Wednesday, 14 May 2025 Issue#031

Transition Smarter. Tech-Driven Guidance for What’s Next

You’re job hunting with AI, updating LinkedIn, and uploading résumés left and right. But are you also giving away your personal data without realizing it? This week, we cover how to stay smart, secure, and ahead of the curve. From LinkedIn’s new AI tool to résumé privacy tips—this is info you don’t want to miss. Let’s get into it.

Weekly Spotlight

Tool of the Week: Linked-In AI Job Search

LinkedIn's New AI: Your Job Search Wingman
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LinkedIn has just rolled out a new AI-powered job search feature that lets you describe your ideal job in plain English. Instead of wrestling with filters and keywords, you can now type something like, "I'm looking for a remote marketing job in Detroit that pays at least $110,000," and the AI will do the heavy lifting.

Why It Matters:

• Natural Language Search: No more guessing the right keywords. Just tell the AI what you're looking for.
• Skill Gap Analysis: The AI highlights your strengths and areas for improvement relative to job postings.
• Premium Perks: LinkedIn Premium users get enhanced insights, including job match ratings and tailored suggestions.

Bottom Line: This AI tool aims to make job hunting less of a chore and more of a conversation. It's currently available to all LinkedIn Premium subscribers and will roll out to users with the platform set to Global English by the end of the week.

🛠️ Quick Tip: Translate Your Military Experience

When using LinkedIn's AI job search, frame your military experience in terms that resonate with civilian employers.

• Military: Led a team of 15 in high-pressure environments.
• Civilian Translation: Managed cross-functional teams to achieve mission-critical objectives under tight deadlines.

This approach helps the AI—and hiring managers—understand the value you bring to the table.

What We Are Tracking

Fiverr CEO's Wake-Up Call: Adapt to AI or Risk Replacement

In a candid internal memo, Fiverr CEO Micha Kaufman warned employees that artificial intelligence (AI) is rapidly transforming the job landscape, threatening roles across all levels—including his own.

Why It Matters:

• No Role Is Safe: Kaufman emphasized that AI isn't just targeting entry-level tasks; it's poised to impact positions at every level, including executive roles.
• Adapt or Be Replaced: The message underscores the importance of embracing AI tools and technologies to stay relevant and competitive in the evolving job market.
• Call to Action: Employees are urged to proactively adapt by evolving their skills and embracing emerging technologies, highlighting a major shift in workplace expectations.

Bottom Line: As AI continues to reshape the professional landscape, staying ahead requires continuous learning and adaptation.Whether you're transitioning from military service or navigating the civilian workforce, embracing technological advancements is key to maintaining a competitive edge.

Bonus Feature

OPSEC Still Matters!

⚠️ Transitioning? You’re Also Uploading Your Life to the Internet

Let’s be real: when you transition out of the military, you go from keeping things locked down tighter than a Signal Chat (ok, bad example)… to uploading your entire career to 37 job sites, five résumé builders, and one AI chatbot that says “Hey there 👋” a little too casually.

Sound familiar?

You’re not alone. And that flood of personal info? It’s a gold mine—for recruiters, advertisers, and yep, even hackers.

👀 The Digital Trail You Didn’t Know You Left

Every time you upload your résumé to a site like Indeed or ZipRecruiter, here’s what often happens:

• Your data is scraped and shared with third-party job boards, resume banks, and analytics tools.
• Some platforms reserve the right to “anonymize” and reuse your résumé for training their AI. (Spoiler: it’s not always that anonymous.)
• Others allow employers to download and store your info indefinitely—even if you delete your account.

And tools like Jobscan, ResumAI, and Kickresume? They often require full uploads of your résumé, LinkedIn profile, or cover letter. Convenient? Yes. Secure? Not always.

🧰 Quick Fixes for Staying Mission-Ready Online

🔒 Use a burner résumé. Not a fake one—but a version without your full address, personal phone number, or current employer. Create a Google Voice number. Use a professional email just for job apps.

🕵️‍♂️ VPN = your new field gear. Yes, VPNs help—especially when you’re on public Wi-Fi (Starbucks is not a secure comms hub). Look for one with a no-logs policy and strong encryption. We like NordVPN, ProtonVPN, or Mullvad.

⚠️ Read the privacy policies. Or at least skim the parts that say “we may share your data with…” If it sounds sketchy, it probably is. Pro tip: use Terms of Service Didn’t Read to get a fast rating of any site.

🤖 Treat AI tools like interns. Helpful? Yes. Trustworthy? Eh. Never feed them sensitive info like clearance history, deployments, or SSNs. AI is great for grammar—not guarding your identity.

🫡 Bottom Line:

You protected national secrets—now protect your résumé. Your data has value. Guard it like you would a weapons cache.

Productivity Spotlight

Tools that help you stay, or get, productive

✅ Playlist AI - Describe what you want to listen to and AI will make the perfect mix

✅ Rytr - Create original short form content with impact. Perfect for social media bios, thank you emails, cold networking emails and more!

✅ Podwise - Turns podcasts into searchable notes

Check us Out

"Want to connect with other transitioning veterans and share war stories?

​Join Our New Exclusive Facebook Group!