Sr. Executive Assistant

Checkers & Rally’s; Tampa (FL); On-site; USD 80,000 - 110,000; Full time

Benefits offered by this job

Medical, Dental, and Vision Benefits

Competitive PTO with Holidays

401k with company match

Cell Phone Reimbursement

Employee Discount at restaurants

Job summary

Checkers & Rally’s in Tampa, FL, is seeking a highly organized Executive Assistant to support the CEO and senior leadership. The role involves managing complex calendars, coordinating domestic travel, and preparing briefing materials, with occasional personal logistics and in-person Tampa support.

You will partner with executives, internal teams, and franchisees, handling confidential information with discretion while staying proactive in a fast-paced corporate environment.

Qualifications

• 5+ years of experience supporting C-suite executives or senior leaders in EA/PA roles.
• Must reside in Tampa, FL area with reliable local transportation for in-person support.
• Exceptional organization, communication, time-management, and follow-through skills.
• Ability to handle highly confidential information with discretion and sound judgment.
• Proficiency with Microsoft Office, calendar management, and scheduling tools.
• Ability to work independently with limited direction and solve problems quickly.
• High energy and ability to thrive in a fast-paced, fluid environment.

Responsibilities

• Manage complex and changing executive calendars, meetings, appointments, and priorities.
• Coordinate domestic travel, accommodations, transportation, itineraries, and related logistics.
• Prepare executives for meetings with agendas, background information, talking points, and briefing materials.
• Track follow-ups, commitments, deadlines, and action items to ensure timely execution.
• Serve as a professional liaison between executives, internal teams, Franchisees, vendors, partners, and other stakeholders.
• Draft, review, proofread, and organize executive communications, emails, presentations, and other materials.
• Help leadership prioritize competing demands and remain focused on high-value activities.
• Coordinate personal appointments, errands, reservations, travel, deliveries, and other day-to-day needs.
• Assist with household service providers, purchases, scheduling, and vendor communication as requested.
• Handle time-sensitive personal matters with discretion and professionalism.
• Provide local, in-person support throughout the Tampa area when needed.
• Maintain clear boundaries and confidentiality while balancing business and personal priorities.
• Maintain organized digital files, records, documents, and confidential information.
• Manage expenses, receipts, reimbursements, and light administrative tracking.
• Support special projects, research assignments, executive initiatives, and cross-functional priorities.
• Anticipate scheduling or logistical issues and proactively develop solutions.
• Adapt quickly as priorities shift in a fast-moving QSR and corporate environment.

Skills

Executive calendar management

Travel coordination

Meeting preparation

Discretion with confidential info

Microsoft Office proficiency

Communication skills

Calendaring tools

Independent problem solving

Education

Bachelor’s Degree Preferred

Job description

4300 West Cypress Street Suite 600
Tampa, FL 33607

Title: Sr. Executive Assistant

Location: Tampa, FL at the Restaurant Support Center (RSC)

Employment Type: Full Time

About the Company

At Checkers & Rally's were redefining what fast food can look like.
From Day one, our mission has been simple: deliver bold, crave-worthy food at an unbeatable value, without slowing down. That’s why we’ve built a brand known for iconic menu items, fast service, and experiences that keep guests coming back again and again. From the Big Buford to our award winning Famous Seasoned Fries, our menu Eats Different!
But what really sets us apart? Our people.
We believe in creating opportunities. Whether you're starting out or building your career, we provide the training, support, and real pathways to help you grow, lead, and succeed.

About the Role

We are seeking a highly organized, proactive, and discreet Executive Assistant / Personal Assistant to support the CEO and senior leadership. This individual will serve as a trusted partner, helping leadership stay organized, prepared, and focused while managing a combination of executive business responsibilities and personal priorities.

The right candidate will thrive in a fast-paced, fluid environment, anticipate needs before they arise, handle confidential information with sound judgment, and move comfortably between high-level executive support and day-to-day personal logistics. The role is based in the Tampa area and requires flexibility to provide in-person support, local coordination, and occasional after-hours assistance when needed.

This role provides the opportunity to work closely with senior leadership at a recognizable national QSR brand and become a trusted part of the team behind the business. You will have direct visibility into executive priorities, support important initiatives, and play a meaningful role in helping leadership operate efficiently in a fast-moving environment.

What You’ll Do (Core Impact Areas)

Executive & Business Support

• Manage complex and changing executive calendars, meetings, appointments, and priorities.
• Coordinate domestic travel, accommodations, transportation, itineraries, and related logistics.
• Prepare executives for meetings with agendas, background information, talking points, and briefing materials.
• Track follow-ups, commitments, deadlines, and action items to help ensure timely execution.
• Serve as a professional liaison between executives, internal teams, Franchisees, vendors, partners, and other stakeholders.
• Draft, review, proofread, and organize executive communications, emails, presentations, and other materials.
• Help leadership prioritize competing demands and remain focused on the highest-value activities.

