Fractional CSOO · Speaker · Founder

Human-First Leadership.
Work That Connects.

I believe in equity by giving people access to the knowledge and resources they may not otherwise have, so they can bridge the gap between vision and fruition.

I'm Jessica D. Maine-Jackson, a Fractional CSOO (Chief Strategy & Operations Officer). I provide executive leadership to founders and CEOs, nonprofit leaders, school districts, and workspace owners, helping them build systems and teams that scale while cultivating culture and stability.

Jessica D. Maine-Jackson smiling, wearing an orange and blue print top

What I Stand For

People. Purpose. Progress.

When people feel seen, they speak up sooner, stay longer, and do their best work. Teams like that keep getting better.

-Jessica

People

Real connections, built on relationships and trust.

Purpose

Work that makes an impact and gets done well.

Progress

Growing and evolving, together with the teams I serve.

Find Your Path

Three ways to get started.

Work with me on something specific, stay connected for ideas and community, or explore the projects I'm building beyond client work. Pick the path that fits where you are.

Work With Me

Clear offers with a clear scope and outcome, from a free discovery conversation to an ongoing Fractional CSOO partnership.

See Offers

Stay Connected

Join my newsletter, grab the free checklist, or pull up a chair at my monthly virtual roundtable.

Join the Community

Explore My Projects

Foreword Forum, the book I'm writing, and the community work that keeps me grounded.

See Projects

Popular Ways to Work Together

Start where you are.

Free

Discovery Conversation

A free, 30-minute conversation about your goals, your team, and what is getting in the way.

2 to 3 weeks

Operations Clarity Audit

A fixed-scope review of your systems, people, and tools, with a prioritized roadmap that shows what to fix first and why.

Ongoing

Fractional CSOO Partnership

An embedded operations leader who runs the operating rhythm so you can stay focused on vision.

View All Six Offers

For Coworking Owners and Operators

Coworking is where I work every day.

I oversee strategy and operations for a Dallas coworking space, and I advise founders and space owners on bringing their vision to life. That experience goes into every engagement with a coworking owner or operator.

The Newsletter

The Human-First Operator

Practical ideas on operations, leadership, and building teams people want to be on, delivered to your inbox. Expect useful tools and honest lessons from the work.

Let's talk about what you're building.

Book a free discovery conversation, or email hello@jessicadmaine.com.

Book a Discovery Conversation