Roundup of June 2026 Bootstrapper Events - BootstrappersBreakfast

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Roundup of events for bootstrappers in June 2026. Online and in-person events are offered at $10.

Roundup of June 2026 Bootstrapper Events

We offer online events for bootstrappers including Bootstrappers Breakfast and Lean Culture. There are also in-person Bootstrapper Breakfast meetings in Las Vegas, San Francisco and Silicon Valley. These events are for "entrepreneurs who eat problems for breakfast."®

We have ten events this month to help you move your business forward. Join us as your interests dictate and schedule permits.

Are you an entrepreneur who’d like to share lessons learned?  If you’ve a reached a milestone in your entrepreneurial journey and would like to share lessons learned, please contact Theresa Shafer (tshafer@skmurphy.com) to explore scheduling a short briefing at a Bootstrapper Breakfast or a talk at a Lean Culture event. You must have attended a Bootstrapper Breakfast or Lean Culture event to be considered.

Tues Jun 2 12:00 pm PDT Drop-In Mastermind for Non-Fiction Writing

https://www.meetup.com/skmurphymastermind/events/314772899/

Writing a business book or a blog? Join our non-fiction writers group of similarly minded small business folks where we can keep each other motivated and accountable. Each attendee will have a chance to share a short piece (500-1,000 words) by reading it aloud or providing access to a google doc or emailing other attendees to get feedback. We do this every mastermind session.

Thurs Jun 4 8:00 am PDT Mastermind Open House https://www.meetup.com/skmurphymastermind/events/314802661/

Who sees your blind spots first? Clients, customers or trusted peers? Learn how a group of trusted peers can give you an extra competitive advantage in your business. This is an open house meeting to get your questions answered about what’s involved in an SKMurphy Mastermind and meet others who are considering joining. See also “Masterminds Help Founders with Empathy, Feedback, and Follow-Through”

Fri June 5 9:00 am PDT Silicon Valley Bootstrappers Breakfast (In Person) Redwood City

https://www.eventbrite.com/e/bootstrappers-breakfast-in-redwood-city-for-silicon-valley-founders-tickets-1963668317799

Tues Jun 9 9:00 am  PDT Vegas Bootstrappers Breakfast Roundtable (In Person) The Coffee Press

https://www.meetup.com/bootstrappers-breakfast-las-vegas-startups/events/314313359/

Weds Jun 10 11:00 am PDT / 1:00 pm CDT / 2:00 EDT Lean Culture: Subscription Engines for CPG: Which Model Fits Your Brand?

https://www.meetup.com/lean-culture/events/314909732/

Subscriptions aren’t one thing. They’re a category of mechanics, and the right one depends on your product, margin structure, and how your customers actually buy. In this session, Igor Krasnykh explores the main subscription engines CPG brands can apply (replenishment, curation, access/membership, build-your-box, and hybrid models) with real examples of who each one works for and the operational tradeoffs behind them. Igor is the founder of IdealData, an eCommerce intelligence platform that replaces passive dashboards with proactive, real-time business signals for merchants.

Fri Jun 12 9:00 am PDT San Francisco Bootstrappers Breakfast Startups at CityGroup Center (In Person)

https://www.meetup.com/bootstrappers-breakfast-san-francisco/events/314581751/

Tues Jun 16 8:00 am PDT Silicon Valley Bootstrappers Breakfast (Online)

https://www.eventbrite.com/e/silicon-valley-bootstrappers-breakfast-online-tickets-488376135167

Thurs Jun 18 8:30 am CDT Chicago Bootstrappers Breakfast (Online)

https://www.meetup.com/bootstrappers-breakfast-chicago/events/wthdwtyjcjbxb/

Fri Jun 19 9:00 am PDT Mtn View Bootstrappers Breakfast at Red Rock Coffee (In Person)

https://www.eventbrite.com/e/mountain-view-bootstrappers-breakfast-tickets-262928394907

Weds Jun 24 11:00 am PDT / 1:00 pm CDT / 2:00 EDT Lean Culture: From Lab to Market: 35 Years of Closing the AI Gap

https://www.meetup.com/lean-culture/events/314691205/

Why AI Pilots Fail — and What To Do Before You Start One

For more than three decades, AI practitioners have faced the same fundamental challenge: bridging the gap between what works in the lab and what delivers reliable value in the real world. This session introduces a practical framework for evaluating AI readiness across leadership, strategy, data infrastructure, platforms, and skills before launching major initiatives. It also examines the most common reasons AI projects fail, including poor problem selection, underestimated data challenges, lack of operational accountability, and ignored organizational impacts.

Evan Steeg is an AI researcher, biotech entrepreneur, and innovation strategist specializing in ethical AI, synthetic biology, and commercialization, with degrees from Cornell and a PhD in Computer Science from the University of Toronto, where he studied under Nobel winner Dr. Geoffrey...