Healthcare designed for people who don’t have HR departments
Guilds with Benefits helps solo business owners and small teams access affordable, relationship-based care, without the complexity of traditional insurance.
Built in Portland. Designed for people who’ve been priced out, left out, or burned by the system.
Want to help us develop the next big benefit?
If you’re a small business owner, freelancer, or solopreneur, please complete the survey:
What We Do
We’re building a better way for independent professionals to access care.
Instead of navigating confusing insurance plans, Guild Members get:
Direct access to local doctors through Direct Primary Care (DPC)
Transparent, predictable monthly pricing
Longer appointments and real relationships with providers
Optional access to mental health, wellness services, and other health enhancements
No networks. No surprise bills. No fighting with insurance.
Why We Exist
Most healthcare systems were built for companies with HR departments.
If you’re a solo or small business owner, you’re left trying to:
Navigate plans on your own
Pay high premiums for limited access
Or skip care altogether
Guilds with Benefits exists to fix that.
“I stopped avoiding care because I finally understand the cost” -Tracy V.
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.
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.
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.
Partners Include
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![Bayberry Clinic Logo]()
Bayberry Clinic
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Rock Paper Coin
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OutFront Media
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Guideline
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BPA Health
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Knew Health
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![TriMet Logo]()
Tri-Met
“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
Featured on the:
DARE Podcast - The show for innovators, entrepreneurs, and startup leaders who dare to shape the future.
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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.