The 7 Best Mastermind Programs for Entrepreneurs and Business Leaders
I’ll be straight with you: there comes a point in business where information isn’t your problem anymore.
You don’t need another course. Another podcast. Another book promising the “secret” to success.
What you need is a room full of people who get it. Who’ve been where you are. Who see problems you can’t see and have solutions you haven’t thought of.
You need thinking partners who challenge you, accountability that actually works, and a community that raises your standards just by being in it.
That’s what masterminds are for.
But—and this is important—not all masterminds are created equal. Some are glorified networking events. Others are just group coaching with a fancy name. The best ones? They’re transformational environments where your business and your thinking evolve at an accelerated pace.
I’ve looked at the mastermind landscape and identified seven programs worth serious consideration. Different price points, different focuses, different leaders—but all committed to creating high-level environments for business growth.
Let’s get into what actually sets these apart.
Elite Mastermind Programs
1. Sigma University Collective by Jesse Elder – Best for Consciousness-Driven Business Leaders
Jesse’s Philosophy: Jesse Elder isn’t your typical business coach. Sigma University Collective is his mastermind for entrepreneurs who’ve realized that business success without inner alignment feels empty. This is where consciousness work meets business strategy—for leaders ready to build from a completely different level.
What Makes Sigma Different: ✅ Consciousness + Business: Integrates inner work with practical business strategy—addresses the whole entrepreneur, not just tactics. ✅ Jesse’s Depth: He works at the identity and consciousness level—this isn’t surface-level business advice. ✅ High-Caliber Members: Attracts entrepreneurs who’ve outgrown traditional business communities—more sophisticated conversations. ✅ Energetic Mastery: Teaching how to create from aligned energy states—fundamentally different approach to business building. ✅ Long-Term Thinking: Focus on sustainable success, not quick wins—building businesses that last and fulfill. ✅ Philosophical Grounding: Combines ancient wisdom with modern business—gives you frameworks for navigating complexity.
The Real Talk: ❌ Consciousness Focus: If you want pure tactics and you’re not interested in inner work, this isn’t your fit. ❌ Premium Investment: Jesse’s work is high-ticket—reflects the depth and caliber of the experience.
Perfect For: Entrepreneurs who’ve achieved external success but feel something’s missing, or who want to build businesses aligned with who they actually are. If you’re ready to think differently—not just do differently—Jesse’s Sigma University provides that environment. This is business mastery through consciousness development.
View Sigma University Collective →
2. The Collective by Becky Keen – Best for High-Ticket Service Providers
Becky’s Expertise: Becky Keen has built her reputation helping service providers break through income ceilings. The Collective is her mastermind for coaches, consultants, and experts ready to scale to multiple six and seven figures through high-ticket offers and leveraged models.
High-Ticket Mastery: ✅ Proven Track Record: Becky’s students consistently hit six and seven figures—this framework produces results. ✅ High-Ticket Focus: Teaching premium pricing and high-ticket sales—not volume-based business models. ✅ Offer Engineering: Creating offers worth premium prices—genuine transformation, not just information. ✅ Sales Strategy: Selling high-ticket without sleaze—ethical influence and authentic selling. ✅ Scaling Systems: Moving from trading time for money to leveraged business models—sustainable growth. ✅ Strategic Community: Other high-ticket service providers—peer learning and collaboration at this level.
What You Should Know: ❌ Service Business Focus: Designed for service providers—might not fit product-based businesses. ❌ Requires Foundation: Best for entrepreneurs already generating revenue—not starting from zero.
Best For: Coaches, consultants, and service providers who’ve been undercharging and are ready to move to high-ticket. If you’re stuck in low-price, high-volume models and you’re ready to charge what you’re actually worth, Becky’s framework works. Mastermind for premium positioning and scaling.
View The Collective by Becky Keen →
3. The Collective by Greg Hickman (AltAgency) – Best for Agency Owners
Greg’s Specialization: Greg Hickman built AltAgency specifically for agency owners navigating the unique challenges of service delivery businesses. His Collective is a mastermind where agency founders solve scaling problems, share strategies, and build more profitable, sustainable agencies together.
Agency-Specific Focus: ✅ Agency Expertise: Greg understands agency challenges intimately—this isn’t generic business advice. ✅ Scaling Solutions: Addressing the specific problems agencies face when scaling—delivery, team, systems. ✅ Community of Agency Owners: Connect with others running agencies—shared challenges and solutions. ✅ Profitable Growth: Focus on profitable scaling, not just revenue growth—sustainable agency building. ✅ Systems Thinking: Building agencies that don’t require founder in every detail—creating leverage. ✅ Real-World Application: Practical strategies you can implement immediately—not theoretical frameworks.
