Matt May - The Entrepreneur's Source

Matt May - The Entrepreneur's Source The Entrepreneur's Source®️ will help you explore career possibilities to pursue self-sufficiency.

09/17/2026

How does ageism show up at work? Rarely as a policy. Usually as an assumption.

In AARP's new survey of workers 50 and older, 64% said they had seen or experienced age discrimination on the job. Ask what it looks like day to day?

It shows up as being assumed less tech-savvy. As the assumption that you resist change. As generational jokes, expertise that goes unrecognized, and training that goes to someone younger.

What if the thing you are being penalized for is just not true? For Example: In five years, the number of workers 50+ listing skills like AI grew 25%, almost twice the pace of younger workers. Read More: https://mmay.esourcecoach.com/blog/?utm_source=SOCI_Parameter

Ownership puts your experience inside a plan you author. It carries some risk. So does staying. Only one of those risks is yours to choose.

See how comfortable you are with taking risks: Our Risk Assessment takes just 2 minutes. https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

Then talk to me!

09/16/2026

What if the skill your next raise depends on is one nobody can define yet?

"Good at AI" is becoming a line item in performance reviews. Some companies now tie pay to it

The catch: most employers still can't say what good AI use looks like.

So the target moves. It looks different in every job. And it's judged by managers who are still figuring it out themselves. That's the exhausting part of a traditional career right now: your compensation is tied to a standard someone else hasn't finished writing.

Business owners use AI too. The difference is who decides whether it's working. When you own the business, "good at AI" means one thing: did it help you serve customers, save time, or grow?

In the TES Generational Career Confidence Survey, 61% of Americans said business ownership is the best protection against AI making a career obsolete, and 80% of employees said ownership gives them more control over their careers.

I am here to help you explore whether the path from Employment to Empowerment™ fits your goals with no agenda, just the opportunity to discover.

Is AI Impacting your career? Find out more: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

09/15/2026

What happens when the people who always had a job suddenly can't find one?

For decades, people who were always employed with steady résumés and long tenures, historically, had the best odds of landing the next job. A new analysis from the Federal Reserve Bank of Richmond says not anymore.

This survey found that their job-finding rate fell by 13 percentage points. That's the steepest drop of any group in the study. The steadiest résumé in the room is no longer the best in the room.

That's why so many people are asking a different question. Not "How do I find the next job?" but "How do I stop depending on someone else to give me one?"

I can help you explore whether a path from Employment to Empowerment™ fits your goals. No pressure, just possibilities.

Is it time to leave your corporate job? Take the assessment: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

He did everything right and still can’t stop thinking about what it cost him.A frontend developer with a decade of exper...
09/10/2026

He did everything right and still can’t stop thinking about what it cost him.

A frontend developer with a decade of experience learned in March that his company was shutting down. Wife, two-year-old son, a programming job market he’d read enough about to dread.

So he started planning before the paycheck stopped, which almost nobody does.

He pivoted and researched trades. He got a job. It cost him 30% of his income and his remote work.

Read More: https://mmay.esourcecoach.com/blog/?utm_source=SOCI_Parameter

Good but not great! Changing employers changes who signs your check. It doesn’t change that someone else is in control. In the TES Generational Career Confidence Survey, 61% said they believe business ownership is the best protection against AI making a career obsolete.

I can help you weigh everything before your employer makes it urgent.

Take our AI Impact Assessment: https://entrepreneurssource.com/ai-career-impact-assessment-2/?purl=mmay&utm_source=SOCI_Assessment

Experience is supposed to shorten a job search. Right now it is doing the opposite.In July, 28.3% of job seekers 55 and ...
09/09/2026

Experience is supposed to shorten a job search. Right now it is doing the opposite.

In July, 28.3% of job seekers 55 and older had been looking for 27 weeks or longer. And unemployment for workers 55+ climbed from 2.8% to 3.1% that month, even as the national rate fell to 4.1%.

This is not a story about a weak resume. It is arithmetic. Six months is now the likely scenario for an experienced job seeker, not the worst one.

A six-month search does not get solved by a better resume written in week two. It gets solved by decisions made while you still have income, leverage, and time.

That is the real work: My role as your coach is to help you map your goals while you still have options not after the search has already run long.

