This as-told-to essay is based on a conversation with Kymm Dracup, a 56-year-old based in Toronto. It's been edited for length and clarity.

My daughter says, "Don't worry, Mom, you'll get a job. I've seen your résumé, you're great." I don't think my daughter realizes the effect that my age, 56, has on my confidence and finding work.

I was unemployed for 22 months before landing a temporary consulting job a few months ago. There's no guarantee for a transition to full-time work, and I'm really scared about my future.

I've been rejected countless times, and I recently got evicted from my home. Unfortunately, I think my confidence took a hit, and my desperation for a job is coming through in my interviews.

I never learned why I lost my last job

I was the head of the management team for a group travel company for three years. In 2024, my job was terminated.

I asked for a reason, but I was never given one. In Ontario, you don't legally need to give a reason, so that was it.

It was very tough on my confidence to get let go. I still don't know the reason, but my best guess is that they were bringing in younger people with fresh eyes and innovations to replace me.

It's difficult to prove that age is hindering my job search

After losing my job, I started applying wherever I could, mostly for travel jobs, and later, any sales job. I received rejection after rejection.

I've been stood up for interviews, received automated rejections, and even had recruiters find excuses to end calls after seeing my face on camera.

Have you ever felt your age was a factor in a job rejection? Scroll down to the comments and share your experience.

It feels obvious to me that age is a factor in why I can't find a job, but the tricky thing is that there's no real way to prove that any of these rejections are due to my age. It hurts, and I don't feel as though recruiters see my value.

Applying to jobs felt different 5 years ago

When I was on the job market five years ago, I don't think AI was being used to sort through résumés.

Additionally, I've never interviewed online before now, and quite frankly, it's a bit intimidating. Therefore, I may not come across as confident, as there is an insecurity factor lending to the video.

I know how to sell myself in person, but I find it difficult, especially at my age, to do so over Zoom. You can be vibrant, brilliant, and all these things, but it's tricky because my generation is so geared to meeting people face to face. That is where we shine.

There are also only so few jobs available. I applied for an entry-level receptionist role for a yoga studio, and they stood me up for my interview. So many people are looking for jobs, and I think older people might not be the first to get hired.

I think my desperation for a job is making it harder to get one

As a single woman in my 50s, I don't have a partner to financially support me during this time. I feel desperate to find a job, and though I don't want it to come across that way to hiring managers, I think they can feel it.

When I get another rejection, the self-doubt that I'm worthless, too old, and that nobody will hire me comes back up, and the desperation intensifies. It's a vicious cycle. I try to tell myself, "Kymm, pull up your socks. Let's go. Go on to the next interview," but in the back of my mind, the doubt is still there.

Sometimes I'm joining an interview after not leaving the house or speaking to people for days. When I get an interview, I can't just snap my fingers and get out of that dark place.

I got evicted from my home and moved in with my daughter

My daughter has offered to let me stay in her home since I now have an income. I'm helping her pay bills while I figure it out.

I think it's very difficult for her to have a parent who is all of a sudden in need. I raised her as a single mom. I was strong, and now I just crumpled to the ground.

I've been in a really dark place, and I know that's not easy for her. What is helping me through this time is turning to God. I have to believe in something.

I wish I had been more prepared for unemployment in my 50s

Most people coming out of university these days are learning AI and are up to date with modern technology. When you bring in someone my age, it's different because the technology we had in school was pretty archaic.

I had no idea how difficult it would be to navigate the job market. I wish I were more prepared for all of the "no"s because it can be really hard on your self-esteem.

I wish that life experience were viewed as a more valuable asset in the workplace. It's been very hard to get out of that dark mindset when I keep receiving rejections. My advice is to find a way to believe in something better for yourself.

Sometimes belief is all you have, so you've got to hold onto it.

Are you navigating a career change in your 50s? Contact this reporter at tmartinelli@businessinsider.com to share your story.

• I was laid off after 10 years working at the media company.
• I'm unemployed in my 50s and can't find a job; instead, I'm doing side gigs.
• I wonder where I fit in the current job market as an unemployed 50-something-year-old.

I was one of the first Twitter "influencers" back before it even had an app. When Facebook launched pages, I was the first gay journalist to have one after they helped me set one up, complete with the blue "verified" checkmark that actually meant something before they started selling them.

I grew another Facebook page to over a million followers, and the Library of Congress archived my old blog as an important part of the internet.

I spent 20 years helping to build the online journalism ecosystem into what it is today. So why can't I find a job in digital journalism now that I'm unemployed for the first time in 20 years?

I have a sneaking suspicion it's because of my age.

I was laid off after decades in the media business

I started my own site in the early days of blogging, back in 2004. After 10 years, I sold it to a media company and went to work for them.

I stopped focusing on my own social media presence to build the media company's accounts. The publications needed the awards and recognition more than I did, I thought. I invested in them instead of myself.

They laid me off a few days before I'd have been there for 10 years.

I know I'm not the only one. Editors, journalists, and professional copywriters are laid off weekly. LinkedIn is now chock-full of professionals bemoaning that they're on layoff lists.

Many have most likely been replaced with AI programs. AI doesn't want paid holidays, vacation time, or health insurance. It definitely doesn't need to plan for retirement.

I wonder how much my age is factored into my struggles

Now I'm scraping by on Substack subscriptions, monetized social media content, and freelance writing. None of those are 401(k) boosters.

