Women’s Strategic Planning Retreat
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 early January to prepare and a day and a half retreat in late January 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.
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 12th 3:00pm-6:00pm. Portland area, Maine.
Strategic Planning Retreat – Thursday, January 29th, 12:00pm-5:00pm and Friday, January 30th, 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 13th for the initial gathering. Thursday, February 5th and Friday, February 6th for the retreat. As we are gathering in winter in Maine, please secure all dates and snow dates.
Group Check-in Zoom Call:
-Thursday, February 26th – 9-11am
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.
This program is now full. To inquire about joining next winter’s retreat, please fill out this form:
A big thank you to the Opticliff Law team for generously providing scholarship funding for the 2025 retreat and now the 2026 retreat too.
With Opticliff Law’s generous support, Leigh Tillman Facilitation is thrilled to offer a scholarship specifically for a local farmer or food producer here in Maine to attend this winter’s Women’s Strategic Planning Retreat. This scholarship will open soon - contact Leigh directly to be informed when it opens.
Other scholarship funding is also available - write Leigh directly to inquire.
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
"The Women's Strategic Planning Retreats led by Leigh provide an outstanding opportunity that women shouldn't miss! Leigh has brilliantly mastered a transformative workflow that took me to surprising places, deconvoluting my many ideas and organizing the complex process of launching my new business into achievable bits. Her retreats bring together women across generations and backgrounds, each with unique aspirations yet aligned in values and success metrics, which adds tremendous depth to her platform. Not only have I optimally broadened my network, built accountability and grew from interacting and listening to those amazing women, I have also acquired clarity and knowledge that I am implementing right now as my company forms! Thank you, Leigh!"
Pascale Richalet, Ph.D., Portland, ME, 2025 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
“This Strategic Planning Retreat is a must for any woman, at any stage of her career/life. The intentional exercises, thoughtful feedback and venues were perfectly curated to create a productive and meaningful process. I will be doing this again in three years with Leigh!”
Angela Cleveland, The Place Above the Notch, Bethlehem, NH, 2025 Participant