Women’s Strategic Planning Retreat 2025

Registration is now open - please fill out the inquiry form below.

Join a small group of women entrepreneurs* in getting clear on crafting your business to fit your life. Make space for yourself to envision and map out the year ahead (and beyond). Use your planning muscles to actualize what you envision.

The Plan

An initial gathering in January to prepare and a day and a half retreat in February designed to support you in clarifying, articulating, and mapping out where you are headed with your work and how you intend to get there. This is followed by a check-in Zoom meeting one month following the retreat. Doing this as a small team of women allows us to explore together, learn from one another's unique perspectives, and gain valuable insight on our business planning.

The initial gathering, the retreat, and the check-in Zoom meeting will be facilitated by Leigh Tillman. Leigh will guide you through a collaborative process to shape the unfolding of your business and thoughtfully integrate it with your life.

*This program is inclusive to all who want to join.

As one of Leigh’s partnering organizations explains this intention: “CEI aligns with the definition of women and female that explicitly includes not only cis women, but also trans women and femme/feminine-identifying genderqueer and non-binary individuals.”

Please feel welcome and that this is for you.

    • A compass setting that honors your life and your business – that honors you

    • Clarity on where you want to go and how you want to get there

    • A roadmap of what you are doing – with who and by when

    • Enhanced understanding of an array of planning techniques and how to cater them to your planning intentions

    • A team to engage with in the year ahead to support the unfolding of the course you’ve set

    • Gratitude toward yourself for making this time for you and your business

    • Women entrepreneurs and small business owners of noncompetitive businesses

    • Women who are in it – i.e. your business is your primary form (or one of your primary forms) of work and source of income

    • Women who want to do this together – to have a team to support and be supported by in your work

  • Initial Gathering– Monday, January 6th 3:00pm-6:00pm. Portland area, Maine.

    Strategic Planning Retreat – Thursday, February 6th, 12:30pm-5:30pm and Friday, February 7th, 9:00am-5:00pm (day two includes a potluck lunch). Held in a beautiful retreat space in the woods beside a lake in Jefferson, Maine.

    Snow Dates – Tuesday, January 7th for the initial gathering. Thursday, February 13th and Friday, February 14th for the retreat. As we are gathering in winter in Maine, please secure all dates and snow dates.

    Group Check-in Zoom Call:

    -Thursday, March 6th – 9:00am--11:00am

    Cost – to cover costs we ask each participant to contribute $575 and a potluck dish for lunch on day two of the retreat. Please note this retreat is not an overnight event and does not include lodging. If cost is a factor please be in touch about scholarships and work trade as we want this to be accessible to all who would like to attend.

    To Register – fill out the form below to contact Leigh. She will follow-up with you to confirm your spot and finalize payment.

Registration is now open. To inquire about joining this winter’s retreat, please fill out this form:

 
 

Participant Testimonials

“Leigh is a dream to work with. Her ability to move you through your vision and goals while holding space for your humanness is impressive. This was my second time joining a group with her and I am so inspired!”

Hedda Campbell, Primal Blossom Landcrafting and Plantcare, 2024 Participant

“Leigh is an incredible facilitator. As a woman-owned business owner, she knows well the challenges we face and the joys we experience. The content of the retreat, the purposeful and thoughtful work, helped me refine my vision and create a workable plan going forward. The group of women was amazing. I feel energized and inspired.”

Stephanie Noyes McSherry, Executive Director, Merry Barn Writers’ Retreat, 2024 Participant

“Leigh creates a program and holds a space for leaning into that program in a profound and graceful way. I felt so held, informed, and nurtured as I was given the space to dive into my business plan and all the life that goes with it.”

Seren Sinisi, Old Crow Ranch, 2019 Participant

 
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