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Home » I Landed Dream Job by Using ChatGPT to Write Résumé and Cover Letter
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I Landed Dream Job by Using ChatGPT to Write Résumé and Cover Letter

arthursheikin@gmail.comBy arthursheikin@gmail.comJune 8, 2025No Comments4 Mins Read
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After a well-deserved career break, I decided it was time to look for a new job. The only problem was that I had last done this 10 years ago, and job hunting was a completely different game then.

In 2025, everything has changed, from how roles are advertised to how candidates are evaluated. LinkedIn isn’t just an optional platform anymore. It’s seemingly essential. Companies are using automated systems to screen résumés, and social media presence matters more than ever. The landscape has drastically changed, becoming more digital and competitive than ever before.

Facing this entirely new scenario was daunting. The old rules didn’t apply, and the anxiety of navigating this new environment quickly set in. I realized I needed help, something or someone, to guide me through these uncharted waters.

I decided to adapt using the very technology shaping the new job market: AI.

Embracing AI to redefine my career path

After years of working as a lawyer, embracing AI felt like venturing into foreign territory, but it also felt exciting. I’d read countless stories about people using AI for everything from meal planning to writing novels, but I wondered how effective it could be for finding a job.

My first step was to have an in-depth conversation with ChatGPT to help identify exactly what I wanted next in my career. After a much-needed career break, I knew I wanted something that bridged my interests in technology and law, but the specifics were blurry.

Through a lengthy dialogue with the AI, during which we discussed my strengths, interests, and professional goals, I was able to clarify exactly what I was looking for. ChatGPT helped me pinpoint roles that sat neatly at the intersection of legal practice and emerging technologies, creating a tailored shortlist of companies and positions that genuinely excited me.

Leveraging AI for résumés, cover letters, and interviews

Armed with this newfound clarity, it was time to get practical. I turned again to ChatGPT, this time for help with polishing my résumé, crafting standout cover letters, and preparing for interviews.

A man wearing a vest types out in his computer.

The author (not pictured) used ChatGPT to locate job, write his résumé and even prepare for interviews.

domoyega/Getty Images



Starting with my résumé, I fed ChatGPT my old document alongside descriptions of the roles I was targeting. Within minutes, it transformed my résumé into a crisp, impactful summary of my professional achievements. It suggested action-oriented language and quantified outcomes, things I hadn’t thought to highlight on my own. My previously bland document suddenly felt dynamic and compelling, accurately reflecting my experience and capabilities.

Next, I tackled the dreaded cover letters. Each application felt like writing a small autobiography, a tedious task I usually procrastinated endlessly on. With ChatGPT, the experience transformed. I provided basic details about the role and why I was interested, and the AI-generated, polished, tailored cover letters genuinely sounded like me, only better. Minor tweaks aside, the AI-driven drafts were ready to send out immediately, saving me countless hours of stress and editing.

Then came mock interviews. ChatGPT proved invaluable here, simulating realistic interview scenarios and offering insightful feedback on my responses. It didn’t just spit out generic interview questions. It tailored them specifically to each role, asking about industry trends, hypothetical scenarios, and even personal motivations. The AI coached me through my answers, helping me refine my responses to ensure they were concise, authentic, and impactful.

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Landing the ideal job: Full circle with AI

The impact of these preparations was swift and substantial. Within just two months of starting this tech-driven job hunt, I secured a role at a cutting-edge tech company developing AI specifically designed for lawyers. It felt surreal yet perfectly aligned. After all, my journey began and ended with artificial intelligence.

computer

The author (not pictured) eventually landed a role in AI.

d3sign/Getty Images



This role wasn’t just a paycheck. It was a full-circle moment, merging my long-standing passion for law with my newly sparked enthusiasm for technology.

Would I use AI to job hunt again? Absolutely. In fact, I can’t imagine tackling such a stressful process without it. AI didn’t just streamline tedious tasks. It empowered me to present myself authentically and strategically in a fiercely competitive market. It took the overwhelm out of job hunting, making the process not only manageable but surprisingly enjoyable.

In a world increasingly defined by technology, leveraging AI in your career search isn’t just clever. It’s becoming essential.

Whether you’re pivoting careers, re-entering the workforce, or just exploring new opportunities, AI could be the ally you never knew you needed. For me, embracing AI was the smartest professional decision I made in years, proving that sometimes the best way to adapt to change is to lean into it fully.



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