits discrimination based on race, color, sex (including pregnancy, childbirth, breastfeeding and medical conditions related to pregnancy, childbirth, or breastfeeding), gender, religious creed (including religious dress and grooming practices), marital status, domestic partner status, age, national origin or ancestry, physical or mental disability, medical condition, genetic information and characteristics, sexual orientation, gender identity or expression, military or veteran status, or any other basis protected under federal, state, or local laws.  Springboard also provides reasonable accommodations for qualified applicants and employees with disabilities or medical conditions in accordance with applicable laws.