Director of Entertainment

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Director of Entertainment Resume Sample

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Highly talented, innovative, and astute professional, with diverse knowledge of all music genres and production consultation crucial in increasing efficiency while reducing costs. Competent in conducting client needs assessment to provide a memorable and enjoyable musical experience. Equipped with accomplished qualifications in room/staging design; sound system development, purchase, and installation; sound proofing; equipment processing; POS system selection and training (ZOOM); and music licensing. Expert in working collaboratively with live musicians and DJs, cultivating effective and productive working relationships. Proven self-starter leader with extensive background in giving professional advice to industry publications, independent recording studios, and all sizes of live performances. Recognized as a well-respected and active community volunteer participating in numerous civic projects and fundraising events.


Entertainment Management

  • Led the Product Visioning Committee in developing and implementing a big-picture vision of strategic plans toward achievement of product goals and objectives in collaboration with the CEO
  • Handled the processing of all 1099s for performers, along with filing of 1096 to IRS
  • Managed the development of all daily cruise on-board entertainment as well as themed and specialty acts
  • Established and maintained positive relationships with visiting celebrities, performers, and athletes along with their production/security teams, including President Bill Clinton and the Democratic National Committee, Jennifer Aniston, Oprah Winfrey, and the Chicago Cubs
  • Planned and composed an annual entertainment guide to be utilized by sales staff in promotion, sales, and individual/group bookings

Product/Program Development

  • Administered the $250K purchases and installments of audio/visual and sound systems in all ships as well as their upgrades, maintenance, and replacements
  • Supported the development and overall execution of the quality scoring program
  • Led the boatyard design and specification confirmation of audio, visual, sound, and electronics
  • Constantly provided quality product and gained high scores regardless of increasing budget cuts
  • Formed and directed the creative team in exclusive opening numbers/performances for products
  • Proactively involved in creating the ‘Mystery Shopper’ program for quality assessment
  • Partnered with the Marketing Department in ensuring continuity in branding and customer experience

Staff Administration/Leadership

  • Hired and led direct reports of entertainment managers for Boston and DC ships
  • Handled all facets of employee management, including recruitment, auditioning, hiring, and training of all talent and entertainment staff in Chicago, Boston, and Washington, DC; monitored termination and follow-up of corresponding paperwork of all dismissed staff
  • Outlined and created staff training manuals and training sessions
  • Administered the payroll of more than 120 performers and staff using Quicken and Excel
  • Guided the entertainment staff in complying with established guidelines of the service program


Director of Entertainment | 1996-2017

Career Highlights:

  • Contributed in streamlining the company’s overall operations, forecasting, and new product development
  • Displayed active involvement in researching new market locations and product promotions for company expansion prior to city openings and product launches
  • Served as integral member of the Top Tier Management Team that positioned the company as the #1 Dinner Cruise Ship in the country for 17 years in a row based on industry publication
  • Played a pivotal role in integrating operations/staff/products during the acquisition of its competitor
  • Carried out increasing leadership responsibilities, from one ship and staff to five ships in three cities and all corresponding personnel
  • Secured a track record of 0% rate of mistakes in reporting throughout tenure
  • Developed and oversaw $1M annual entertainment budget and capital expenditures, as well as ensured that EBITDA was met in collaboration with the CFO
  • Handled strategic vendor negotiations, which included negotiation of discounted rates for music and performance licensing in three cities with ASCAP, BMI, and SESAC
  • Acted as the founding member of “President’s Cruise School”, ensuring high levels of quality and continuity of service program
  • Instrumental in 30% increase over the course of department quality score that enhanced overall competitiveness
  • Gained “Top Entertainment” scores among all cities based on product-to-product comparisons
  • Governed the “Millennium Cruise” Project Committee that spearheaded the largest grossing one-day receipts in the company history
  • Pioneered numerous new products, including “Gospel Brunch”, “Cabaret Series”, “Moonlight Jazz Cruises”, “After Dark” DJ parties, “Sunday Champagne Brunch” series, and holiday cruises



Hospitality and Service Systems Training
Coast Guard Safety Training for Marine Vehicles
‘Wine School’ for Hospitality Staff
Outward Bound, Teambuilding Training


  • National Association of Recording Arts and Sciences (NARAS) Grammy Awards
  • The Jazz Education Network (JEN)
  • Association of Professional Orchestra Leaders (APOL) Chicago Chapter
  • Chicago Federation of Musicians Local 10-208
  • Jazz Institute of Chicago


  • Co-Leader, National Ovarian Cancer Coalition (NOCC) Illinois Chapter
  • Served as volunteer for an annual fundraising walk; acted as featured performer at 2018 fundraiser event
  • Volunteer, International Chamber Association
  • Event Volunteer, Chicago Canine Rescue Foundation
  • Provided the sound system for the annual fundraising walk; functioned as performer for the annual valentine event
  • Adjudicator, Student Senior Recitals at Columbia College School of Music, Chicago, IL
  • Lead Organizer and Volunteer, “Chicago Jazz Cruise for a Cause”
  • Directed a group of volunteers in coordinating, booking, marketing, and selling tickets for fundraising cruise that features several Chicago area performers; aided in raising funds in support of VanderCook School of Music Community Outreach Program