• Courtney Clapper started applying for jobs in 2025 after graduating from Cornell Tech.
• She tried video cover letters, portfolios, and more to stand out, but had no luck.
• A hack on Reddit helped her get in contact with hiring managers and land her strategy lead job.

This as-told-to essay is based on a conversation with Courtney Clapper, a 32-year-old strategy lead for a major retailer in New York. It's been edited for length and clarity.

I started my job hunt in the fall of 2025, a few months after graduating with my MBA from Cornell Tech. I was applying for a mix of roles, such as product manager or digital strategist, and I knew the competition would be fierce in this tough job market.

From portfolios to video cover letters, I tried all sorts of creative methods to stand out and show off my personality, but they didn't work. A simple, free AI tool that locates hiring managers' emails landed me multiple interviews — and a job.

Video cover letters were a great start for me

My first thought process when entering the job market was to imagine myself as a recruiter, getting slammed with thousands of résumés filled with data and numbers.

I figured it would be in my best interest to give them a sense of what makes me stand out: my personality. So, I recorded myself reading my AI-written cover letters, throwing in a joke or two, and attached the video via a private YouTube link.

The video tells the recruiters I can speak and present well, and it gives them a sense of who I am. This approach helped me land an interview at Microsoft. They specifically called out the video, saying it made them feel like they already knew me, which I thought was pretty good feedback.

I still wanted to try several different creative ideas.

Next, I decided to make something more visual — a portfolio

My portfolio was in the form of a timeline. It included pictures of all professional endeavors I thought could help me land a job, from products I've built and my time at Cornell to pictures of me pitching. My goal was to showcase my skill set and personality while also creating something more visually interesting.

I'd also heard of people getting jobs by putting together a slideshow on how they'd improve the company, so I gave it a shot, and it didn't really get me anywhere. Neither of these strategies was worth the time commitment they required.

Referrals also got me nowhere. I have a solid network, and that wasn't making a difference. Interestingly, I applied for a bunch of roles at Microsoft, and the only one I got an interview for was the one I didn't have a referral for.

I came across a job-finding hack on Reddit

I was reading comments on Reddit from people complaining about their job-hunting struggles, and I saw a few people saying they found success by reaching out to hiring managers directly.

Some people said they cold-called, which made me think, "Okay, that's a little bit too far," but the emphasis was just to reach out. The idea of emailing them seemed low-risk, so I decided to give it a shot.

I started by researching on LinkedIn, trying to guess who the hiring manager or recruiter might be. Sometimes it was listed, but it wasn't the best method. Then I came across a Reddit comment about Apollo AI, a free tool that can locate hiring manager emails. I found it to be pretty accurate, so I started reaching out with my résumé and cover letter. It was a game changer.

The CEO of Sweetgreen responded to my email

My messages showed initiative and, honestly, probably just made things easier for the hiring manager. I reached out to three people directly and got interviewed for two jobs.

I even emailed the CEO of Sweetgreen directly, and he responded by putting me in touch with the hiring manager to schedule an interview.

One of my email reachouts turned into my current job, a strategy lead role for a major retailer. This strategy made things more efficient because I already had a direct line of contact, so it was easy to follow up if there was a delay.

I didn't get any negative feedback about it and would do it again

I was wondering if anyone might be weirded out about me finding their emails, but no one said anything. They could find it creepy, but they could also find it resourceful.

If I were back in the job market, I'd start with the email strategy. The exercise of thinking through creative approaches like portfolios and video cover letters was fun and got me thinking about how to present my personality most effectively, but ultimately, getting in direct contact was the best way to be competitive.

Do you have a story to share about a unique job-finding hack? If so, please reach out to the reporter at tmartinelli@businessinsider.com.

• Camillia Nwokedi left her tech career to become a content creator in 2025.
• She started with $6,000 in savings and experimented with posting for 60 days before leaving tech.
• Nwokedi said the journey is lonely, but it's the best decision she has ever made.

This as-told-to essay is based on a conversation with Camillia Nwokedi, a 28-year-old content creator based in Pittsburgh. It's been edited for length and clarity.

