Build an Upwork Profile That Wins AI Work
A focused build of your Upwork title, overview, skills, and portfolio so the right clients find you and your proposals sell outcomes, not hourly tasks.
By the end, you have copy you can publish: a title clients search for, an overview that sells the outcome, skills that match the jobs you want, and portfolio framing that proves you can deliver. What we build together: Offer focus. One service, one buyer, one result. Not a list of every tool you have used. Profile title. Search-friendly, under 70 characters, with the service in the first 40. Overview. Client problem, what you do, proof, and how to start. Written in your voice. Skills and specialized profile. The tags and niche profile that match the jobs you will bid on. Portfolio pieces. Two to three project write-ups with the problem, what you built, and the result. We use real work, a sample build, or a before-and-after if you are new. Proposal opener. A short first paragraph you can reuse so you are not rewriting from zero on every bid. Profile checklist. Photo, rate positioning, availability, and the fields Upwork requires before you can apply. Best for freelancers and operators who want to sell AI automation, agents, or sales-ops systems on Upwork, and who are tired of profiles that read like a resume. You own everything we write. You publish it. This package does not include bidding, connects, or a guarantee of hired jobs. What you'll get A publish-ready Upwork title, overview, and skills list aimed at one offer Two to three portfolio write-ups a client can understand in under a minute A reusable proposal opener and a short profile checklist so you can go live the same day
What's included
What past clients have said
5.0
Every time I’ve collaborated with Jonathan, he’s brought specialized knowledge and value to the table, along with a can-do spirit that moves projects forward. He’s a bit of a secret weapon when it comes to business efficiency and smarter system design. I highly recommend a chat with him to see if your situation can benefit from his approach.
Nate G.
April 2026
Vouched for Jonathan based on experience working together before Leland
for Jonathan McLemore
5.0
I can say with absolute certainty that Jonathan is an excellent coach that offers a wealth of knowledge! He has displayed his reliability and experience, which has allowed me the confidence to utilize his specialities. No matter the situation, I can rely on Jonathan to help me navigate to the most optimal and ideal solution. I am most grateful that the help he provides are always delivered in a digestible manner, one that helps me understand it quickly.
Joshua W.
April 2026
Vouched for Jonathan based on experience working together before Leland
for Jonathan McLemore
5.0
Jonathan is a man of many talents. He's an educator, he's a learner, and his attention to detail and documentation is the stuff of legends. Any interactions you'll have with him will leave you walking away having learned something new.
Shabbir N.
April 2026
Vouched for Jonathan based on experience working together before Leland
for Jonathan McLemore
Meet your expert
Jonathan M.
AI Strategy Expert | Transform with Proven Enterprise Solutions
I help professionals and businesses turn AI, automation, and better information systems into measurable operational and revenue outcomes. I’m a Toronto-based solutions engineer, enterprise customer success professional, and founder of Plinko Solutions. My work sits at the intersection of AI agents, CRM and workflow automation, sales infrastructure, and enterprise content management—helping teams move from scattered tools and manual handoffs to dependable systems people can actually use. Since 2022, I’ve built and implemented no-code and low-code solutions across prospecting, lead routing, CRM workflows, API integrations, content operations, and AI-assisted processes. Through Plinko Solutions, I’ve delivered client automation projects that improved pipeline velocity, reduced administrative work, and generated meaningful recovered and incremental revenue. Today, I also support regulated-industry organizations with information governance, document workflows, metadata, and intelligent information management. My background spans B2B sales, technical recruiting, customer success, marketing, client management, and education. As a dual U.S.–Canadian citizen raised in a West Indian household, I care deeply about making powerful technology understandable and accessible—not just available to people with technical backgrounds.
