Skip to main content

Advertising & Marketing Coordinator

We often describe our Advertising & Marketing coordinators as all-star “plate spinners.” They are amazing multi-taskers.

The ideal candidates are forward thinking, self-motivated and detail-oriented. They have excellent customer service skills and are problem solvers.

They have excellent written and interpersonal communication skills; are able to stay calm under pressure; and always work with a can-do, upbeat, get-the-job-done-on-time attitude.

This job involves working as administrative support for our multimedia advertising sales executives. Our coordinators interact directly with customers and our graphic design team. They schedule advertising campaigns; disseminate marketing materials and sales collateral digitally to customers and prospects; set up and attend marketing events, exhibitions and sponsor-related events as needed; and help coordinate sponsorships and partnerships.

Ideal candidates have excellent computer skills, including how to build spreadsheets and an understanding of social media platforms.

We offer a competitive compensation plan, including full benefits, dynamic, fast-paced work environment; and the opportunity to grow professionally.

We have an immediate opening for marketing coordinator in Winter Garden-Windermere. 

Please send resume and cover letter to:
Susan Leedom, Sales Operations Manager
1970 Main Street, 3rd Floor
Sarasota, FL 34236
or [email protected]

Professional Sales Executives


Beth’s comments are typical of our multimedia sales executives. If that sounds appealing to you, we’re looking for more energetic, entrepreneurial achievers who are outgoing and money-motivated.

  • If you can talk with confidence to business owners to identify their goals …
  • If you are willing to prospect and meet new people to learn about their business objectives …
  • If you have high self-esteem and confidence …
  • If your presentation skills separate you from the pack …
  • If you are not easily intimidated by business owners who may be “old school” …
  • If you are articulate and looking for the highest quality in your employer and in yourself …

… This is the place for an exciting and rewarding sales and marketing career!

We offer competitive compensation with the opportunity for six-figure earnings, full benefits and a culture that encourages innovation and entrepreneurism.

With Observer Media Group, you find a company that offers rewarding work that makes a difference in the community. It’s a place where the company’s leaders value all their associates and are committed to helping them grow and succeed — professionally, personally and financially. It’s a place where everyone strives for excellence.

We have immediate openings in Sarasota, Winter Garden-Windermere, Winter Park, Palm Coast, Port Orange and Jacksonville.
Please send resume and cover letter to:
Penny DiGregorio, Advertising Sales Manager,
1970 Main St., 3rd Floor
Sarasota, FL 34236 
[email protected]


Graphic Designer

Our graphic designers not only win Addys for their advertising designs, but they also are award-winning designers of special dog couture.

The #1 trait of our graphic designers is creative flair. But they also understand the principles of effective advertising design — being able to work with our advertising sales team to conceptualize and execute print and digital ads that generate response and create memorable brands for our customers.

Our designers must have a thorough grasp and flair for style and proportion; and how type, fonts and color work with images. In addition to advertising design, our designers also create brochures, media kits, posters, letterhead; business cards; and all varieties of digital ads — animated, videos, interstitial, etc. 

Ideal candidates have a positive attitude; are able to work in a collaborative, team environment; and must be able to meet deadlines and work under deadline pressure. 

Ideal candidates have thorough knowledge of Adobe InDesign, Photoshop, Illustrator and Acrobat.

We offer a competitive compensation plan, including full benefits, dynamic, fast-paced work environment; and the opportunity to grow professionally.

We currently have openings for a graphic designer in the Sarasota and Winter Garden locations. 

Please send cover letter, resume and five samples of recent work to:
Caleb Stanton, Creative Director
[email protected]

Black Tie Reporter

Attending events benefitting local charities; learning and writing about the leaders of the social scene; being the go-to person for the social calendar; and tirelessly taking pictures — lots of pictures — of the people, fashions and goings-on at local events: This is what it takes (and more) to cover the Black Tie beat for the Observers.

The Black Tie charity scenes are often at the heart of many communities, which is why we make them pillars of coverage for the Observers.

We are looking for our next “it” gal or guy to cover all things Black Tie. This person should be a warm, outgoing personality, who can chat socially and comfortably with anyone — from soccer moms to the local influencers, philanthropists and power people. 

Good with a camera, this person will live for the top luncheon or gala of the week, and delights in meeting the variety of people who attend these events — from those who have amazing life stories to those who just like to wear amazing heels to every event.

This job requires social poise, patience, courtesy and professionalism. Not only are you taking photos for our website galleries, but you also are reporting the stories behind the philanthropy to bring social-scene substance to match its style.

This person will be the keeper of the social calendar — a task we take seriously. She or he should be detail-oriented and highly organized: This job requires a lot of juggling, and you need to prioritize and multitask to make sure you are at the right place at the right time. Speaking of time, you must ensure you meet deadlines and post pictures promptly after each event. Once that’s completed, you will focus on pulling together content for print each week. 

This job begs for creativity. Whether it’s taking pictures that give our readers something no one else has, or coming up with interesting ways to present events that people see every year. Examples of this ingenuity could be pairing pictures with a timeline of an event or coming up with a fun fashion feature that highlights the best dressed of the weekend. At the Observers, we like to have fun with our content. This person should be passionate about creating new ways of entertaining and engaging readers of our Black Tie section.

This beat is a lot of fun, but it’s also a lot of work, particularly during the height of the social season. Be prepared to be busy from October through April — giving you the slower summer months to catch your breath (and catch up on sleep) and prepare for the next season.

Responsibilities include:

  • Compiling and keeping the black tie calendar up to date and error-free online and in print
  • Covering black tie events each week, including taking pictures and reporting for the social column. (The job requires a lot of night and weekend, but it’s fun.)
  • Writing pithy, fun copy to go with events that will inform and entertain readers
  • Posting pictures after each event to the website
  • Planning and executing creative features for print and online based on the social beat
  • Getting involved in the philanthropic community, including serving on event committees
  • Becoming the go-to person for all things social in the community.

Skills required:

  • An eye and passion for photography
  • Ability to write with voice and accuracy
  • Outgoing, warm personality
  • Organization and ability to multitask a must
  • Desire to create content readers can’t wait to read
  • Curiosity to learn more about others around you
  • An interest in fashion and a general fashion sense
  • Knowledge of AP Style
  • Photoshop, Lightroom and video skills a plus

To see what the job looks like in action, check out our video of behind-the-scenes coverage of the Key to the Cure event in Sarasota:

Compensation is competitive and commensurate with experience. It includes full benefits and the opportunity to grow professionally.

Email resume, including references, portfolio items and a note explaining why you’re the ideal candidate for the job to Executive Editor Michael Eng; [email protected]. Please put Black Tie Reporter in the subject line.

No phone calls please.