Alameda Mastermind

A confidential peer advisory group for established business owners navigating growth, leadership, hiring, and the realities of running a business. Designed for experienced owners who want strategic peer support.

Apply to Join the Founding Group

ALAMEDA BUSINESS OWNERS

Most business owners carry too much alone.

Large organizations rely on outside advisors to help them think strategically, challenge assumptions, and avoid blind spots. Most small business owners don't have that.

Alameda Mastermind was created to fill that gap: a small, facilitated peer advisory group for experienced business owners who want clearer thinking, practical perspective, accountability, and honest conversations about what is actually happening in their businesses.

Who this is for

Business owners with 5+ years in business

Established businesses, not early-stage startups

Owners managing growth, hiring, operations, leadership, or scaling challenges

B2B, B2C, or B2G businesses

Entrepreneurs open to candid, practical feedback

How the group works

Each group is limited to eight members and meets twice monthly for two-hour facilitated sessions in Alameda.

Every meeting is structured around real issues members are actively dealing with right now — not theory, presentations, or networking pitches.

Revenue is up, but cash flow is still tight.

I'm trying to step back, but my team isn’t ready.

I'm carrying too many decisions myself.

We have more work than we can deliver.

Real business challenges members discuss

ALAMEDA BUSINESS OWNERS

This is not a networking group.

The purpose is not referrals, pitching, or selling services to each other.

The value comes from creating a trusted, confidential environment where business owners can speak openly about real operational, leadership, financial, and strategic challenges without needing to posture or perform.

Meet your facilitator

Donna Milgram is a longtime entrepreneur, facilitator, and former member of the Alameda Economic Development Commission and Chair of the Business Attraction Committee.

For more than 30 years, she has worked nationally to help organizations and leadership teams move from discussion to action through structured facilitation, strategic planning, and practical problem solving.

She created Alameda Mastermind to bring thoughtful local business owners together for deeper conversations, practical feedback, and peer support beyond traditional networking.

Application Required

Who is this for?

Established business owners who want a confidential place to think through real business challenges with other experienced owners.

Is this networking?

No. This is not a referral or sales group. The focus is practical problem solving, peer perspective, and accountability.

How are members selected?

Applications are reviewed personally to ensure a strong fit and complementary group dynamic.

Do I need to be based in Alameda?

The group is designed for Alameda and nearby business owners who can participate in person.