Job Description

We’re Hiring an Experienced Personal Assistant for Mr. Tom Cummins !

Location: Clearwater, FL

Schedule: Mon–Fri | 7:00 AM – 3:00 PM | In-Office

Cummins Worldwide is a growing boutique financial and accounting firm supporting multiple operating companies and high-net-worth clients.
We provide strategic accounting, compliance, and financial services.

We don’t just offer jobs — we offer long-term careers.

You’ll be trained by Mr. Cummins' Executive Assistant of over nine years, and together you’ll ensure his lifestyle and environment are so well cared for that he can continue to produce at peak level for the next 30 years.

This is a full-time, in-person position based in Clearwater, FL.

Step into a high-impact role supporting senior leadership in a company built on Tom Cummins’ vision — using the best of the old world to build a better one.

What You’ll Do:

• Manage personal and family affairs

• Handle confidential information and high-level correspondence with discretion

• Manage travel preparation

• Draft, edit, and organize documents, presentations, and internal communications

• Run any errands: these come up frequently - go get this or that.

You’re a great fit if you:

• Have experience in high-level personal assistance

• Have a driver's license and a car

• Thrive in fast-paced environments and keep things organized

• Are a strong communicator — clear, warm, and professional

• Are tech-savvy and confident using tools like:

– Microsoft Office (Word, Excel, Calendar)

– ClickUp or similar task/project platforms

• Have excellent judgment and attention to detail

• Can manage multiple priorities without missing a beat

• Bring loyalty, discretion, and a proactive mindset to every task

• Speak English fluently.

Be the right hand that helps us execute with excellence and lead with vision.

Competitive pay based on experience

Ready to apply? Know someone who fits?

This is your chance to be part of a dynamic, ethical, power-flowing team.

Apply now!

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