Freelance for clients who value your expertise
Join Trusty Oak’s Talent Network of US-based, fractional knowledge workers. Whether your strength is administrative excellence or a specialized skill, we’ll connect you with opportunities that fit your expertise.
Not sure which option is right for you? Scroll down to learn more about each path.
Quality client matches
Extra income
Ongoing support
Two paths to put your expertise to work
Whether you provide ongoing administrative support or bring expertise in a specialized field, there’s a place for your skills in our Talent Network.
Administrative Assistants
Provide consistent, reliable support in areas like inbox and calendar management, scheduling, travel planning, and client communications. Our thorough vetting process ensures clients can trust you with their most important tasks.
Specialist Talent
Offer your expertise in areas such as bookkeeping, video editing, customer success, SEO, software development, and more. You’ll receive curated opportunities and can choose the projects and clients that align with your skills.
What We Look For
No matter the track, we look for freelancers who are dependable, detail-oriented, and collaborative. Clients count on you to be proactive, professional, and committed to delivering high-quality work.
How it works
The process looks different depending on whether you’re applying as an Administrative Assistant or joining as Specialist Talent. Some contractors even do both — here’s what to expect for each path.
Administrative Assistants
- Apply: Submit the application.
- Interview: We’ll do a deeper dive into your experience and skills.
- Background & references: Complete a background check and provide three professional references.
- Onboarding: Finish our online course and build your contractor profile.
- Wrap-up: Meet the team and get client-ready.
Specialist Talent
- Sign up: Join our Specialist Talent Alerts list.
- Get notified: Receive curated opportunities by email.
- Decide how you engage: Respond only when a project interests you, or complete our full vetting upfront to be ready for faster matches.
- Vetting: When you’re ready, complete a quick interview and provide professional references.
- Client-ready: Once vetted, sign your contract to start working with clients.
What to Expect
No matter your path, we’ll set you up for success. Here’s what you can expect when you join our Talent Network.
Subscriptions
Ongoing month-to-month support.
Pay-as-you-go
Flexible support as needed.
Projects
Fixed scope with clear deliverables.
Administrative Assistants
- Upfront vetting: Plan on 4–6 weeks before you’re matched with clients.
- Steady workload: Most RAAs serve subscription clients (typically 5–10 hours per week), with ad hoc and project work in the mix.
- Ongoing support: Weekly pay and guidance from a dedicated Client Success Manager.
Specialist Talent
- Quick signup: Join the alerts list in minutes.
- Your choice: Respond when a project interests you or complete full vetting to move faster.
- Flexible work: Choose from subscription retainers, ad hoc support, or project-based work.
Why Trusty Oak?
We’re not a gig platform. We connect you with the right clients, support your work, and make sure you’re paid on time.
Reliable Pay
No guesswork, no chasing invoices. We make sure you’re paid promptly and fairly for the work you complete.
Thoughtful Matching
We don’t just pass along leads. We vet clients and connect you with opportunities that align with your skills and goals.
Professional Support
You’re not left on your own. Our team is here to answer questions, solve problems, and make sure you’re set up for success.
Ready to Get Started?
Note: We’ve moved the general application to these dedicated forms so each path gets the right experience.
FAQs
Get answers to the most common questions about joining our Talent Network.
Yes. All of our contractors must be based in the U.S. This is a non-negotiable requirement for joining our Talent Network.
No, joining our network provides access to opportunities, not guaranteed work. This represents supplemental work opportunities rather than full-time employment.
No. You can choose how much or how little you work. RAAs typically work 5–15 hours per week with subscription clients, while Specialists often vary their workload based on projects.
Yes. Some of our contractors choose to do both — providing steady admin support as an RAA while also taking on specialist projects. Let us know during onboarding if you’re interested and we’ll guide you through the right vetting steps.
For Administrative Assistants
Typically 4–6 weeks, including application review, interview, background check, references, and onboarding.
Most RAAs serve subscription clients, though ad hoc and project-based work may also be part of the mix. On average, RAAs work about 10–15 hours per week for Trusty Oak clients.
Administrative Assistants are paid hourly on a tiered scale based on total billed hours with Trusty Oak clients. Everyone starts at $21.50/hour and earns a $1/hour increase every 300 billed hours, up to $25.50/hour.
For Specialist Talent
We are actively looking for specialists in Finance/Accounting, Human Resources, Marketing/Content Creation, Product/UX/UI, Software Development/IT, Sales/Business Development, Operations/Administration, and Customer Success.
No. You can start by joining the alerts list and only complete vetting if you pursue a specific opportunity. If you’d like to be considered for faster matches, you can opt to complete the full vetting upfront.
Specialists may work on subscription retainers, ad hoc support, or project-based work.
Specialists set their own rates, with our guidance to ensure they’re competitive and aligned with client expectations.