Author: Neil Gulino

How to Find Board Positions and Advisory Roles as an Experienced Professional

If you’ve spent 25 or 30 years getting good at running teams, fixing ugly problems, and keeping a business from wandering into a ditch, the idea of “starting over” probably sounds ridiculous. It’s ridiculous. Board work isn’t starting over. It’s one of the few career moves where gray hair isn’t a liability. It’s often part…
The Adjacent Move: How to Pivot Careers by Changing Industry, Not Role

You don’t need to blow up your working life just because your current industry is wobbling. An adjacent career move lets you change industry, not role, over 50. That matters because starting over from scratch is expensive, slow, and usually unnecessary. This is where a lot of bad career advice goes off the rails. It…
Roth Conversion Strategies for Late-Career Workers: A Practical Guide

If you’re in your late 50s or early 60s, retirement planning gets weird fast. You’re close enough that the numbers matter now, but still far enough out that a bad tax move can echo for years. That is exactly why Roth conversion strategies for late-career workers deserve real attention instead of the usual personal-finance fog…
Bond Laddering for Late-Career Investors: A Plain-English Introduction

Retirement investing gets described in two equally unhelpful ways. One camp talks like everybody should stay calm, own broad funds, and ignore the noise forever. The other acts like you need a Bloomberg terminal, a CFA, and a minor in Greek letters just to protect next year’s grocery money. Neither approach is much comfort if…
How to Use Morningstar to Compare Target-Date Funds for Late-Stage Savers

If you’re 58, still working, and staring at a 401(k) menu full of target-date funds, here’s the annoying part: the names all sound like they were generated by the same committee. “Retirement 2030.” “Freedom 2035.” “LifePath 2030.” Very clean. Very reassuring. Also not very helpful when the next bad market hits. This is why Morningstar…
How to Use Wordable to Publish Your Consulting Case Studies and Win Clients

Consultants over 50 don’t usually have a case-study problem. They have a publishing problem. The story is sitting in Google Docs, the results are real, the client quote is ready, and then the last mile turns into a small administrative swamp. Images need uploading. Headings go sideways. Links need cleanup. Suddenly a strong piece of…
Freelance Income Requirements: How Much You Actually Need to Replace a Salary

If you’re trying to build freelance income to replace a salary after 50, the first mistake is using your old paycheck as the target. That number was never the whole deal. Your employer was covering part of your taxes, subsidizing benefits, paying for time when you weren’t working, and quietly carrying costs you only notice…
How to Negotiate a Severance Package That Funds Your Career Transition

Getting laid off in your 50s can feel less like a career event and more like an ambush with paperwork. One meeting, one folder, one polite HR voice, and suddenly the question isn’t just “What happened?” but “How long can this check keep the lights on while I figure out what comes next?” That’s exactly…
Contract-to-Perm: The Underrated Path to a Second Career After 50

You can spend 25 years building judgment, pattern recognition, and the ability to clean up a mess nobody else wants, then still get treated like a hiring risk the minute you apply through the front door. That’s the charming part of modern recruiting. The software loves tidy resumes, exact keywords, and people who somehow have…
Certifications That Actually Move the Needle After 50 (and Ones to Skip)

If you’re staring at a layoff-prone industry, a shrinking org chart, or a LinkedIn feed full of people chirping about “reinvention,” the question isn’t whether more education sounds noble. The question is which certifications that matter for career change after 50 actually improve your odds of getting paid again, and which ones mostly improve someone…