How It Works

  • Three people sitting on lawn chairs with sunglasses on, talking. Grassy fields and a blue sky are in the background.

    1. Join

    You’ll be part of a supportive group that understands what it’s like to be in your industry. Tap into the Guilds anytime to share what’s working, get advice, or pass referrals.

    Why it matters: You’re not alone anymore.

  • A person lying in a tall grassy field on a low beach chair with a broad brimmed hat over their face. the ocean and distant people are in the background.

    2. Benefit

    From actual time off to health insurance to 401(k) plans and more — get access to the essentials. We get large group rates on great plans for you!

    Why it matters: You shouldn’t have to pay more or settle for less!

  • A person stands with feet apart and arms in the air on a wooden bridge in a forest with mountains in the background.

    3. Thrive

    You’ll love having quick and easy templates for your client contracts and invoices almost as much as not needing to file your quarterly taxes anymore.

    Why it matters: You shouldn’t be wasting time on the little things when you can be doing what you love.

How does Guild Membership work for me?

There are two paths Guild Members can take, based on their business: Freelancer or Small Business Owner

Freelancers typically:

  • Sell their skills and time to clients

  • Have low work-related expenses

  • Need to find their own customers and self-promote

  • Seek better and affordable health insurance options

  • Deal with high levels of income instability

  • Have high risk exposure since their livelihood depends on them working

  • Want to maximize their freedom and time

Here’s how it works:

  1. Freelancers use the GwB tools to invoice their clients.

  2. Guild Member clients’ payments go to Guilds with Benefits.

  3. We pay for the benefits, employer taxes, and admin costs then pay the Guild Member out on payroll (less any outstanding advances).

Freelancers make up all of our guilds except for the Small Business Owners Guild.

Infographic that demonstrates a Guild Member comedian's marketing, booking, payment, performance, earnings, and benefits with Guilds with Benefits.

Small Business Owners typically:

  • Sell their products or services to customers

  • Have higher work-related expenses

  • Want to reduce administrative burden and cost

  • Seek better and affordable health insurance options

  • May experience busy seasons and slow seasons

  • May want to separate their money/earnings from that of their business

Here’s how it works:

  1. Small Business Owners Guild Members invoice their business for their labor using GwB tools.

  2. Their business makes payments to Guilds with Benefits, recognizing this payment as an Owner’s Draw.

  3. We pay for the benefits, employer taxes, and admin costs then pay the Guild Member out on payroll (less any outstanding advances).