Harnessing AI for Success: My Journey with GPT-4 in Proposing for Freelance Opportunities

Brady Starr
4 min readJul 7, 2024

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In the ever-evolving landscape of freelance work, standing out amidst a sea of talent can be a daunting challenge. As a seasoned UI/UX designer, I’ve always prided myself on delivering top-notch work, but when it comes to crafting the perfect proposal, I knew I could use a little help. This is where my secret weapon came into play: a trained AI model known as TONI.

The Beginning of an Exciting Journey

When I first heard about the potential of AI in aiding with professional tasks, I was intrigued. Could an AI really understand the nuances of my work and help me communicate my value effectively? With this question in mind, I decided to give it a shot.

Setting the Stage

The task was simple yet critical: apply for a series of high-stakes freelance projects on Upwork. These included roles like a Graphic/Creative Manager Contractor Arbitrage, a lead designer for a language learning app, and more. Each proposal needed to be meticulously tailored to highlight my skills and fit the specific requirements of the job.

Enter GPT-4

I began by feeding the AI detailed information about my background, including my experiences with 1st90 and Lyft, my expertise in tools like Figma, and my philosophy on user-centric design. The goal was to craft proposals that not only showcased my technical skills but also resonated with the client’s needs.

Crafting the Perfect Proposal

One of the first opportunities I applied for was the Graphic/Creative Manager Contractor Arbitrage role. GPT-4 helped me outline a proposal that broke down the project into clear milestones with specific due dates. Here’s an excerpt from that proposal:

Proposal for Graphic/Creative Manager Contractor Arbitrage

Hi [Client’s Name],

I am excited to submit my proposal for the Graphic/Creative Manager Contractor Arbitrage position. With over a decade of experience in graphic design, creative direction, and project management, I am confident in my ability to contribute to your team and help achieve your goals.

Proposed Milestones:

🗓️ Discovery and Planning — Due: 2024–07–15 — $500
🗓️ Wireframing and Prototyping — Due: 2024–07–22 — $1,500
🗓️ High-Fidelity Design and Implementation — Due: 2024–07–29 — $2,000
🗓️ Quality Assurance and Final Delivery — Due: 2024–08–05 — $1,000

Total Price: $5,000

Portfolio: cstarr.myportfolio.com

Why Choose Me:

🌟 User-Centric Design: I prioritize creating designs that are not only aesthetically pleasing but also highly functional and user-friendly.
🌟 Proven Track Record: My experience with high-impact projects like 1st90 and Lyft demonstrates my capability to deliver top-tier design solutions.
🌟 Strong Communication Skills: I maintain clear and constant communication with my clients to ensure their vision is accurately translated into the design.

Best regards,
Brady Starr

Building Momentum

The process of using GPT-4 didn’t stop there. For each subsequent application, I iterated on the feedback, refining and honing the proposals to better match the job descriptions. For instance, when applying for the lead designer role for a language learning app inspired by Duolingo, I made sure to emphasize my experience with similar projects and my capability to create engaging user experiences.

Facing the Challenges

There were moments of doubt. Would clients recognize the quality and depth of my proposals? Would the AI-generated content meet their expectations? These questions lingered, but each acceptance and positive feedback fueled my confidence.

The Peak: Success Stories

The turning point came when I received a flurry of interview requests. Clients were impressed by the clarity and professionalism of the proposals. One particular success was landing an interview for a Product Expert role to refine product specs and build Figma wireframes. Here’s a snippet of that winning proposal:

Proposal for Product Expert to Refine Product Spec and Build Figma Wireframes

Hi [Client’s Name],

I am excited to apply for the opportunity to refine your product spec and create detailed Figma wireframes. With extensive experience in UX/UI design and product development, I am confident in my ability to deliver a polished and user-friendly interface for your project.

Proposed Plan:

📅 Initial Review and Refinement: I will start by reviewing your existing product spec and Figma workflow.
📅 Wireframe Creation: Based on the refined spec, I will create detailed Figma wireframes for the 10 screens.
📅 Feedback and Iteration: I will incorporate your feedback and make any necessary adjustments to the wireframes.

Hourly Rate: $80/hour

Portfolio: cstarr.myportfolio.com

Best regards,
Brady Starr

The Resolution: A Bright Future

Using GPT-4 not only enhanced my proposals but also saved me countless hours of work. The AI’s ability to understand and replicate my professional tone and detail was astonishing. It allowed me to focus more on the creative aspects of my projects, knowing that my proposals were in good hands.

A Feel-Good Ending

Today, I’m not just a seasoned UI/UX designer; I’m also a testament to the power of AI in the professional world. GPT-4 has been an invaluable partner in my journey, helping me secure high-profile projects and build a more robust freelance career. For those considering leveraging AI for their professional endeavors, I wholeheartedly recommend it. The future is here, and it’s bright.

Thank you for following my journey. Stay tuned for more insights and stories from the world of design and AI.

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Brady Starr

Documenting my journey into the wild world of UX Design in a time of AI