Stacy Rollins
Executive Operations Support Specialist
Hi! I’m Stacy. I help CEOs and mission-driven organizations reduce operational friction and regain focus by taking full ownership of the details that slow them down.
With over 20 years of experience supporting C-suite executives, boards, and cross-functional teams, I step in as a trusted, steady presence — as a full-time hire OR as a contractor.
Core Areas of Support
Executive calendar, email, travel/expense, and priority management
Board and committee meeting coordination, preparation, talking points, run-of-show, and minutes
Executive communications and editing
Project and initiative follow-through
Retreats, offsites, and complex event planning/execution
Cross-functional coordination and internal communications
Engagements are flexible, remote-first, and tailored to your needs.
My Approach
The Problem
Most leaders don’t need more help — they need better leverage.
Calendars overflow. Email becomes unmanageable. Projects stall in the middle. Board prep eats nights and weekends. Events, retreats, and internal initiatives pull attention away from strategy and impact.
Hiring full-time feels risky. Traditional assistants require onboarding, management, and long-term commitment. Meanwhile, leadership bandwidth keeps shrinking.
That’s where I come in.
My Solution
I act as an extension of leadership, quietly organizing complexity, closing operational gaps, and ensuring follow-through so executives can stay focused on decisions that matter.
As a fractional support specialist, I am the fixer during periods of:
Growth or transition
Leadership overload or burnout
Increased board or stakeholder demands
Operational or communication breakdowns
Whether working as an FTE or as a contractor, my work blends executive support, operations, and communication with a strong emphasis on discretion, anticipation, and calm execution.
Contractor Option: Three Service Packages
Pricing starts at $95/hour for new clients with 20/hour week minimum
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For leaders who need consistent, high-trust operational backup.
Ongoing executive support that removes daily friction and protects leadership focus.
Ideal for:
CEOs, executive directors, founders, or senior leaders
Leaders overwhelmed by calendar, email, and task sprawl
Organizations not ready for (or interested in) a full-time hire
Includes:
Calendar and inbox management
Priority tracking and follow-up
Scheduling with internal and external stakeholders
Executive communications and document editing
Ongoing operational support as needs evolve
Outcome:
You stop reacting all day and start leading again, confident that critical work isn’t falling through the cracks.
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For organizations with complexity, deadlines, and stakeholders.
Targeted support for boards, committees, and high-stakes initiatives that require precision and follow-through.
Ideal for:
Nonprofits and mission-driven organizations
Leadership teams juggling governance, reporting, or strategy execution
Executives who need a steady operator behind the scenes
Includes:
Board and committee coordination
Agenda creation, management of materials, composition of minutes, and follow-up
Project tracking and milestone management
Cross-functional communication support
Contract, document, and logistics coordination
Outcome:
Meetings are productive. Projects move forward. Leadership appears organized, prepared, and in control.
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For moments that matter and can’t afford chaos.
End-to-end coordination for leadership retreats, offsites, and high-visibility events — handled calmly and professionally.
Ideal for:
Executive retreats and strategy sessions
Board meetings and donor events
Internal leadership gatherings or culture initiatives
Includes:
Planning timelines and logistics
Vendor coordination and contracts
Attendee communication and materials
On-site or remote execution support
Post-event follow-up and documentation
Outcome:
Leaders show up focused and present — without being pulled into logistics or last-minute problem-solving.
What Working Together Looks Like
✔ You get senior-level support without necessarily committing to a full-time hire.
✔ I integrate quickly and work independently.
✔ Communication is clear, proactive, and low maintenance.
✔ You regain time, clarity, and confidence that nothing is slipping.
I work best with leaders who value trust, precision, and thoughtful execution.
Get in Touch!
If you’re a CEO, founder, or nonprofit leader who needs experienced operational support — let’s talk.
I am passionate about helping organizations and individuals exceed their goals — especially in service of the greater good. For the past two decades, this passion was displayed in high-trust roles supporting a total of five CEOs, several non-profit boards, and scores of senior leaders. My aptitudes for logistical masterminding, clear communication, and operational excellence have accounted for much of my success, but the secret sauce I bring raises the energy of every interaction, infuses joy and encouragement into working relationships, and role-models high standards. Special areas of interest for me include arranging trips, retreats, and board convenings that are healthful, productive, FUN experiences in quiet hotels to ensure quality sleep, with access to fitness facilities and quality dining experiences. As a published writer and former college English instructor, I also have an insatiable appetite for creating content and editing. Finally, every opportunity to enhance staff engagement and foster a positive work culture calls my name.
Outside of work, I am an avid exerciser, health and wellness enthusiast, science podcast addict, published poet, operatic first soprano (who also does some mean hard rock covers), Renaissance Faire regular, explosive dancer, live music aficionado, voracious reader, and visual artist (view samples of my art and poetry HERE). One of my favorite pastimes is taking walks in the sun while catching up with old friends and family members on the phone. My letter-writing is legendary. I am also a proud plant parent.