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Over 40 and Unemployed

523 members • Free

4 contributions to Over 40 and Unemployed
What Happened Over the Holidays (And What's Next)
Hey everyone, I know I've been quieter than usual the past few weeks. Life got intense fast. Quick recap of my holidays: My mom almost died. Blood clots in her lungs. We flew the whole family from the Philippines to Tucson on borrowed money and Medium payments. Spent a week crammed in my parents' small house. All six of us sleeping on the floor while my mom recovered. Made a last-minute decision to drive to Denver to introduce Flora and the kids to my other two sons. The truck's starter died halfway there. Had to bang on it with a wrench in the middle of the night to get it going. Drove 16 hours straight because I didn't want to risk stopping. It snowed in Denver. Flora had never seen snow before. Neither had Joey. Watching my tropical family experience snow for the first time made every stressful moment worth it. Drove back through Wolf Creek Pass. Flora kept saying "America is so beautiful." The kids want to move here now. Moved into our rental (a cute little cowboy bunkhouse) on December 29th. Got sick immediately after. Lower respiratory infection. Been on antibiotics since Saturday. I wrote the whole story here if you want the details: [Here is the link] Now what? Holidays are over. Time to get back to work. Here's what I'm focused on for January and beyond: 1. Client work comes first I've got contracts that pay the bills. Those get priority. Everything else fits around them. 2. Keep building on Medium. December was good. I want January to be better. That means writing consistently even when I don't feel like it. 3. Grow this community We're at 450+ members now. I want to make this place more valuable for everyone here. More discussions. More real talk. More helping each other figure this out. 4. LinkedIn and Threads I've been inconsistent. That changes now. Posting daily. Building visibility. Driving people back here.
What Happened Over the Holidays (And What's Next)
1 like • 6d
A question out of pure curiosity: why Medium over Substack? I've been a follower on Medium for probably 6 or so years, but Substack seems to be all the rage. Maybe it is just a lot of hype. I honestly haven't done my research to figure it out.
1 like • 14h
@Jason Weiland I also liked what you mentioned yesterday in the coffee chat about what kind of content works best on Medium vs. Substack. To summarize: if you have more intellectual, thought provoking, perhaps meandering content, then Substack is for you. If you have more action oriented and emotionally driven content that is very authentic, then Medium is for you. Does that ring relatively true for you?
Something new is coming!
Hi group! I want to start by saying that I will always keep the main group free. I didn't start this to make money off people looking for work with subscriptions. I just want this to be a place where we can all come and talk about freelancing, the job market, and job hunting. But, I have a group of 500 eager professionals, and I can't help but think that at least a few of you would like a more focused and inclusive group. I also see that many of you are interested in Medium, and I can't help but think I could have another stream of income if I monetized my Medium knowledge. Don't get me wrong, there will be a course coming for free for ALL OF YOU about Medium, but what I am thinking, is a more focused brain-trust, where we have weekly training and advice calls, more in-depth information about Medium, and a more focused environment. I would charge a monthly subscription, something anyone can afford, but the main group would always be here to ask basic questions, and talk about everything not related to Medium. Its tough to make a living and if I could even make another few hundred bucks a month, it would be worth it to me to teach all I know about Medium. So what do you think? If you are interested, please let me know> Also, if you ARE interested, help me decide what would be a good monthly subscription? Remember, this is going to be a very activity-heavy group, with a lot of information and focused on Medium. $4.99, $9.99, $12.99, $19.99?????? What would be worth it to potentially make a few extra thousand a month on Medium. I did, November and December I make between $2500 and $4500. It CAN happen. See the screenshot! What do you guys think? Something you would like?
Something new is coming!
2 likes • 6d
I like the idea of a tiered system, with the lowest being free, and then a step or two above. Personally, I can't afford anything right now. Struggling to stay afloat and any added expense that isn't imperative is a luxury.
1 like • 14h
@Jason Weiland my personal take: do whatever creates the lightest lift for people. If there are too many hoops to jump through, or if the content is too drastically different, they may jump. An example of this comes to mind: last week, I was reviewing a website for a friend and noticed that all his newsletters are PDFs. I was vaguely interested in reading one, but not enough to download a PDF. I wanted the information on the page. Since my interest was already relatively low, the extra step or two of downloading a PDF created a no-go situation for me. Of course, if I was truly interested in that individual's content, I would have downloaded the PDFs.
Welcome to everyone who just joined.