When the crypto startup I was working for was sold in July 2025, I saw it as the perfect opportunity to go all in on myself as a content creator. I had about $6,000 in savings and less than 40,000 followers on TikTok, but I believed I was worth the investment.

In less than a year, I've gained brand deals, consulting and coaching clients, and I'm launching my second cohort soon. I'm taking the lessons I learned from the startup to build myself from the ground up.

It's been a difficult emotional journey, but investing in myself is the best decision I've ever made.

I worked at Accenture before getting into crypto

I worked at Accenture from late 2019 to 2021. Bitcoin was popping off at the time, and I started getting the itch to get into crypto, so I started listening to podcasts and building connections in that space.

In 2022, I connected with the CEO of a bitcoin rewards platform, and we hit it off right away. He offered me a job as a special ops agent, and I took it.

The team was really amazing, and I had a lot of senior responsibility, which I loved. At the same time, I was building a social media presence on TikTok and Instagram, where I posted about optimization, self-belief, competence, and more.

In mid-2025, the company was preparing to be sold, and I saw it as an opportunity to give myself a shot. I had been posting consistently, and it really gave me confidence to start looking at myself as an entity and not just a cog in the system.

I had helped scale and sell for other people, but now it was time to give myself that opportunity.

I did a 60-day trial run before going all in on content creation

In the 60 days prior to leaving the startup, I did a series on TikTok called SIM 60, where I posted a video each day pretending to act like a video game Sim. It was all an attempt to get me out of my head, put myself out there, and make content creation more fun. What it did was unblock me as a creative and force me to stop taking myself so seriously.

My audience significantly grew in that period, which gave me confidence that I'd be able to make life as a content creator work.

There are two necessary components for creating a startup: finances and self-belief. And sometimes, if you don't have the financial component, your self-belief can make up for that gap. Getting my self-belief up helped me feel as though I could go all in.

I started with $6,000 in savings and created a research and development budget

A lot of the initial planning was trying to get my working capital in place so that I could make this leap. I had about $6,000 in liquid savings and a retirement account with about $30,000 in it, which I didn't want to touch.

It wasn't a lot to go off of, but because I had been putting myself out there on social media consistently and even had a few user-generated content (UGC) and brand deals coming in, I had a lot of self-belief.

I even gave myself a research and development budget, so I had a little money set aside if I wanted to invest in coaching or consulting to help me with my branding. Thankfully, I haven't touched my retirement account.

I set quarterly goals and have days dedicated to things like CEO and CFO responsibilities

I looked at all the roles that I would have to maintain as a one-person business and decided to split my week into days dedicated to each role.

I have CEO day, COO day, CMO day, and more. It makes it so that every part of me can show up at the table, but I'm not necessarily asking myself to do it all at once.

Tuesdays are typically consulting and operations days for me. This is when I get things in order and execute things for my clients. As much as I've left the 9-to-5, I try to work within that realm for the structure. It helps me manage my time well without overwhelm.

I also give myself quarterly goals or KPIs, which has been comforting. It adds familiarity and structure to a space that is entirely new territory for me.

It's been an emotional and lonely journey

The most challenging and the most worthwhile part of switching from tech to content creation has been the emotional journey.

One morning, I cried because I was so stressed. There's a lot of discomfort that comes along with pursuing my goals. It can feel lonely to be building something entirely on my own.

I have to gentle-parent myself and my nervous system to keep going, and to keep believing that it's going to pay off.

It's hard to communicate to people how many internal conversations I have with myself on a daily basis to reframe old narratives and rewire limiting self-beliefs.

At the end of every week, I can't believe I made it

If you're considering leaving your job or making a big leap, don't ignore that feeling or settle.

I think people often stay as close to their dreams as possible without actually going after them directly.

As someone with not much savings who is still pursuing her dream, and it's working out, I could not recommend it more. It's the best decision I've ever made, and I hope others can have the experience of pursuing what they want as directly as possible.

Do you have a story about leaving tech and pursuing a different career you want to share? Email the editor, Manseen Logan, at mlogan@businessinsider.com.