Strategic Assistant to the President (Part-Time)

Brentwood, TN

Part Time

Executive

Hi, I’m Kyle—founder of ROOTS Academy and several other ventures in education, wellness, and marketing. Life is full, business is growing, and I need someone I can trust to help carry the load.

This is a strategic support role across a portfolio of companies. You’ll work closely with me—managing priorities, organizing projects, and helping me stay focused on what matters most. Your work will touch everything from internal operations and team coordination at ROOTS to startup development and launch support across other ventures. No two weeks will look the same—and that’s part of what makes this role exciting.

I’m not looking for a passive assistant. I’m looking for a confident, high-capacity partner—someone who thrives on creating clarity, keeping things moving, and solving problems before they land on my plate.

Your Role, Prioritized:

1. Be a trusted partner to the founder
You’ll manage my calendar, streamline communication, prep for meetings, and help follow through on the most important work. Your job is to protect time, eliminate friction, and help me lead better.

2. Own operational follow-through at ROOTS Academy
ROOTS is where most of my team and leadership energy lives. You’ll coordinate with department heads, help track key initiatives, and make sure conversations turn into action. You’ll serve as a bridge between ideas and execution.

3. Support strategy and growth across my portfolio
From startup launches to marketing initiatives, you’ll work alongside me to bring new ideas to life. This includes tracking progress, communicating with vendors, organizing assets, and managing timelines. At times, this may be your primary focus.

You might be a fit if…

You’ve supported a founder, senior leader, or entrepreneur before
You’re detail-oriented, resourceful, and energized by getting things done
You love organizing chaos, creating systems, and helping visionary leaders stay focused
You’re confident enough to lead, but humble enough to serve
You’re tech-savvy and comfortable with tools like ChatGPT, Google Workspace, ClickUp, Slack, etc.
You live in Middle TN and can work in-person when needed

The Logistics

~20 hours/week (with flexibility)
$22–$28/hour depending on experience
Hybrid role (mix of remote and Brentwood-based work)
Perks include: discounted lessons at ROOTS, PTO (yes, even for part-time), travel reimbursements, and a front-row seat to building meaningful businesses from the inside

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Strategic Assistant to the President (Part-Time)

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