Andrea Holyfield

10/09/2026

10/07/2026

Today, I get to walk my first three volunteers through the Career Vulnerability Diagnostic!!! I’m so excited 🥰

The diagnostic reviews the resources, relationships, and options we could draw on if our employment changed. I’ll guide each volunteer through the questions, then we’ll review their Career Vulnerability Wheel and discuss what stands out.

I’m grateful to the people helping me test and refine this work. Their participation will help me understand whether the questions are clear and the insights are useful.

I’m still welcoming volunteers for the pilot!

If you’re 18 or older, have been continuously employed with a single employer for at least 24 months, and have access to a laptop or tablet and Wi-Fi for a guided Zoom conversation, I’d love to hear from you.

Send me a message if you’d like to participate. Please allow me a little grace in response time. I’m testing today!!!! 🙌🏾

10/05/2026

Layoff, restructuring and firings are affecting black women by the hundreds of thousands. It’s not a matter of if, it’s WHEN! Many who aren’t being let go are tolerating unbearable situations because they need to pay bills.

Are you preparing to make change? Do you have a strategy? Have you started putting things in place?

10/05/2026

Two days ago, I asked for volunteers to pressure test the career vulnerability diagnostic I’m developing.

Today, I already have five sessions scheduled.

Five people willing to give their time, share their perspectives, and help me examine something that is still taking shape.

That means a lot to me.

Building something new requires putting your ideas out there before you have all the answers. It also requires being willing to hear where your assumptions are being challenged and whether the people you intend to serve find value in what you’re building.

To everyone who has volunteered: thank you. Your time is valuable, and I’m grateful you’re choosing to share some of it with me.

10/04/2026

I finally heard from a coaching client I’d been trying to reach all month.

She hadn’t logged into the learning platform or completed her assignments. By the end of the month, I also hadn’t received her payment and she hadn’t accepted our session. Then she texted me: her hours had been reduced, her pay had been cut in half, and she could no longer afford coaching.

Was I upset? Yes. I wish she’d told me at the beginning of the month. I work with only five clients at a time so I can be fully invested in each person’s journey. Losing one client means losing one-fifth of my coaching income.

But I also understand. I know how badly she wants to leave that job, and now she has fewer resources to help her do it. I feel for her. We both wish she’d had the chance to make a plan before things got to this point.

If you’re thinking about a career change, please don’t wait until the building is burning to create your exit strategy. This is a brutal time to search for work. It’s so much easier to explore your options, build relationships, and make decisions while choice and time are on your side.

What’s one step you could take now to give yourself more options later?

10/02/2026

Hello Friends!

I am developing a career vulnerability framework and diagnostic. It looks at how exposed someone’s livelihood and well-being are to changes in their employment. The goal is to help people identify gaps and strengthen their protection before a disruption occurs.

I need 20 initial volunteers to test the diagnostic with me.

Pilot participants must:

• Be age 18 or older.
• Be currently employed and have worked continuously for their current employer for at least 24 months.
• Have access to a laptop or tablet with a reliable internet connection.
• Be willing to complete the assessment and participate in a virtual feedback conversation.
• Provide honest feedback on the clarity, relevance, and usefulness of the tool.

If interested please message me or comment below.

Please share! I’m excited to be in the early testing phase.

10/01/2026

What if career management wasn’t primarily about finding the next job? What if we intentionally built careers that made us less vulnerable before something happened?

That’s what I’m working on now: a framework for building a different kind of career ecosystem. A tool to help people diagnose their vulnerabilities with or without a career coach.

I need feedback on what I’ve created. If you’re willing to take the diagnostic for free and give me feedback, please message me.

09/30/2026

Things I thought I’d be over by 50:

➡️ Job insecurity.

➡️ Endless job searching.

➡️ Crying because there isn’t enough money.

➡️ That anxiety you feel in your body when you don’t know where the next paycheck is coming from.

➡️ Wondering how someone with decades of experience can still be this financially vulnerable.

Starting over…

Again.

I think a lot of us were taught that if we worked hard enough, became educated enough, earned enough, built enough experience and climbed high enough, eventually we would reach a place called security. But what happens when you discover that security was tied to a paycheck someone else controlled?

That question changed the way I think about my own career and the way I coach.

I didn’t just want another good job.

I didn’t just want another six-figure salary.

I didn’t want to rebuild the exact same career structure that left me vulnerable to one decision, one reorganization, one eliminated position or one unexpected Zoom call.

I wanted a different kind of career ecosystem.

One where a job can be an important source of income, but not the only one.

One where relationships are built before they’re needed.

Where skills remain visible, relevant and portable.

Where there are multiple ways to create income from what you know.

Where financial margin is part of career planning.

Where community is an asset, not an afterthought.

Where we’re building options even when everything is going well.

Maybe the goal isn’t to find the job that finally makes us secure.

Maybe the goal is to build a career ecosystem strong enough that no single job gets to determine whether we are secure.

That’s the framework I’m working on now.

Because there are some things I never want to have to “get over” again.

If this resonates with you, let’s talk. I’d love to walk you through the framework I’m developing.

09/26/2026

Who really controls your wallet? Who tells you what you want?

09/25/2026

2 o’clock in the morning and I’m up chatting it up with someone I’ve never met. We talked about systems interdependence, community and the future of money. This is how I use LinkedIn these days. These are the conversations that inform my coaching practice. This is the work 🙌🏾