Lead Historyteller at the Oldest Store Museum

St. Augustine, FLFull-time$22/hrPosted Aug 7, 2026

JOIN OUR OLD TOWN TROLLEY FAMILY! Voted BEST EMPLOYER!

Named one of the Top 3 Employers and Best Leadership in St. Augustine. Proud winner of the Chamber Member of the Year and Florida’s First Coast Tourism Impact Award. Join the team everyone’s talking about!

Position Purpose

The Lead Historyteller position is an entertainment role and must have a good sense of fun and a desire to entertain. Our guests judge our company and all of our Employees by the way you handle your duties. It is the Lead Historyteller’s job to bring the St. Augustine’s 1908 history to life in a respectful, accurate, and engaging way while keeping to the company’s mission to be The Nation’s Storyteller. As a Lead Historyteller, you will assist the Museum and Productions Manager in supervising the acting staff and encourage their fellow employees to create memorable, interactive, and engaging experiences for our guests. Lead Historytellers primarily perform alongside their employees while overseeing the daily operation of their attraction, maintaining exceptional show quality, supporting operational needs, and ensuring a safe, efficient, and memorable guest experiences. They are expected to think and act as stewards of their attractions, taking pride inits appearance and the memorable experiences being created for our Guests every day.

Employee Benefits

  • Competitive pay and paid training: $22 per hour
  • All FT, PT and Seasonal employees are eligible for: paid sick time, 401K plan with company matching*, fun and upbeat work environment with various award and recognition celebrations throughout the year, First Stop Health – 24 hr. access to doctor by phone or computer for employee and their dependents (Employer pays 100%), discounts in retail stores and free admission to all company attractions
  • Weekend availability required

Operating tours, attractions and retail in Boston, Charleston, Key West, Nashville, San Antonio, San Diego, St. Augustine, Savannah, and Washington, DC since 1980!

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*Eligibility requirements may apply

Requirements

Essential Functions

  • Assist the Manager to achieve goals as assigned, including but is not limited to, train, re-train, and motivate staff, prepare weekly schedules, revise scripts, and review/evaluate historyteller’s performance.
  • Lead by example through energy, enthusiasm, and showmanship, inspire other employees and Historytellers to personalize their performances and continuously elevate the Guest experience.
  • Work closely with the Manager on Duty to monitor ridership and operational needs throughout the day.
  • Present historically accurate information in an entertaining manner in costume, both indoors and outdoors in various weather conditions, several times a work shift, in a loud, audible voice without amplification for an audience of up to 65 people.
  • Portray costumed historical characters, either based upon real persons or composites of real people to teach or interpret local history.

Required Knowledge, Skills, and Abilities

  • High degree of self-motivation and the ability to work independently or as a team within the scope of established rules and regulations.
  • Ability to motivate, develop, and direct people as they work.
  • Ability to establish and maintain professional and effective working relationships, treat people with respect under all circumstances, instill trust in others besides upholding the values of the organization.
  • Ability to learn stage direction and memorize historical details provided in scripted story and relay and stage directions, as well as improvising, if the situation arises.
  • Ability to give the scripted story in the time allowed.

Qualifications

  • High school graduate or equivalent preferred.
  • Strong interest in St. Augustine history is desirable.
  • Prior performance or interpretation experience strongly preferred.

Other Requirements

  • Must pass pre-employment background check and substance abuse testing
  • Have a passion for helping people and making their St. Augustine experience a memorable one.

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