Grow What Matters...In Business and in Life

A coached mastermind where strategy meets heart, helping

You build success that is sustainable and profitable!

Monthly Strategy or Project-based Workshops

Monthly Small Group Coaching w Colleen

 Bi Monthly Peer Groups + Live Co-working sessions

Book Club + Telegram Discussions

Annual Planning Sessions

Spring and Fall Online Retreat/Intensives

Goal Planning + Quarterly Check-ins- keeps you on track throughout the year

Book Club because we all need to learn all the time

2 x per year online Intensives

How does Cultivate work?

Monthly Strategy Workshop

Monthly Strategy Workshop to grow numbers, systems + strategies in your business: Colleen will teach, guests will join, and members will share!

Daily Connection

Don't be alone; Don't stay stuck.

Do lean into the group conversation in our chat. Ask questions and get resources from the group daily.

Growth Seat Coaching

Monthly group growth seat coaching to share challenges and questions, and get perspective on your business.

Peer Groups

Peer groups meet twice monthly and shuffle every quarter so that you get to know everyone well.

Book Study

Read, learn, implement and grow. Book club is your own pace but an integral part of the conversation.

Online Intensives

Online Intensives meet once in the spring and once in the fall for a full day.

Details Please!

Get all the details here. Feel free to email me at hello@colleenannalea.com with any other questions as well.

  • When do we meet?
    Live workshops and group coaching will be on Wednesdays at 1:00 pm EDT. Peer groups will also meet at 1:00 pm EDT unless all group members decide otherwise. Expect meetings to last 1-1.5 hours. They will be recorded and added to our online hub.
  • How does Group Coaching Work?
    Group Growth Seat Coaching with Colleen happens monthly on a live call: Wednesdays at 1:00 pm EDT. Each month, I'll work with several members specifically, but I will always be active in the group chat, engaging, listening, encouraging, directing, and guiding!
  • What's the Monthly Schedule/Rhythm
    First Wednesday 1:00 EDT Workshop
    Second Wednesday 1:00 EDT Peer Group
    Third Wednesday: 1:00 EDT Group Coaching
    Fourth Wednesday: 1:00 EDT Peer Group
  • Is Cultivate 6 months or a year?
    Cultivate is a 6-month commitment. You can renew again for June-December- and most members stay for the entire year.
  • Tell me about the online Intensives!
    Online intensives are held twice a year for a full day. We enjoy extended planning sessions, hot seats (called Growth Seats in my world!), and incredible guests and discussions.

    We plan in time for breaks and long lunches to give you a break from your screens too.
  • What is the investment?
    The investment for Cultivate is $2400 for six months. You can enroll by paying a one-time fee of $2400, or 6 payments of $400 each. Your price remains the same no matter how you choose to enroll. If you decide to continue for the second half of the year, you can expect the same investment.

Who is Cultivate for?

Cultivate is a business mastermind for creative entrepreneurs who

  • Crave community and want to help it grow
  • Have already laid the basic foundations for their business
  • Are scaling a proven offer with intention.


This is a great fit for you if:

You already have an offer that you want to scale or build out into a product funnel for your audience.

You want to grow your business systems and revenue but know this will happen by growing yourself first- you're committed to personal growth.

Are relational and care about others too- introverts welcome (I'm one myself!) but you have a heart to be reciprocal.

You can meet for many of the planned workshops, coaching groups (peer groups are optional but suggested).

You're partially or fully supporting yourself or your family from your business- revenue matters less to this group, but you'd benefit most if your business revenue roughly 50K+ a year.

Applications open Dec 2-12, 2025.


Email us at:


hello@colleenannalea.com


Cultivate Mastermind
2026
Coaching
Receive regular, thoughtful feedback and care through group coaching and peer interactions
Connection
Grow your confidence, value and sense of rest through facilitated peer relationships focused on the same thing as you!
Content
Grow your systems, revenue and reach
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Cultivate

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  • Preferred option
    One-time payment ($2400)$2400.00
  • Preferred option
    Subscription (limited) ($400.00/month for 6 months)6x $400.00

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