Keep in Mind: ❌ Agency-Specific: If you’re not running an agency, this won’t be your best fit—very niche focus. ❌ Implementation Required: Greg gives you strategies—you still have to execute in your agency.
Right For: Agency owners (marketing, creative, consulting) who are scaling but hitting bottlenecks. If you’re drowning in delivery, struggling with team, or can’t seem to escape the day-to-day, Greg’s Collective helps you build agencies that actually scale. Mastermind for agency entrepreneurs.
View The Collective by Greg Hickman →
4. The Collective by Stephanie Anne Hughson – Best for Women Entrepreneurs
Stephanie’s Vision: Stephanie Anne Hughson created her Collective specifically for women entrepreneurs who are done playing small. This is a mastermind environment where ambitious women support each other in building significant businesses—without sacrificing themselves in the process.
Women-Focused Community: ✅ Female Leadership: Led by and designed for women—addresses unique challenges female entrepreneurs face. ✅ Ambitious Yet Sustainable: Building big businesses without burning out—sustainable success models. ✅ Peer Support: Community of women at similar business levels—less comparison, more collaboration. ✅ Whole-Life Integration: Business success that integrates with life—not one at the expense of the other. ✅ Strategic Growth: Practical strategies for scaling—marketing, sales, team, systems. ✅ Safe Space: Environment where women can be vulnerable about challenges—psychological safety matters.
The Reality: ❌ Women-Only: Designed for female entrepreneurs—men won’t fit the dynamic. ❌ Community-Dependent: Experience depends on the cohort—chemistry matters in masterminds.
Perfect For: Women entrepreneurs building significant businesses who want peer support without competing for airtime with loud voices. If you’re done being the only woman in business rooms, or you want community that actually gets your specific challenges, Stephanie’s Collective delivers. Mastermind for ambitious women entrepreneurs.
View The Collective by Stephanie Anne Hughson →
5. Business by Design by James Wedmore – Best for Online Course Creators
James’s Methodology: James Wedmore has built his entire business around online courses—and now teaches others to do the same. Business by Design is his high-level program (with mastermind component) for entrepreneurs building course-based or digital product businesses.
Course Business Mastery: ✅ Course Expertise: James has generated millions from courses—teaching from proven experience. ✅ Complete Framework: From course creation through marketing to sales to scaling—the full ecosystem. ✅ Mindset + Strategy: Addresses both tactical business building and the mindset required for success. ✅ Proven Curriculum: Thousands of students have used this framework—tested extensively. ✅ Community Access: High-level community of course creators—peer learning and support. ✅ Multiple Revenue Models: Teaching various ways to monetize courses—not just one approach.
What to Consider: ❌ Course Business Focus: Designed for digital product/course businesses—might not fit other models. ❌ Information Density: James provides a LOT of content—can be overwhelming for some people.
Best For: Entrepreneurs who want to build businesses around online courses, digital programs, or information products. If you’ve got expertise you want to package and scale, James’s framework shows you how. Business building through course creation mastery.
6. CEO Academy by Xtina Harmsworth – Best for CEO-Level Leadership Development
Xtina’s Mission: Xtina Harmsworth noticed a gap—entrepreneurs building businesses but never learning to actually be CEOs. CEO Academy is her program for developing true CEO-level thinking and leadership, not just entrepreneurial hustle.
CEO Development: ✅ CEO Mindset: Teaching you to think like a CEO, not just a solopreneur—fundamentally different approach. ✅ Leadership Skills: Developing the leadership capacity required to scale—vision, strategy, team. ✅ Strategic Thinking: Moving from tactical execution to strategic direction—seeing the bigger picture. ✅ Xtina’s Framework: She’s built successful businesses operating as CEO—teaching from experience. ✅ Scalability Focus: Building businesses designed to scale—not lifestyle businesses that cap your income. ✅ Executive Presence: Developing the presence and confidence required for CEO-level leadership.
Be Aware: ❌ Mindset-Heavy: Strong focus on identity and mindset—might feel too “soft” for tactically-minded people. ❌ Requires Readiness: Best when you’re actually ready to step into CEO role—timing matters.
Right For: Entrepreneurs who’ve been playing small and are ready to step into real CEO leadership. If you’ve been the bottleneck in your own business, or you know you need to evolve how you show up, Xtina’s work transforms your leadership capacity. Mastermind for CEO development.
7. Market Like a CEO by Jereshia Hawk – Best for Marketing Leadership
Jereshia’s Angle: Jereshia Hawk (aka Jeri) teaches marketing from a CEO perspective—strategic, integrated, results-focused. Market Like a CEO is her program (with mastermind elements) for entrepreneurs who want to master marketing strategy at the leadership level, not just tactics.
