Courtney Flanagan
Oakland Park,FL
Summary
Sales-oriented professional with 20 years of experience in high-end hospitality, generating revenue through strategic client engagement and high-ticket upselling. Expert in building trust and identifying customer needs to influence purchasing decisions in fast-paced environments. Committed to delivering exceptional client experiences, driving repeat business, and maximizing revenue opportunities.
Overview
15
15
years of professional experience
1
1
Certification
Work History
Server
Tacocraft Taqueria & Tequila Bar
Lauderdale by the Sea, FL
05.2022 - 10.2025
- Drove sales through expert recommendations of premium tequila and menu pairings, leveraging deep product knowledge
- Built rapport with guests from all backgrounds, enhancing customer satisfaction and increasing repeat business
- Thrived in a high-volume, fast-paced restaurant environment serving diverse, tourist-heavy clientele
- Maintained composure and performance during peak service hours with heavy foot traffic and high-pressure conditions
- Assisted in training and onboarding staff across multiple locations, supporting consistency in service standards
Server
Aruba Beach Cafe
Lauderdale-by-the-Sea, US
11.2021 - 05.2022
- Provided friendly, fast-paced service in a high-volume, 35+ year established oceanfront restaurant, catering to both local regulars and tourists
- Managed high-pressure, peak seasons by handling large parties (up to 25+) efficiently, maximizing seating efficiency and revenue per square foot
- Worked effectively during "peak season" to maximize sales and ensure rapid table turnover
- Managed a large, multi-section station including indoor and outdoor seating, ensuring consistent quality service
Server/Cocktail Waitress
S3 Restaurant (Sun Surf Sand)
Fort Lauderdale, US
04.2018 - 11.2021
- Managed high-profile reservations and VIP seating, ensuring tailored service that increased table average spending and beverage sales
- Cultivated relationships with tourists and local patrons to drive repeat business, contributing to S3's reputation as a premier dining destination in Fort Lauderdale Beach
- Mastered Aloha POS system to ensure accurate order processing, reducing billing errors and optimizing payment speed in a fast-paced environment
- Resolved complex customer service issues efficiently, turning potentially negative experiences into positive reviews, improving guest retention
Server
Sette Bello Ristorante
Fort Lauderdale, US
08.2012 - 03.2018
- Utilized persuasive communication and product expertise to influence purchasing decisions and enhance guest experience
- Managed high-value clientele in fast-paced, high-pressure environments while maintaining top-tier service standards
- Generated consistent revenue through high-ticket upselling of premium food and wine pairings
- Coordinated and executed large corporate events and full restaurant buyouts with a focus on timing, efficiency, and client satisfaction
- Delivered white-glove private dining experiences in clients' homes, reinforcing brand reputation and client trust
Server
Sal's Italian Ristorante
Hollywood (also Pembroke Pines location), US
10.2010 - 06.2012
- Executed suggestive selling techniques during high-volume shifts, recognized as top-performing server for add-on sales
- Built loyal clientele across Hollywood and Pembroke Pines locations through exceptional service and relationship building, driving repeat business
- Mastered dual-role responsibilities, transitioning between hosting, serving, and takeout coordination to eliminate service gaps during peak rushes
- Supported cross-site operations by maintaining high service standards and adapting to both locations' unique layouts.
Education
Some College (No Degree) - General Studies
Broward College
Davie, FLSkills
- Service-based closing
- Upselling & cross-selling
- Premium beverage expertise
- Customer relationship building
- High-volume sales environments
- POS systems mastery
- New store training
- Time management
- Multitasking under pressure
- Fast-paced adaptability
- Attention to detail
- Conflict resolution
- Communication across diverse demographics
- Cross-location support
Certification
Food Handler Certification
Timeline
Server
Tacocraft Taqueria & Tequila Bar
05.2022 - 10.2025
Server
Aruba Beach Cafe
11.2021 - 05.2022
Server/Cocktail Waitress
S3 Restaurant (Sun Surf Sand)
04.2018 - 11.2021
Server
Sette Bello Ristorante
08.2012 - 03.2018
Server
Sal's Italian Ristorante
10.2010 - 06.2012
Some College (No Degree) - General Studies
Broward College