During the one interview I've landed, a person half my age told me that my résumé was impressive, but the follow-up question was, "When do you see yourself retiring?"

When will I retire? When I hit the lottery.

There's a particular type of despair that arises when you realize that you have to justify 20 years' worth of work in one paragraph that will impress an AI bot.

Toss in the fact that I never finished my college degree, and I've got even less of a chance of bypassing the AI screeners who always tell me I forgot to enter my higher education qualifications.

Job listings I'm now seeing require a master's degree and an active TikTok account to land a minimum wage job pitching influencers to shill a corporation's latest product. Sure, I've got thousands of followers across multiple platforms, but have I done the latest TikTok dance trend? That's considered experience now.

Add in that I moved to Mexico City three years ago

Most job listings for remote positions require you to be based in the US. While my bank account is American and I pay American taxes, companies don't want to deal with a cross-border hire.

Now I'm not just older, I'm complicated.

I don't want to retire; I want to pay my bills. I miss leading teams and being useful in a way that feels more immediate.

Until I can again, I tweak résumés, rebuild my social media presence, grow my newsletter, write the best cover letters I can, and hope for the best.

It's been challenging, but I'm hopeful that my best years aren't behind me.

• Valerie Lockhart has struggled to find work since being laid off by Morgan Stanley in March 2025.
• Despite applying to more than 500 jobs and landing some interviews, she's still waiting for an offer.
• She said the search has taken a financial toll on her family, and she had to start a GoFundMe campaign.

This as-told-to essay is based on a conversation with Valerie Lockhart, a job seeker in her 40s based in Georgia. She was previously a vice president at Morgan Stanley until she was laid off last year. The following has been edited for length and clarity.

One day last March, I was working from the office when I was asked to have a meeting with my manager's boss.

It didn't feel out of the ordinary at first because I'd met with them before, and our last meeting had been canceled, so I assumed we were just making it up. But when I walked into the conference room and saw an HR representative sitting there, I realized something was wrong.

I learned I was being laid off, and later found out many others were, too — including several people I knew personally.

This set me on an ongoing search for a stable, full-time role — one that has been deeply discouraging and has significantly strained my finances.

I took some time to process the layoff before searching for jobs

The layoff came as a complete surprise, and I don't know exactly why I was selected. However, I think being based in Georgia may have worked against me. My manager at Morgan Stanley was in New York, along with many of my colleagues and the company's leadership, so there weren't many people who saw my contributions in person. I think the distance may have also created some communication challenges.

While I was laid off in March, I appreciated that I was kept on the payroll through May, which meant I still had healthcare coverage. I also received one month of severance. It wasn't much since it was based on my tenure with the company, and I had only started there in late 2023.

The extra months gave me a little time to process everything instead of immediately diving into a job search. By mid-April, though, I was actively looking for work — and I've been searching ever since.

I applied to over 500 jobs, but still struggled to land one

Before I started submitting applications, I updated my LinkedIn and analyzed my résumé to make sure the ATS systems that screen résumés these days would actually read it.

Then I started applying to roles online and reaching out to my network about opportunities, with a focus on governance, risk, and compliance roles at larger companies.

I consider myself fairly organized, so I created a spreadsheet to track every job I've applied to. By November, I had applied to more than 550 jobs. The hundreds of roles I applied for weren't random applications. They were positions I carefully selected.

Out of those, I heard back — beyond a basic "no thank you" email — from about 25 of them.

I made it to the final round multiple times, but none of those interviews led to an offer. At the last stage, something always seems to flip, and it doesn't work out.

My search has taken a financial toll

My job search has had a significant impact on my finances, as I'm the primary earner for my family — my spouse, my son, and me. We've relied on general savings, retirement accounts, and unemployment benefits. It's affected every aspect of our financial life.

Paying our mortgage has been the biggest challenge. We've tried to cut back wherever we can, including canceling some entertainment services. Every bit of savings helps, but it doesn't change the reality that housing is expensive.

Unexpected expenses have only made things harder. One day last September, we came home to find the right side of our garage — where we stored some valuable items — flooded. There were thousands of dollars' worth of damaged property.

We later learned that a pipe leak under the house was to blame. While our home insurance would help cover some of the damage, we were responsible for thousands of dollars in plumbing repairs. Paying that bill would've meant using money we needed to stay afloat and put food on the table.

So we delayed the repair, knowing that until it was fixed, we wouldn't have hot water. It felt like our own "Little House on the Prairie" moment.

To try to raise money for the repair, we started a GoFundMe campaign that, after some hesitation, I shared on LinkedIn. We raised a few hundred dollars, but it wasn't enough to cover the full cost.

Some companies seem to be looking for unicorn candidates

Eventually, I had a bit of luck. In January 2026 — about seven months after I began looking for work — I started a temporary, full-time contract role. I was finally able to save enough money to repair the hot water.

Because the position is temporary, I haven't stopped looking for work.

While my connections have helped me land some interviews, I've had to broaden my search beyond the companies where I have strong ties. At times, it feels like I'm either underqualified or overqualified for the roles I apply to. Some companies seem to be looking for unicorn candidates and would rather leave positions empty than hire someone.

I'm still applying and hoping something works out. At this point, I just need one opportunity.

Do you have a story to share about struggling to find work? Fill out this form, or contact this reporter via email at jzinkula@businessinsider.com, or via Signal at jzinkula.29.