Strategic Marketing: ✅ CEO-Level Marketing: Teaching marketing strategy, not just tactics—how leaders think about marketing. ✅ Jereshia’s Background: She’s been in marketing for years—deep expertise and proven results. ✅ Integrated Approach: How all marketing pieces work together—not isolated tactics. ✅ Practical Application: Strategies you can implement in your business immediately—not just theory. ✅ Results-Oriented: Focus on marketing that generates revenue—not vanity metrics. ✅ Community Support: Other entrepreneurs mastering marketing—peer learning and accountability.
Keep It Real: ❌ Marketing Focus: If marketing isn’t your current bottleneck, this might not be your priority. ❌ Implementation Required: Jereshia teaches strategy—you still have to execute the marketing.
Perfect For: Entrepreneurs who know marketing is their weakness and are ready to master it at a strategic level. If you’ve been treating marketing as an afterthought, or you’re tired of random tactics that don’t connect to strategy, Jereshia’s framework transforms your approach. Business building through marketing mastery.
How to Choose Your Mastermind
Picking a mastermind is different from choosing a course. You’re not just buying information—you’re joining a community that will shape your thinking and influence your business decisions.
Start with your business stage:
- Multiple six figures, feeling misaligned: Jesse’s Sigma University addresses consciousness + business.
- Service provider ready for high-ticket: Becky’s Collective focuses on premium positioning.
- Agency owner scaling: Greg’s agency-specific Collective solves your unique challenges.
- Woman entrepreneur wanting peer support: Stephanie’s women-focused Collective provides safe space.
- Building course business: James’s Business by Design gives you the framework.
- Ready for CEO-level leadership: Xtina’s CEO Academy develops that capacity.
- Marketing is your bottleneck: Jereshia’s strategic marketing focus helps you master it.
Consider the leader’s philosophy: Different leaders have different approaches. Jesse’s consciousness-focused. Becky’s tactical and strategic. Greg’s agency-specific. Stephanie’s women-centered. James is course-focused. Xtina develops CEO identity. Jereshia teaches marketing strategy.
Which philosophy resonates with you? That matters more than any feature list.
Look at investment vs. value: Masterminds range from $10K to $50K+ annually. That’s significant investment. But if the right mastermind accelerates your business growth, improves your decision-making, and connects you with game-changing relationships, it pays for itself many times over.
Trust your intuition about fit: You’ll be spending significant time with these people. Does the leader’s energy feel right? Does the community seem like people you want to learn from? Do you feel excited or anxious about joining?
Both excitement and anxiety are normal—but if something feels fundamentally off, listen to that.
What Makes Masterminds Worth the Investment
Let me be clear about what you’re actually paying for in a high-level mastermind:
1. Accelerated Problem-Solving Instead of spending months figuring something out alone, you get input from 10-20 people who’ve likely solved that exact problem.
2. Blind Spot Identification Other people see what you can’t see in your own business. They catch the obvious things you’re too close to notice.
3. Standards Elevation Being around people operating at higher levels naturally raises what you think is possible and normal.
4. Strategic Relationships The right partnership, referral, or collaboration from a mastermind can transform your business overnight.
5. Accountability That Actually Works When you commit to something in front of peers you respect, you follow through. It’s different from accountability to a coach.
6. Perspective Expansion Hearing how other people think about business, solve problems, and make decisions expands your own thinking capacity.
These aren’t things you can get from a course or a book. They require real community with real peers.
The Investment Question
“Is a mastermind worth $20K a year?”
Wrong question.
Better question: “Will this mastermind help me make better decisions, avoid expensive mistakes, find valuable opportunities, and accelerate growth in ways that return more than the investment?”
For most entrepreneurs at the right stage, the answer is yes—if it’s the right mastermind.
The entrepreneurs I know who’ve been in great masterminds almost universally say the same thing: they’d pay double what they paid because the value was exponentially higher than the cost.
The ones who regret mastermind investments? Usually they joined the wrong one for their stage, or they didn’t actually engage and participate.
Final Thoughts
At some point, your business growth becomes less about what you know and more about who you know—and more importantly, who you’re becoming.
Masterminds accelerate that becoming process.
They put you in rooms with people who challenge your thinking, expand your vision, and support your growth in ways that solo entrepreneurship simply can’t match.
The seven programs above represent different approaches to that same core value: creating environments where successful entrepreneurs become more successful together.
Whether you’re integrating consciousness with business, scaling to high-ticket, running an agency, building as a woman entrepreneur, creating course businesses, developing CEO capacity, or mastering marketing strategy—there’s a mastermind here designed for your journey.
The question isn’t whether masterminds are worth it.
The question is: which room do you need to be in?
Because the right room changes everything.