🔍 The Right AI Tool For Every Part Of Your Job Search

Plus: Open roles at Linktree, Twilio, Stripe, Lenovo, Cisco, Dropbox, Zillow, Affirm, Whatnot, Paylocity, and more

Author

Chris Ming
September 30, 2025

Hello there 😎 

I was testing to see how different AI models handled similar tasks for a very. important. project. 👨‍🏫

Here, I used Gemini 2.5 Flash:

"Here's a picture of my dog Deefer, help me edit this so that he is dressed up in a superhero costume."

Whoa. Nailed it.

And here’s ChatGPT-5:

🤣

Same input. Wildly different output.

One tool got it exactly right. The others got it oh so wrong.

(I can’t stop staring at his hands.)

The takeaway: It’s the exact same if you’re using AI in your job search.

Pick the wrong tool? Waste hours on mediocre outputs.

While the right tool cuts through the noise.

The problem is most people treat AI like it's all the same. They ask ChatGPT to do everything from research to resume writing to finding job leads.

That's like grabbing the hammer for every home repair.

Each part of your job search has different requirements.

  1. Company research needs accuracy and depth

  2. Resume writing needs natural language that doesn't scream "AI wrote this”

  3. Job discovery needs real-time data and pattern recognition.

Here's what you'll learn today:

  • The specific AI tool that crushes company research (hint: not what you think)

  • Why Claude writes better resumes than ChatGPT (I've tested both)

  • How to spot job openings before they hit LinkedIn

  • The exact prompts and workflows for each tool

…and more!

But first, let's look at some open roles I'm excited about.

💎 10+ High-Impact Remote Roles

🚨 Just added! These remote roles were hand-picked yesterday at 9:37 AM EST. Get your application in early to stand out from the crowd.

Keep reading for 20+ more opportunities 👇

👻 If you're sending out resumes and hearing nothing back, there's probably a fixable reason why.

I've been quietly helping people rewrite their job search materials, and the results have been nuts. Like Josh, a product director:

❝

Chris helped me reframe my experience to make my resume and LinkedIn profile more engaging and focused. Now I’m in process with four different companies!

Josh C.

Or Mary, a general counsel:

❝

Chris gave me something I didn't even know I'd been looking for; a new perspective on my career that completely changed how I market myself but also how I think about who I am and what I bring to the table.

Mary M.

Tired of your applications getting ignored? I personally audit and fix your resume, LinkedIn, and cover letter through my Land The Interview service.

Looking to land interviews faster?

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Below, we’ll cover the three major use cases for AI in your job search and the right tool for each one.

Let’s go:

🔍 Deep Research Is Your Secret Weapon

Deep research isn't optional anymore. It's the difference between getting ghosted and getting hired.

You need solid intel on:

  1. Target companies

  2. Specific roles

  3. People who can get you in

Skip this step, and you're just another resume in the pile. Most people read the company's About page, pat themselves on the back, and turn back on KPop Demon Hunters.

That's not research, that's browsing.

Fortunately, AI makes this so easy.

Best research tool: ChatGPT-5 with Deep Research Mode.

✍️ Use this script:

I am preparing to apply for a Product Manager role at {CompanyName}. I want you to act as my research analyst and deliver a comprehensive research brief that will help me tailor my application and interviews. Organize the output into clear sections with detailed information, facts, and insights.

1. Company Overview

Founding year, headquarters, key markets served

Mission, vision, and values

Recent growth metrics (revenue, users, market share if available)

2. Products and Services

Breakdown of main products or product lines

Key differentiators vs. competitors

Product adoption and notable customer segments

3. Strategy & Market Position

Business model (how they make money)

Positioning in the market (who are their top competitors, what advantages/disadvantages they have)

Key strategic priorities or bets (expansions, partnerships, acquisitions, etc.)

4. Financials (if public) or Scale Indicators (if private)

Latest funding rounds, valuation, revenue estimates

Key investors/backers and what they signal about company direction

5. Recent News & Developments

Last 12 months of major announcements

Product launches, leadership hires, partnerships, controversies, regulatory issues

6. Leadership & Culture

CEO and key executives (with relevant career backgrounds)

Company culture reputation (Glassdoor, news, thought leadership)

How leadership talks about innovation, product, and customer focus

7. Product & Technology Insights

Tech stack (if available)

Strengths/weaknesses in product execution

User experience strengths, complaints, or feature gaps

Any product-led growth or go-to-market strategies

8. Opportunities & Challenges

What's working well for the company now

What risks or threats it faces (competitive, market, regulatory, economic)

Where a Product Manager could add the most value

9. Interview Preparation Angle

Suggested themes to highlight in my application (e.g., metrics-driven growth, customer empathy, cross-functional leadership)

Example product ideas, improvements, or growth bets tailored for {CompanyName}

Deliver the report as if it were a consulting-style briefing document with enough detail to sound informed in interviews, plus actionable insights I can use to stand out. Include data, examples, and specifics wherever possible.`

📝 The Right Tool For Resume Writing

Your resume, LinkedIn profile, and cover letter are all part of your marketing materials. They all need to sound human while still passing through automated systems, i.e. the applicant tracking system (ATS).

But so many AI tools scream, "the robots wrote this.”

Or they keyword stuff LinkedIn profiles like a Thanksgiving turkey.

When it comes to resume writing, one tool rules them all.

Best tool: Claude

🤓 Nerdy caveat: As I write this, ChatGPT-5 is the latest GPT model, but Claude Sonnet 4 still crushes resume writing and editing.

This might change by the time you read this. The AI landscape shifts weekly.

