💡 Turn CEO interviews into job offers

Hello there 😎 

If you're celebrating the holidays this week, taking time off, then enjoy it.

But if you're still on the hunt, this can be a great time to focus and get deep work done. Plenty of companies are still hiring; some great ones are listed here this week.

While everyone else is checked out, you can move fast and stand out.

Either way, I hope you have a wonderful holiday filled with family and friends.

We’re taking next week off. See you in 2026.

- Chris from Remote Life OS

Most job seekers spend hours perfecting their resume formatting.

Smart ones listen to CEO podcasts instead.

Here's why this works:

When a CEO spends 90 minutes on a podcast talking about customer churn, product-market fit struggles, or scaling challenges, they're giving you the exact language and priorities that matter to them.

Most applications feel generic because they're based on job descriptions written by recruiters. But cover letters and interview answers that reference specific challenges the CEO discussed stand out right away.

Here's the workflow:

Step 1: Find a podcast or interview where your target company's CEO talks openly about their business. YouTube, podcasts, conference talks, earnings calls, basically anywhere they speak for 30+ minutes.

Step 2: Use the YouTube Transcript Chrome extension to pull the full transcript:

Step 3: Feed that transcript into Claude with this prompt:

For cover letters: Directly address their actual problems using the CEO's language. Instead of generic "I'm excited about your mission," write "I noticed [CEO name] mentioned challenges with customer retention in technical accounts. In my previous role, I reduced churn by 23% using..."

For interview prep: Prepare answers that connect your experience to their specific priorities. When they ask, "Why our company?" you can reference the CEO's comments about their growth challenges and explain how your background aligns with solving them.

Important: Do not use this approach on your resume. Resumes need to match job descriptions and beat ATS systems, not showcase deep company insights.

Save CEO insights for cover letters and interview prep, where you can demonstrate a genuine understanding of their business challenges.

This is how you go from "another qualified applicant" to "someone who actually gets what we're trying to build."

🤖 Featured AI Tool: Your AI Sidekick for Job Search Success

Stop letting job search friction slow you down.

The simplest workflow change? Keep your AI assistant open while you search.

ChatGPT, Claude, Gemini—doesn't matter which one. Just keep it running in a separate window.

Here's what it solves:

🔍 Real-time research Hit unfamiliar company jargon? Paste it into AI for instant clarification. No more research rabbit holes.

✍️ Application speed Need to tailor your resume? Drop your draft into AI for quick rewrites that match the job description. No more blank-page paralysis.

🏎️ Quick-start tips:

• Position AI chat side-by-side with your job search browser

• Create a simple prompt template: "Rewrite this bullet point to highlight [job requirement]"

• Don't overthink it, even basic queries save time

No fancy setups required. Just open the chat window and reduce friction.

You'll complete more applications with less stress, freeing up time for the rest of your life.

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

That’s a wrap. See you in the new year 🥂