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Jillian Hollywood, MBA



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Work Experience

Small Business Consultant

Self Employed

  • Innovatively designed Executive Summary, Growth Management Schedule, Strategic Marketing Implementation, and Cultivation of Community Awareness campaign for clients. 

  • As a direct result, my premier client, Island Vacation Properties, had the distinct honor to be named 1st Runner Up Finalist for the Anna Maria Island Chamber of Commerce Small Business of the Year 2017.

  • Analyze rental competition, company image, create and implement new marketing objectives, including but not limited to: strategic growth management plan, cultivation of local business partnerships, inbound & outbound methodology, creative content creation, publishing schedule, and downloadable Guest App to further enhance guest experience.

  • Construct individual SWOT analyses for clients which include detailed investigation, competition research , branding, global positioning, advanced technology, as well as creative budgeting.

Local Operations Manager
Vacasa, LLC
  • Responsible for the management of a rotating portfolio of vacation rental homes, upwards of 50, in regards to maintenance, revenue, including P&L, as well as directly overseeing the ongoing daily operational management of rentals, housekeeping, guests & homeowner satisfaction.

  • Identified operational inefficiencies and created successful ways to streamline local processes as a means to reduce costs, and improve overall company metrics.

  • Monitor employee productivity and optimize operational efforts, as well as implementing new training procedures as a means to improve the overall guest and homeowner experience. Consistently meet or exceed goals specific to housekeeping efficiency, owner satisfaction, retention, revenue, and reducing overhead territory costs.

Director of Housekeeping & Owner Services
Island Vacation Properties
  • Schedule all rental property cleanings, turnovers, maintenance reports, as well as other possible services needed to successfully oversee IVP’s rental portfolio. Frequently conduct detailed property inspections to monitor safety, cleanliness, general wear and tear, and overall appearance of rentals.

  • Maintain direct communication with cleaning staff, third-party vendors, & property owners, while cultivating new relationships ranging from individual property investors to private equity firms

  • Meticulously manage resources, assets, & detailed inventory lists of each rental. Provide value-added directives to IVP Management and Property Owners securing appropriate cleanliness/maintenance levels are adhered to for continued rental success. 

  • Generate and process work orders, invoicing, fees, & reimbursements. Set departmental targets and objectives, cleanings and vendor schedules, training, policies & procedures. Respond swiftly and effectively to all guest requests, situations, complaints and/or accidents presented to Housekeeping and Owner Services.

Dentsply logo.png
Director of Marketing
PayServ Systems     


  • Executes online marketing strategies to maximize conversion rate, utilizing techniques such as social media, blogging, inbound marketing, web analytics, e-mail campaigns, SEO, and more. 

  • Delivers marketing support by delivering internal & external communications, branding, website management and social media.

  • Performs a variety of creative and support duties in relations to all marketing campaigns, collateral pieces, special events and community involvement.

  • Manages the overall branding for the company, products and services.

  • Develop strategies to increase customer acquisition through organic, partner and paid channels. Reports on the performance of all lead channels (organic, paid, affiliates, webinars, etc.)


Director of Sales & Marketing 
Newby Management
  • Marketing and Social Media Manager with a proven passion for Facebook, Twitter, Pinterest, Instagram, Google+ and Blogger. 

  • Research and development of inbound marketing, development of online media relationships, digital marketing, building AdWords and SEO. 

  • Developed and lead execution of corporate sales training, social media training, PR, advertising, public events for 41 mobile home communities.

  • Redesigned and created content for new company wide website development based off Windows 8.

  • Coordinated and participated in promotional events and trade shows.

Coldwell Banker Real Estate
  • Dynamic and results oriented sales professional with a successful track record in the direct buying and selling of residential real estate.

  • Skillful in creative marketing, advertisements, flyers, email campaigns, sales and listing agreements, and closing transactions. 

  • Conducts due diligence to handle open houses, purchase negotiations, property showings, pest inspections, as well as guarantee all documents and paperwork are precise for closing. 

  • Maintains high level of enthusiasm in order to stay abreast of the ever changing real estate industry. 

  • Utilized creative marketing and advertising strategies, print ads, newsletters, maintenance of website, direct & bulk mailings. 

  • Established digital technology and mobile media marketing efforts to effectively preview home listings and lead generating. Integrated social media into marketing mix. 

  • Constant education in technology, training, advertising and public relations through Coldwell Banker.

Director of Marketing
Dentsply Sirona: Glenroe Technology
  • Coordinated to day to day operations of the marketing department of worldwide orthodontic equipment manufacturer. ​

  • Orchestrated the B2B marketing efforts by creating an integrated marketing mix using public relations, website, direct marketing, field marketing efforts and more. 

  • Utilized marketing publishing software to plan, design and produce innovative brochures, newsletters, marketing plans, equipment sales manuals, proposals, press releases, advertisements, corporate presentations, direct mail and other corporate collateral. 

  • Produced exclusive marketing plans for each new product.

           Argosy University, 2002                                 University of South Florida, 2000

             M.B.A. - Marketing​                                                                  Bachelor of Arts Degree - Sociology

               Dean's List of Scholars                                                           Tampa, Florida
               Sarasota, Florida

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