Personal Assistant Support

• Coordinate personal appointments, errands, reservations, travel, deliveries, and other day-to-day needs.
• Assist with household service providers, purchases, scheduling, and vendor communication as requested.
• Handle time-sensitive personal matters with discretion, professionalism, urgency, and attention to detail.
• Provide local, in-person support throughout the Tampa area when needed.
• Maintain clear boundaries and confidentiality while balancing both business and personal priorities.

Operations & Administrative Support

• Maintain organized digital files, records, documents, and confidential information.
• Manage expenses, receipts, reimbursements, and light administrative tracking.
• Support special projects, research assignments, executive initiatives, and cross-functional priorities.
• Anticipate potential scheduling or logistical issues and proactively develop solutions.
• Adapt quickly as priorities shift in a fast-moving QSR and corporate environment.

What You Bring (Must-haves)

Must-Haves (required):

• 5+ years of experience supporting C-suite executives or senior leaders as an Executive Assistant, Personal Assistant, or similar role.
• Must live in the Tampa, FL area and have reliable transportation for local errands, appointments, and in-person support.
• Exceptional organization, communication, time-management, and follow-through skills, with an attention to detail.
• Demonstrated ability to handle highly confidential business and personal information with discretion and sound judgment.
• Excellent proficiency with Microsoft Office, calendar management, and scheduling tools.
• Ability to work independently, stay responsive, and proactively solve problems with limited direction.
• High energy and the ability to thrive in a fast-paced, fluid environment with changing priorities.

Nice-To-Haves (preferred):

• Bachelor’s Degree Preferred
• Experience supporting executives within QSR, restaurants, hospitality, franchising, retail, or another multi-unit operating environment.
• Experience coordinating executive travel and managing complex schedules.
• Familiarity with project management, executive operations, or cross-functional corporate support.
• Flexible availability for occasional evening or weekend support when business or personal needs require it.

Core Competencies

• Priority Setting
• Dealing with Ambiguity
• Integrity and Trust
• Comfort Around Higher Management
• Interpersonal Savvy
• Strategic Agility
• This role is Bonus eligible
• Medical, Dental, and Vision Benefits available
• Competitive PTO Policy with Paid Holidays Off
• 401k w/ a company match
• Cell Phone Reimbursement
• Employee Discount at restaurants

Why Join us

• Growth opportunities
• Strong team culture
• Focus on results and accountability
• CARE Program
• Top 10 Cruise Prize
• Location: Tampa, FL at the Restaurant Support Center (RSC)
• Travel Expectations: Occasional travel to and for company events; valid driver’s license may be required.
• Individual must live in the Tampa area and is required to be in the Restaurant Support Center or Innovation Center, Mon-Fri.
• Ability to sit for extended periods (4–6 hours/day) in a hybrid corporate or home office setting.
• Ability to stand, walk, and move throughout a corporate facility during in-office days, employee meetings, or multi-department coordination activities.
• Ability to communicate clearly and effectively in person, by phone, and via virtual platforms throughout the workday.
• Occasional lifting or carrying of materials up to 20 lbs.
• Visual acuity to review documents, schedules, reports, and digital materials with or without corrective lenses.

Company Values

• We’re Fearless – We take bold risks and push past limits with a “can-do” spirit, tackling challenges creatively and fearlessly. We go beyond expectations and make every move count. Fearless isn’t just a mindset; it’s how we win.
• We’re Family – We’re a family, built on trust and respect, holding each other accountable and lifting each other up at every turn. Standing together, we create an environment where everyone thrives-franchisees, teams, communities, and guests-no exceptions.
• We’re Fast – Speed is in our DNA-we think, move, an adapt quickly. Whether it’s serving our guests, supporting our family, making bold decisions, or seizing new opportunities, we stay agile, so we are always ready to meet the moment.
• We’re Fan Fanatics – Our guests are at the heart of everything we do, inspiring us to deliver the crave-worthy experiences they deserve. We don’t just serve them; we’re fanatics about them, making sure every craveable bite, every moment, is worth coming back for.
• We Make Things Fun– At Checkers & Rally’s, fun is the main ingredient. We bring joy to everything-fueling creativity, connection, and unforgettable experiences in our RSC, in our kitchens, with our Guests, and in our communities.
• We’re Focused on 4-Wall Sales & Profitability – Sales andProfitability are key to our continued growth and innovative spirit. We’re here to build sustainable success that benefits our restaurants, franchisees, and teams.

Checkers & Rally’s is an equal opportunity employer. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.