Be Your Own Boss - with Benefits!

Bringing Community and Wellbeing to Solo and Small Business Owners

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We’ve been there.

The feast-or-famine paychecks. The late-night Googling for health plans. The guilt of taking time off- because if you’re not working, you’re not earning.

We’re solo and small business owners, too. And we realized something: independence shouldn’t mean going it alone.

That’s why we started Guilds with Benefits, a membership association that focuses on community and wellbeing for solo and small business owners. It’s what we wish existed 10 years ago, so we are building it together, one Guild Member at a time!

Whether you’re a tattoo artist in Portland, a mobile app developer in Vancouver, or a fitness instructor in Bend, you deserve options.

Partners Include

  • Bayberry Clinic Logo

    Bayberry Clinic

  • Rock Paper Coin

  • OutFront Logo

    OutFront Media

  • Guideline

  • BPA Health

  • Knew Health

  • TriMet Logo

    Tri-Met

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Empowering Independent Professionals

Guilds with Benefits is more than a membership. It's your trusted partner in navigating the freelance and small business world. Our vibrant community unlocks essential mental health support, 401k retirement access, exclusive member offers, and marketing opportunities to help you grow.

Prioritizing Wellbeing

At Guilds with Benefits, we understand that the freelance journey can be isolating and stressful. That's why we offer comprehensive mental health support as a cornerstone of our membership. Gain access to counseling for you and your whole family, structured emotional support, coaching, and consulting designed specifically for self-employed professionals.

Our goal is to help you stay resilient and motivated, so you can thrive both personally and professionally. You don't have to navigate the ups and downs alone. Your guild is here for YOU.

Supporting Business Growth

Our exclusive discounts are tailored to help freelancers and small business owners reach new heights. From financial planning resources and retirement plan options to member-only deals, we provide helpful tools for your financial success. Plus, our searchable directory connects you with potential clients, making it easier for your work to get noticed.

Advocating for Group Health Coverage

We believe that a lack of affordable healthcare options should never be the reason someone doesn't pursue their business dreams.

We're committed to bridging the gap in healthcare access for independent professionals. Guilds with Benefits is pushing for legislative change to offer group health coverage, especially if your team is just you. Stay tuned as we work to make quality healthcare accessible to all our members.

Woman in a yellow and black blouse looking away

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“My vision for Guilds with Benefits is to be able to offer the types of benefits that employees of big corporations get. It’s not fair to me that small business owners don’t have any real options for support or benefits, so I’m doing something about it.

Small business owners are out here doing the most, and if we can organize together, our group purchasing power can help us access affordable care and support so we can continue shaping the business landscape.”

Hollie Miller, founder & CEO

Join a community that has your back

As a member of Guilds With Benefits, you unlock a powerful support system designed specifically for freelancers and small business owners. Enjoy access to physical and mental health resources, a group 401(k) plan, marketing cost-sharing, and more. Plus, we're working to add group health insurance plans through an Association Health Plan (AHP). Experience the benefits of being part of a modern guild, where you never have to go it alone.

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