Demo

Complex Group Sales Manager

The Reach Key West, Curio Collection by Hilton
Key West, FL Full Time
POSTED ON 12/29/2025
AVAILABLE BEFORE 2/22/2026

Casa Marina Key West
and
The Reach Key West
, part of the
Curio Collection by Hilton
, is looking for a
*Complex Group Sales Manager*
to join their sales team

This exciting career opportunity will support Group Sales at both beautiful resorts. The newly renovated Casa Marina Key West is nestled along the southern edge of the island – overlooking more than 1,100 feet of beach reserved exclusively for hotel guests. With 311 guest rooms, multiple food & beverage offerings, and more than 11,000 square feet of function space, this historic property is a landmark of the grace, charm and tranquility of Old Key West and location on Key West's largest private beach. The Reach Resort, boasts 150 guestrooms, 1 restaurant and 4,300 square feet of meeting space.

In this position, you will support the Director of Sales in managing Small Group Sales for both properties, focusing on groups with 20 rooms or less on peak. This is a hybrid position: while remote work is possible, the candidate must be based in the market to support sales operations, including attending meetings and conducting site visits.

The ideal candidate brings prior experience in hotel sales operations, with Delphi knowledge strongly preferred.

Want to learn more?
Hotel Website, Facebook, Instagram, YouTube

What will I be doing?
A Small Group Sales Manager is responsible for securing groups by building and establishing relationships with customers. Hilton is looking for dynamic individuals who are well-rounded and business minded. The sales office in a hotel is a fast-paced, ever-changing environment and is a true launching pad for those who aspire to grow their careers in hospitality. Specifically, you would be responsible for performing the following tasks to the highest standards:

  • Research, solicit and generate new leads for group opportunities through database research and proactive sales efforts, maximizing new room revenue streams, to meet and exceed lead generation goals.
  • Represent the hotel in the development of market segment(s) and new customer relationships while maintaining existing relations with assigned accounts. Consistently strives to maximize revenue and profitability for all hotel revenue streams.
  • Develop a business strategy by analyzing historical, current and future hotel and market trends, implementing marketing initiatives to capture the maximum amount of lead revenue to meet and exceed sales goals.

This role requires strong sales, communication, and networking skills. The ability to demonstrate a deep understanding of customer needs and then apply a disciplined approach to qualify, negotiate and secure new revenue for the hotel.

  • Customer and Account Management - Apply strong sales skills to create customer value. Differentiate Hilton from the competition and bring clear value to customers and the organizations they represent.
  • Prospecting - Demonstrate a mastery of the prospecting process. Identify potential customers. Prepare and implement your call strategy.
  • Negotiations - Understand the customer and the business leaders expectations. Adapt to a changing market.

Customer and Account Management:

  • Actively engage with Hilton Worldwide Sales, Convention Bureau and Intermediaries to retain existing customers and secure new business for the Hotel.
  • Develop and execute plans to engage in outside sales calls, industry tradeshows and customer events.
  • Develop, execute and communicate a monthly, quarterly and annual business plan for a designated market.
  • Maintain up to date pipeline of business opportunities that will meet the short and long-term business objectives for the designated market.
  • Represent hotel in all interactions dealing with their customers relative to sales, including creating business proposals and executing contracts.
  • Conduct site inspections through masterful story telling with prospective and existing customers based on their individual needs.
  • Coordinate customer specifications (including room, food and beverage and meeting space requirements) via identified lead management system. Enter and maintain pertinent account and booking information in Delphi FDC in accordance with defined standards.

Prospecting:

  • Research, solicit and generate new leads for business opportunities through database research and proactive sales efforts, maximizing new room revenue and meet and exceed lead generation goals.
  • Create and execute plan to shift share from your competitors.
  • Engage in outside sales activities to uncover needs, build relationships and to win new business.

Negotiations:

  • Negotiate contracts and commission agreements with end-user customers and intermediaries.
  • Provide solutions that both achieve and protect the financial goals of the hotel while strengthening relationships with customers.
  • Engage Hilton Worldwide Sales and Hilton Legal to support the contracting process when needed.

What are we looking for?
To fulfill this role successfully, you should demonstrate the following minimum qualifications:

  • Minimum Education: Bachelor's Degree preferred
  • Minimum Years of Experience:  Minimum of one year of Hotel experience in guest contact areas. Previous sales experience preferred.
  • Additional Requirements: Ability to travel on short notice and adaptable to schedule changes.
  • Highly professional presentations and oral and written communication skills.

Since being founded in 1919, Hilton has been a leader in the hospitality industry. Today, Hilton remains a beacon of innovation, quality, and success. This continued leadership is the result of our Team Members staying true to our Vision, Mission, and Values. Specifically, we look for demonstration of these Values:

  • Hospitality - We're passionate about delivering exceptional guest experiences.
  • Integrity - We do the right thing, all the time.
  • Leadership - We're leaders in our industry and in our communities.
  • Teamwork - We're team players in everything we do.
  • Ownership - We're the owners of our actions and decisions.
  • Now - We operate with a sense of urgency and discipline

In addition, we look for the demonstration of the following key attributes:

  • Quality
  • Productivity
  • Dependability
  • Customer Focus
  • Adaptability

What will it be like to work for Hilton?
Hilton is the leading global hospitality company, spanning the lodging sector from luxurious full-service hotels and resorts to extended-stay suites and mid-priced hotels. For nearly a century, Hilton has offered business and leisure travelers the finest in accommodations, service, amenities and value. Hilton is dedicated to continuing its tradition of providing exceptional guest experiences across its global brands. Our vision "to fill the earth with the light and warmth of hospitality" unites us as a team to create remarkable hospitality experiences around the world every day. And, our amazing Team Members are at the heart of it all

The Benefits
– Hilton is proud to support the mental and physical wellbeing of all Team Members so they can Thrive personally and professionally in a diverse and inclusive environment, thanks to innovative programs and benefits such as:

  • Access to pay when you need it through DailyPay
  • Medical Insurance Coverage – for you and your family
  • Mental health resources including Employee Assistance Program
  • Best-in-Class Paid Time Off (PTO)
  • Go Hilton travel program: 100 nights of discounted travel
  • Parental leave to support new parents
  • Debt-Free Education: Team Members will have access to a wide variety of educational credentials through our partnership with Guild Education, including: college degrees and professional certifications
  • 401K plan and company match to help save for your retirement
  • Hilton Shares: Our employee stock purchase program (ESPP) - you can purchase Hilton shares at a 15 percent discount
  • Career growth and development
  • Team Member Resource Groups
  • Recognition and rewards programs
  • Available benefits may vary depending upon property-specific terms and conditions of employment.

Work Locations
Curio Casa Marina Resort

Schedule
Full-time

Brand
Curio Collection by Hilton

Job
Sales

Salary.com Estimation for Complex Group Sales Manager in Key West, FL
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