✍️ Use this script:

Context Setup: Upload your current resume, job descriptions you're targeting, and your LinkedIn headline/summary

The Prompt:

#CONTEXT# You are an expert resume editor and ATS optimization specialist. You have access to my current resume, job descriptions of roles I'm targeting, and my LinkedIn headline and summary.

#OBJECTIVE#

Your job is to:

1. Edit and rewrite the Summary and Experience sections to be clear, concise, and ATS-optimized.

2. Include relevant ATS keywords naturally so the resume surfaces in applicant tracking systems without sounding artificial or stuffed with keywords.

3. Whenever possible, make sure each bullet describes:

The impact: The result or outcome of the work.

The what: What was done.

The how: How it was achieved.

4. Ensure the output is polished and can be directly copied into the resume (no extra notes or explanations).

5. Only use information provided in the data. Do not invent or assume any new metrics or outcomes.

6. If there are insufficient metrics or specific outcomes, do not make up facts, work only with the information given.

#INSTRUCTIONS#

Ignore any text labeled as notes. These guide your edits but should not be included in the output. For the Summary and each Experience section:

Rewrite to focus on impact + what + how in each bullet or sentence.

Naturally include ATS-relevant keywords tied to the target role.

Keep the language organic and natural to read. Avoid robotic keyword stuffing.

Maintain the original structure and formatting so the content is ready to paste directly into the resume.

Do not include commentary, explanations, or additional notes. Just the finished text.

#OUTPUT FORMAT#

Provide only:

The revised Summary

The revised Experience section Do not use any special formatting (such as bold, italics, or color) in the output. Resume bullets should be plain text, formatted exactly as they would appear in a standard resume. Ensure the output is clean, neutral, and ready for direct copy-paste without style adjustments.`

Remember:

  • Always start with the resume first. It feeds into your LinkedIn profile, which then feeds into your cover letter

  • Focus on Impact + What + How structure for all bullets

  • This gets you 80% of the way there. The other 20% requires good research and understanding what companies want

🎯 Finding Open Roles Before Everyone Else

Job boards? By the time a role hits Indeed or LinkedIn you're competing with 100+ applicants.

The real opportunities come from finding signals that a company might be hiring soon, before they officially post anything.

This is where most people struggle.

“How am I supposed to stand out against so many applicants?”

Three ways:

  • Network your way in. I call this “inside tracking.” This is the most reliable way, but it takes time.

  • Be the most qualified person. In theory, if you are the best fit for the job, you should get the role. In reality, while it increases your chances, it's still no guarantee.

  • Predict future opportunities. This is what we’re going to cover today.

Companies don't wake up one morning and decide to hire. Hiring follows predictable patterns: funding rounds, expansion plans, leadership changes, product launches, and more.

Best tool to help predict these opportunities: Perplexity

Perplexity excels at finding these early signals by combining real-time data from multiple sources.

✍️ Use these scripts:

"List 10 startups in the [your target industry, e.g., fintech] space that raised venture capital funding in the last 60 days. Include the funding round, amount, and what types of roles they are likely to hire for based on this funding."

"Find 5 companies in the [your industry, e.g., SaaS] sector that have recently announced expansion into [your target city/region, e.g., Austin, Texas]. What hiring plans might follow this expansion?"

"What companies in [your industry] announced new partnerships or major product launches this week? What kinds of roles will they need to support the rollout?"

Note: the free version works, but Perplexity Pro delivers better results.

The key is running these searches weekly and building a list of companies to watch.

Most people search once and give up.

Consistency wins here.

💫 The Bottom Line

Different AI tools excel at different parts of your job search. Here's what's most effective. To recap:

  • ChatGPT-5 with Deep Research Mode for company research

  • Claude for marketing materials (resume, LinkedIn, cover letter)

  • Perplexity for early hiring signals

And here’s how I’d spend my job search time:

  • 20% research

  • 20% resume and LinkedIn updates

  • 60% on proactive outreach, especially to companies with early hiring signals

The right tool for each task can dramatically improve your results compared to using a single AI for everything.

Good luck.

Let me know how it goes.

I love meeting new people. Say hi on LinkedIn 👋

🤝 When you’re ready, here are 2 ways I can help you land your next job:

1/ Land The Interview Resume Service - I fix your resume, LinkedIn, and cover letter so you stop getting ghosted and start getting responses. No more wondering why your applications disappear into black holes. Just marketing materials that work.

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2/ Get personalized career coaching. Want to accelerate your remote job search? I'll work directly with you in my high-touch group coaching program. You'll get resume reviews, outreach message editing, interview feedback, and more, to help you land your dream remote role. Only 1 spot remaining. Sold out — join the waitlist.

🚪 Looking for a remote job?

👟 Speed wins. Yesterday morning at 9:37 ET I hand-picked the newest open remote roles before they get flooded with applications. Get exclusive early access to these open roles.

🎯 Product Roles

📣 Marketing Roles

  • PMM at Affirm 🌎 Apply here

  • Sr Marketing Manager at Whatnot 🇺🇸 Apply here

  • PMM at Paylocity 🇺🇸 Apply here

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  • Founding Marketing Manager at ExaCare 🌎 Apply here

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  • Marketing Operations Manager at Alma 🇺🇸 Apply here

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  • Marketing Manager at Goody Apply here

  • Social Media Marketing Manager at Robert Half Apply here

  • Technical PMM at Symbiotic Security 🇺🇸 Apply here

  • International Marketing Account Manager at Bryant Christie Apply here

👥 Customer Success Roles

That’s a wrap. See you next week 👋

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