Take the Career Threats Assessment and see where you actually stand: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

The day after Labor Day used to mark the start of a season of movement. This year, almost nobody is moving.The quit rate...
09/08/2026

The day after Labor Day used to mark the start of a season of movement. This year, almost nobody is moving.

The quit rate has sat at 2.0%, a third below its 2021 peak. And 5.9 million people say they want a job but have stopped looking for one.

Standing still feels safe when the exits look narrow. But a career that only moves when someone else moves it is not security. It is a bet and you are not the one holding the odds.

Instead of asking "Where can I get hired next?", ask what you actually want your life to produce? That is the shift from renting a career to owning one.

I help you explore what those options could look like with no pressure, no pitch, just a clearer picture of the possibilities in front of you.

You do not have to make a move today. But you should know what your moves are.

Start with the Career Threats Assessment and see how exposed your current role really is. https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

09/03/2026

When was the last time a new workplace word made you feel hopeful?

Job hugging. Quiet cracking. Ghost jobs. Revenge quitting.

And those are just four of the eight new terms entering our workplace vocabulary in 2026.

Not one describes a way forward.

Every one of those words is a coping mechanism. A way of managing conditions you didn't set and can't change.

Read more: https://mmay.esourcecoach.com/blog/?utm_source=SOCI_Parameter

There's another path forward. In the TES Generational Career Confidence Survey, 83% said business ownership is a viable alternative to a traditional career.

Recognizing the problem is easy. Knowing what to do next is harder. That's the work a Career Ownership Coach® does at no cost to you.

Take the “When to Leave Your Corporate Role” Assessment: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

I can help you explore your goals and opportunities before the words “layoff” or “reorganization”.

09/02/2026

What would you do tomorrow if your entire division disappeared?

On the Career Compass Podcast, one guest described exactly that. Every rule a corporate career is supposed to reward had been followed. The division was shut down anyway.

“I sacrificed a lot of flexibility and freedom in exchange for something that’s not there anymore… I should have moved on before I was forced to move on.”

The perception of stability is real. The stability itself has been eroding quietly for years and by the time the decision gets made for you, your options have already narrowed.

In the TES Generational Career Confidence Survey, 66% of respondents said business ownership offers more job security than a traditional job. Not because ownership removes risk, but because it moves the risk into your hands instead of someone else’s.

Take the “When to Leave Your Corporate Role” Assessment: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

I can help you explore your goals and opportunities before someone else sets your timeline.

A house fire is probably unlikely, but a career change isn’t. Which one have you actually prepared for?September is Nati...
09/01/2026

A house fire is probably unlikely, but a career change isn’t. Which one have you actually prepared for?

September is National Preparedness Month.

You probably have a fire escape plan, an emergency fund, and a will you updated in the last few years. But here’s a tougher question: do you have a backup plan for your career?

Most people don’t. It means preparing for a possible layoff, knowing how much money you really need and considering whether AI could replace your skills.

According to the TES Generational Career Confidence Survey, 83% of Americans think owning a business is a real alternative to a regular job. But most people never actually make a plan to see if that could work for them.

It’s about taking charge of your future, and you can start while you’re still working, when you have options and time on your side.

Take our Career Impact Assessment: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

And then, work with me now and prepare for what might and can happen!

AI makes Ownership More Possible. The Question Is Whether It's Right for You.The headlines frame artificial intelligence...
08/27/2026

AI makes Ownership More Possible. The Question Is Whether It's Right for You.

The headlines frame artificial intelligence as something coming for your job. Another way to read the same data: as evidence that the barrier to ownership has dropped further, and faster, than most people realize.

Stripe found thousands of solo operators generating over $1 million in revenue with no employees at all. That group more than doubled between 2023 and 2025, and the number clearing $10 million nearly tripled.

A one-person company is a specific life. You're the sales team, the support desk, and the person fixing things at 9 p.m. on a Friday. Some people thrive on that. Others don't.

Read More: https://mmay.esourcecoach.com/blog/?utm_source=SOCI_Parameter

The real question is which version of ownership fits your goals . The career coaching process starts with you, not with a business. AI is going to keep getting better. Whether that's a threat or an opening depends almost entirely on whether you've looked at what's available to you and most people haven't looked at all.

Take our Assessment and find out if Your Current Career Aligns with Your Goals: https://mmay.esourcecoach.com/assessments/?utm_source=SOCI_Assessment

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