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Why I built Career Sherpa

I needed it for my own remote job search. I figured you might too.

I'm Blaine Martin. I've spent 15 years in IT and security, working my way from network and telecom engineering to security architecture to running a 20-person security operations team at Harley-Davidson. For years, I did that job remotely.

Remote work shaped my life. I've spent part a year living on a sailboat on the West Coast and the rest in short stays, usually moving on after a few months. Home has been towns in Texas, Florida, Georgia, Washington, Oregon and South Carolina - even Jalisco, Nayarit, and Chiapas in Mexico!

So when I started looking for my next role, I only wanted remote ones, and I found out how messy that search is. Good jobs are scattered across job boards and company career pages. Some listings lead to a paywall instead of an application. And every remote posting pulls in applicants from across the country, so a generic resume disappears fast.

Rewriting my resume for every role was exhausting.

So I built the tool I wanted. Every morning it checks remote job boards and company career pages, scores what's new against my 5 years in security architecture... and it works. I use it for my own search.

Career Sherpa is that same tool, opened up to everyone. It started with security and tech because that's my world, but it works from your profile, so it works for other careers too.

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​It's a small, independent product, and I read every email. If something's broken or missing, tell me at support@getcareersherpa.com.

Blaine walking on the beach

Certifications

Certified Information Systems Security Professional

A vendor-neutral certification for experienced security practitioners and leaders. It covers eight domains, including security and risk management, security architecture and engineering, identity and access management, and security operations, and it requires at least five years of paid, full-time security experience.

Certified Ethical Hacker

Validates knowledge of the tools and techniques attackers use to find and exploit weaknesses in networks, systems and applications. The focus is on applying that attacker mindset to identify vulnerabilities and strengthen defenses.

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