The Strategic Planning Program

Let me help you create a strategic plan that actually moves you forward.


This 12-month program is designed for service-based entrepreneurs ready to lead with clarity, structure, and intention.

Enrollment for the 2026 calendar year is October 1st - November 14th, 2025.

You’re not short on ideas. You’re short on a plan and the space to make them happen.

You’ve got the vision; the passion; the drive. Maybe a whole backlog of ideas you’ve started, half-finished, or never had time to touch. But between client work, managing the day-to-day, and putting out fires, your own business priorities keep getting pushed down the list. You want to be intentional with your time, energy, and money, but it feels like you’re constantly pivoting, reacting, or playing catch-up.

And deep down? You’re tired of guessing. You're tired of wondering if all this effort is actually moving you forward.

Let’s change that.

The Strategic Planning Program helps you cut through the noise and build a focused, but flexible, road map that supports how you actually want to work and grow.

  • No more second-guessing your priorities.

  • No more wasting time on things that don’t align.

  • No more feeling behind despite how hard you're working.

Just clear, aligned action: quarter after quarter, month after month.

What’s Included

Over the course of 12 months, we’ll work together in a 1:1 capacity to keep you organized, focused, and moving forward with intention. Here's what you’ll get:

  • Annual Planning Session (December)
    This is a 2 hour deep dive where we’ll set 6–8 core goals for the year that reflect your vision, values, and bandwidth. We’ll also outline objectives for Q1 of the following year and identify customized metrics for tracking.

  • Quarterly Planning Calls (April, July, October)
    During these 90 minute sessions, we’ll review how the previous quarter went, challenges that arose and then plan out the next quarter based on your annual goals. We’ll also address any shifts that need to be made.

  • Monthly Planning Sessions (All other months of the year)
    These 60 minute sessions are focused on planning, follow up and accountability based on current goals.

  • Support Between Calls
    This program is high touch. In between sessions you’ll have unlimited email access to me as well as a mid-month check in for progress updates.

  • Resources & Tools
    I’ll equip you with customized tracker sheets, a dashboard planner and wall calendar to help you stay on track.

This program is a collaborative partnership designed to help you follow through and achieve your goals. It’s also the very same format I follow for my own business, so I know it works.

This program is for you if…

  • You’re a female entrepreneur running a service-based business (solo or small team) and want to grow with intention.

  • You’re tired of starting strong and losing steam.

  • You’re ready to stop winging it and build a rhythm that supports long-term momentum.

  • You’re willing to commit the time and energy to actually work on your business.

It’s not a good fit if…

  • You’re hoping for a quick fix or passive experience.

  • You don’t have the capacity to follow through.

  • You’re not ready to invest in your business with time, energy, or finances.

Client Reviews

“Revenue is up 36.89% compared to this time last year!” - Melissa Snow

“It has kept me focused. Before working with Jessica, I kept it all in my head and things would fall through the cracks. Also, I would feel stressed out that I might be forgetting something. Having it documented and tracked is helping me relax knowing I'm on track.” - Business Simplified

“I am consistently tracking KPI's which is allowing me to make more informed decisions about what to keep/stop/tweak rather than just guessing. I'm staying a lot more focused on what my goals were at the beginning of the year and getting less distracted by tangents and the 500 "good ideas" I have every day.” - Powerful Women Rising

“Design and completion of my retreat programs. I’ve also streamlined my podcast episodes for the entire year!” - Suzy Wraines

“SOPs have been made, back end of website and CRM have been cleaned-up, and better communication about goals with my VA.” - Jennifer MacNiven