Speakeasy Mastermind Membership
  • SPEAKEASY MEMBERSHIP

One Membership.

An Entire Network at Your Fingertips.

Your Speakeasy membership starts with a curated monthly in-person mastermind in your city - then unlocks access to hundreds of entrepreneurs, every Speakeasy chapter, exclusive sessions, shared intelligence, resources, introductions, events, and opportunities across the entire network.

Your local chapter gives you depth. The Speakeasy network gives you reach.

Your Room

Your Monthly In-Person Mastermind

Once a month, meet for approximately three hours with 15-30 carefully curated entrepreneurs in your city. 


Dinner. Drinks. Real conversation.


Bring the decisions you're wrestling with, opportunities you're considering, problems you're trying to solve, and what's happening inside your business. Then put the room to work: get feedback, challenge assumptions, share playbooks, make introductions, and solve problems.

No speakers. No pitches. No awkward networking.

This is where membership starts.

3 hours

once a month

15-30 entrepreneurs

dinner & drinks included

Your Network

An Entire Entrepreneurial Network in Your Pocket.

Your membership doesn't end when the monthly meeting does.

Make better decisions at Speakeasy

ASK THE
NETWORK

Tap hundreds of entrepreneurs for experience, ideas, resources, and answers.

Stay ahead of the curve with Speakeasy

FIND THE
RIGHT PERSON

Looking for a marketing expert? SaaS founder? AI Guru? Investor? Vendor? Strategic partner? Search the community and discover who can help.

Speakeasy members make life long friendships

MAKE & REQUEST
INTRODUCTIONS

Leverage relationships accross the network instead of starting every search from zero.

Make better decisions at Speakeasy

SHARE
OPPORTUNITIES

Members can share launches, offers, partnerships, opportunites, and ways the community can help.

Real solutions at Speakeasy Mastermind

VISIT
OTHER ROOMS

Traveling? Attending a Speakeasy meeting in another chapter and immediately walk into a trusted entrepreneurial community.

The Collective Intelligence

of Every Room

The best idea shared in one Speakeasy room shouldn't stay there. We capture and share the strongest strategies, resources, insights, and takeaways emerging across the network.

Make better decisions at Speakeasy

The Best Ideas From Every Room

Detailed meeting notes capture the most valuable strategies, tools, resources, and takeaways from chapters across the network.

Stay ahead of the curve with Speakeasy

The Insider
Sessions

Exclusive monthly sessions explore what entrepreneurs are doing right now in AI, marketing, leadership, sales, branding, technology, productivity, and growth.

Speakeasy's AI Knowledge Hub

Your AI-Powered
Knowledge Hub

Search Speakeasy's growing collective intelligence to find relevant conversations, strategies, resources, and the members who know the subject best.

Beyond the

Monthly Meeting

  • Meet More Members, Faster

Virtual networking and connection experiences designed to create relationships, introductions, collaborations, referrals, and opportunities across chapters.

  • The Annual Speakeasy Event

Members from across the network come together for deeper relationships, conversations, shared experiences, and fun.

  • Member Perks & Resources

Access exclusive offers, tools, services, resources, and benefits shared within the community.

What Being a Speakeasy Member Looks Like

Speakeasy Monthly Mastermind

Every Month

Sit down with your local mastermind

Speakeasy Global Community Application

Between Meetings

Ask questions, make introductions, find resources, and connect through the global community.

Visit Speakeasy Chapters All Around the World

Througout The Year

Attend insider sessions, virtual networking experiences, and other chapter meetings when you travel.

Speakeasy Monthly Mastermind

Once a Year

Come together with members from across Speakeasy for the annual experience.

Speakeasy Global Community Application

Anytime You Need It

Search the collective knowledge and relationships of the entire community.

What Is One Better Decision Worth?

What Is One

Better Decision Worth?

One avoided bad hire.

One introduction to the right partner.

One marketing strategy that works.

One vendor who saves you $50,000.

One conversation that keeps you from making a six-month mistake.

One relationship that turns into a major opportunity.

One tactic and strategy that scales your business to the next level.


For the right entrepreneur, one conversation can pay

for years of membership.

Sam Wakefield

“My business has more than 2x. Almost every six months, my business will almost double, based on some nugget I picked up from somebody during the conversations at Speakeasy Mastermind.”