If you're here, you're probably over 40 and fighting the same fight I am. Sending out resumes that disappear into the void. Getting ghosted by recruiters. Watching younger people get hired for jobs you're overqualified for. Wondering if you're unemployable or if the entire system just broke while you weren't looking. You're not imagining it. The job market is brutal right now. Especially for us. I'm 57. I've been freelancing for over 20 years. I have a degree. I use AI tools every day. I'm faster and better at my work than I've ever been. And I still can't get hired. Not because I'm not good enough. Because companies don't want to invest in people like us anymore. We're too expensive. Too experienced. Too likely to know our worth and not accept garbage wages. This group exists because we're all dealing with the same thing. And most of us are doing it alone. Scrolling LinkedIn at 2am wondering what we're doing wrong. Applying to jobs we're overqualified for and still not getting callbacks. Trying to figure out how to rebuild a career in a market that decided we're disposable. You're not alone. That's why we're here. Drop a comment and introduce yourself. Where are you? What kind of work are you looking for? What's your biggest struggle right now? Let's actually talk about this. Let's help each other. Let's stop pretending this is normal and start figuring out how to survive it together. Welcome. I'm glad you're here.
Welcome to everyone who just joined.
1 like • 27d
@Meghan Lewis yep! Mine do too. We used to have a lovely black labrador that did the same. They run on pure emotion. None of this "how can I get over on that individual" human ickiness. PS: yours is absolutely adorable. Here are my two from a few months ago. They are bigger now! Raven on the left and Stormy on the right. My 10 year old daughter named them.
0 likes • 13d
@Viola Llewellyn they are adorable! Looks like you live in a nice place where they can enjoy the outdoors in relative safety?
Still Waiting for Someone to Hire You? Maybe It's Time to Stop Waiting.
I see a lot of you in here grinding through job applications. Tailoring resumes. Writing cover letters. Following up on interviews that go nowhere. And I get it. I've been there. Hell, I'm still there sometimes. But here's what I've been thinking about lately. What if we're asking the wrong question? We keep asking "How do I get hired?" when maybe we should be asking "How do I stop needing to get hired?" Nobody wants to hire people over 40. We all know this. The algorithms filter us out. The hiring managers see our experience as "overqualified." The salary expectations don't match their budgets. We can keep banging our heads against that wall. Or we can build our own door. I'm not talking about some massive startup with investors and employees. I'm talking about something that's yours. Freelancing. Consulting. Coaching. A service business. A digital product. Something you control. Because here's what I've learned after months of building my own thing while freelancing on the side: The traditional path is broken. But there are other paths. The data actually supports this. People are starting businesses in record numbers right now. Over 5 million new business applications in 2024. That's 50% more than in 2019. And here's the kicker: 64% of entrepreneurs in the US are over 40. We're not too old for this. We're actually in the sweet spot.Most entrepreneurs don't even launch their businesses until they're 42. But I'm not going to lie to you. It's scary as hell. I've failed at business before. Multiple times. And starting again at 57, broke, with decades of failure behind me? That takes everything I've got. But I've never been this far along. I've never had this much momentum. I've never felt this certain that I'm onto something. Here's what's different this time. I'm not choosing between a job and a business. I'm doing both. I'm taking freelance work to keep money coming in. And I'm building my own platforms, my own products, my own audience at the same time.
Still Waiting for Someone to Hire You? Maybe It's Time to Stop Waiting.
2 likes • Dec '25
Great piece! There is a whole lot of truth here. But one thing that I've struggled with, and I'm sure many others do as well, is the self-promotion aspect. Getting out to networking meetings, doing online speed networking, etc. etc. can be a grueling experience filled with a lot of rejection. It is one thing to say "Get out there and just do it!" But for those that are introverted or similarly aligned, this can be a massive challenge. A hill that some might not be able to climb. What might be interesting is to start an agency that especially focuses on pairing those that love going out and "hustling" businesses with those who would rather hide behind the scenes (and/or their screens), pumping out awesomeness without the mental/emotional drag that business building can create.
1 like • Dec '25
@Jason Weiland I've learned to coerce myself into some semblance of "extroversion." I've had people say that I am a great networker. What drives me is both connecting people who could be good partners but also hearing people's stories and experiences. But then I go home and crash till I'm recovered.
1-4 of 4
Eric Mehlenbeck
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@eric-mehlenbeck-1579
One half artist | one half scientist | all human. I'm a revops Swiss army knife. I supremely value empathy, kindness, and equality.

Active 12h ago
Joined Dec 1, 2025