Executive Assistant to Leadership

Job Description

Job Description

Executive Assistant to Leadership

Location: Tampa, FL (In Person)|  Travel: Regional, as needed (day trips and occasional overnight)  |  Type: Full-Time  |  Compensation: $48,000–$58,000 base, with defined increases around 90 days, 6 months, and 12 months tied to added responsibility.

About the Opportunity

We're a small, fast-moving group of companies based in Tampa, spanning healthcare, wellness, and construction. We run lean on purpose — few layers, few moving parts, and a lot of direct exposure to how the business actually works.

We're looking for an Executive Assistant early in their career who wants to learn how a multi-industry operation is really run, from the inside. This is a role we intend to build with someone over time: you'll start with the fundamentals — scheduling, communications, organization — and grow into greater financial and operational responsibility as you prove you're ready for it.

This is not a role for someone who wants a fully defined, static job description. It's for someone who's organized, sharp with details, comfortable with ambiguity, and genuinely motivated to grow into more with a strong knowledge of AI.

What You'll Do — First 90 Days

•          Manage calendars, scheduling, and communications across multiple business units

•          Coordinate travel logistics for regional meetings and site visits

•          Organize documents, files, and records across different companies and workflows

•          Act as a day-to-day communication point between leadership, staff, and vendors — in both English and Spanish

•          Learn the operating rhythm of each business well enough to anticipate needs, not just respond to requests

What You'll Grow Into (6–12 Months, Based on Performance)

•          Expense tracking and basic financial reporting, under direct review

•          Supporting coordination of projects and follow-through across departments

•          Independent handling of routine vendor and partner communications

•          Increasing decision-making authority on clearly defined, lower-stakes items

Note: sensitive financial, compliance, and contractual work stays with leadership regardless of tenure, unless and until it makes sense to extend it further.

What We're Looking For

•          1–3 years of professional experience — administrative, operations, customer-facing, or coordination roles all count. This is not an entry-level-from-school position, but it's also not a role for a seasoned EA looking for a senior-level scope.

•          Fluent in English and Spanish, spoken and written

•          Highly organized, detail-oriented, and comfortable managing multiple priorities at once

•          Strong written and verbal communication — able to represent leadership professionally

•          Comfortable with numbers and willing to build real financial and operational skill over time

•          A genuine long-term mindset — looking to grow into a career, not fill a temporary gap

•          Based in or near Tampa, FL, and able to work a hybrid schedule with regional travel as needed

What We Offer

•          Direct, hands-on exposure to how multiple businesses actually operate — not theoretical, real day-to-day involvement

•          A defined growth path with scheduled compensation reviews tied to added scope, not vague promises

•          Close mentorship from leadership rather than a large, disconnected org chart

•          The opportunity to grow into a genuine right-hand role as you build trust and capability

If you're early in your career, hungry to learn, and want a role where your growth is tied directly to your performance — not your tenure — we want to hear from you.