Sam Wakefield

Founder, CEO, & Top Podcaster

See What Speakeasy Is Like for Yourself

You’ve heard from our members. Now experience the room firsthand. If you’re a qualified entrepreneur, we’d love to invite you to an upcoming event to meet the members, join the conversation, and see if Speakeasy feels like the right fit for you (and vice-versa).

Your Speakeasy Membership

STANDARD MEMBERSHIP

$5,995/year

  • Monthly in-person mastermind meetings in your home chapter

  • Dinner and drinks at monthly meetings

  • Full access to the global Speakeasy community

  • Access to meetings in other Speakeasy chapters

  • The Insider Sessions

  • Virtual networking and connection events

  • Meeting notes and insights from across the network

  • AI-powered knowledge search

  • Member directory and expertise discovery

  • Member opportunities, offers, and resources

  • Preferred access/pricing for the annual Speakeasy experience

* Some launching chapters may offer special founding-member pricing.

Membership Is Intentionally Curated

Membership Is

Intentionally Curated

The value of Speakeasy depends on who's in the room. Members have 6, 7, and 8 figure businesses and want to grow to the next level.

Most members own established businesses generating $1M+ annually, or earn $250K+ per year as a solopreneur, 
or have recently built or exited a significant company.

But numbers aren't enough. We look for entrepreneurs who are still building, willing to share openly, generous with their experience and relationships, and interested in building real relationships - not simply finding their next customer.


Because everyone inside Speakeasy should make the room better.

A Few Questions

What do I get with a Speakeasy Mastermind membership?

A Speakeasy membership includes a monthly in-person mastermind in your home chapter, dinner and drinks at those meetings, and access to the broader Speakeasy community. Members can connect with entrepreneurs across chapters, visit other chapter meetings while traveling, attend Insider Sessions and virtual networking events, explore meeting insights and shared resources, and use the member directory and AI-powered knowledge hub to find relevant expertise and conversations.

Who is Speakeasy Mastermind for?

Speakeasy is for established entrepreneurs who are still building and want trusted peers to help them think through important business decisions. Many members own businesses generating $1 million or more annually, earn $250,000 or more as solopreneurs, or have built or exited a significant company. Those numbers are guideposts, not the whole test: we also look for people who contribute openly, share their experience and relationships generously, and want to build real connections—not just find their next customer.

How is Speakeasy different from EO, YPO, Vistage, or BNI?

Speakeasy combines a curated, monthly in-person mastermind in your city with access to a wider network of entrepreneurs across chapters. The local meeting is the center of the membership: members bring real decisions and challenges to the room, exchange experience, and help each other think clearly. Speakeasy is not organized around referral quotas, required pitches, or business-card exchanges. Each organization has its own model, so the best choice depends on the format and community you want.

Is Speakeasy a networking or referral group?

Speakeasy is a peer mastermind community, not a referral group. Members may make introductions, share opportunities, and do business together, but there are no referral quotas or required pitches. The first priority is building trusted relationships and contributing to the room; business can grow from those relationships over time.

How much does Speakeasy membership cost, and what’s included?

Standard Speakeasy membership is $5,995 per year. It includes monthly in-person meetings in your home chapter, dinner and drinks at those meetings, access to the global community and other chapter meetings, Insider Sessions, virtual connection events, meeting insights, the member directory, AI-powered knowledge search, and member offers and resources. Some launching chapters may offer special founding-member pricing.

Can I bring my business partner to Speakeasy?

Yes. We encourage members to bring their business partners. You can add your business partner to your membership for an additional $1,000 per year.

What happens during a monthly Speakeasy meeting?

A typical Speakeasy chapter meeting lasts about three hours and brings together 15–30 carefully curated entrepreneurs for dinner, drinks, and a focused mastermind conversation. Members discuss current business decisions, opportunities, and challenges, then draw on the room for feedback, fresh perspectives, shared experience, and introductions. There are no guest speakers or required sales pitches; the members and the conversation are the focus.

How do I know whether Speakeasy is worth the investment?

Speakeasy is most valuable when you actively bring questions, share what you’ve learned, and build relationships with the people in the room. A useful conversation might help you avoid a costly mistake, evaluate an opportunity, find the right introduction, or see a business problem differently. The value depends on your needs and participation, so the best way to judge the fit is to experience a meeting as a qualified guest before deciding whether to join.

Get in the Right Room.

Come experience Speakeasy Mastermind at an upcoming meeting.

No pressure. No obligation. Just come experience the room.

We put high-caliber entrepreneurs in the right room so they can grow faster, make better decisions, and never build alone.

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