9. Why Your Most Important Business Move Might Be Joining a Mastermind

One of the toughest challenges of entrepreneurship is carrying the psychological weight of every decision. When everything depends on you—organizing your time, staying accountable, and making progress without burning out—the road can get lonely. Host Samantha Fackler takes a deep dive into why isolation can be a business killer and how mastermind groups offer the support, accountability, and collaboration so many entrepreneurs need. 

Samantha reveals common pitfalls, like struggling with confidence gaps and failing to communicate a clear story, and shares how the right mastermind group can become a game-changer for personal and professional growth. Curious about why so many entrepreneurs turn to mastermind groups to boost success? Discover what it takes to get “in the room” and elevate your business.

How to Choose a Mastermind That Aligns with Your Goals

Not all masterminds are created equal. Samantha Fackler shares why a coach’s energy, leadership, and curation make or break a mastermind’s value. From business-focused strategies to identity-shaping experiences, each mastermind offers something unique—but the right fit is everything. Samantha dives into lessons learned from joining groups with varying focuses, revealing why connecting with peers at a similar level can lead to the most impactful growth.

Collaboration Over Competition: How Mastermind Groups Fuel Success

Feeling overwhelmed by your packed calendar? Samantha Fackler explains why the right peer group shouldn’t feel like extra work—it should feel like joy. From surprising collaborations to unexpected opportunities, Samantha highlights how mastermind groups open doors to connections you never knew you needed. Whether you’re a tech agency owner or a creative entrepreneur, she shares real examples of cross-pollination, shared networks, and collaborations that spark business growth. Ready to fuel your business with fresh ideas and support? Samantha reveals how these groups can bring new energy to your journey.

Watch on YouTube

Key Takeaways

️ Introduction to Isolation in Entrepreneurship (00:00 - 08:08)

  • Isolation is a common problem for entrepreneurs

  • Joining a mastermind group can help combat isolation

  • Mastermind groups are curated by coaches and typically have 5-10 members

  • Isolation can lead to missed opportunities for collaboration and connection

  • Hitting plateaus in business growth is common and can be addressed through mastermind groups

Benefits of Mastermind Groups (08:08 - 17:25)

  • Masterminds provide fresh energy and inspiration for business growth

  • Vistage saw 2.2x business growth for CEOs who joined their groups

  • Mastermind groups lead to less stress and burnout for entrepreneurs

  • Opportunities for collaboration and connection increase through mastermind groups

  • Members gain more perspective on business decisions

Types of Mastermind Groups and Personal Experiences (17:25 - 26:36)

  • Samantha shares her experience with three different mastermind groups

  • Importance of finding the right group with members at a similar business level

  • Distinction between communities (larger, less high-touch) and masterminds (smaller, more focused)

  • Collective wisdom and acceleration of learning in mastermind groups

  • Example of famous people forming their own mastermind groups (e.g., Mr. Beast, Steven Spielberg)

Introduction to The Greenhouse Mastermind (26:36 - 35:04)

  • Samantha introduces her own mastermind called The Greenhouse

  • Designed for women entrepreneurs who have made around $100k in their business

  • Includes group calls, one-on-one coaching, custom trainings, and guest experts

  • Community channel on Slack for continuous support and connection

  • Application deadline is December 3rd, limited to 10 members

Host Samantha Fackler is an Entrepreneur, Transformational Business Coach for Women, and Marketing Expert. Samantha has served hundreds of clients – from scrappy startups to industry giants like Apple, PayPal, and LinkedIn.

🚀 Get started now with the GREENHOUSE Mastermind: https://www.honeybook.com/widget/growwith_sam_283228/cf_id/64d2c13e537aea1f283a4e9f

⭐️ Get Insights and tips from our past podcast episodes  https://www.sidenotepod.com/ 

📺  New to Side Note? Start Here -  @sidenotepod

Follow Sam on Instagram @growwith_sam

Connect with Side Note Podcast on TikTok: @sidenotepod

Previous
Previous

10. 1M Followers: Jera Bean’s Short-Form Video Secrets

Next
Next

8. What Your Hunger is Telling You About Unmet Needs with Dr. Adrienne Youdim