The leap
2 min read

The leap

Yo! Welcome to the next episode of The Content Strategy Reeder where 3,895 creators get better at content creation and strategy in less than 5 minutes.

“You failed the personality test.”

My face scrunched.

“Um… what?”

“Yea, says here you’re not curious enough,” he said, pointing to a print out.

After weeks of prepping and interviewing — at a company that I already worked for — they had gone completely silent for a week.

Then at 8:30am on Friday morning, they called me into a conference room to deliver the news. This news.

The meeting didn’t last much longer.

I walked out of the room filled with confusion, anger, and self doubt.

I was mad that I failed, I was mad at them because that’s why I failed. And I was mad at myself for getting my hopes up.

This had been my only shot to leap from my sales role and become a content marketer.

Not curious enough??

What I heard was, You’re not good enough.

And I started to believe it.


After a few days of sulking (and boy, did I sulk), I realized I had a decision:

  1. Believe I can’t and give up
  2. Prove them wrong

I made it my mission to make the switch. But I needed a plan.

It became clear that I was missing two things:

1. Experience to show the next hiring manager I was credible

2. Paying clients to show myself that I was credible

So I launched The Reeder and started copywriting as a side hustle to build the skills needed to make it a full time career.

During the day, I sold software. Nights and weekends, I wrote blogs, emails, and basically anything I could get my hands on.

After two years, it paid off.

I’d proved myself as a founding member of Gong’s sales team — then while still a full time rep — I won over Udi, our VP of Marketing, by pitching, creating, and producing a weekly LinkedIn show called Gong Labs Live! with Chris Orlob. And it was a massive success.

Soon after, I approached Udi about joining his team. He asked about my dedication — and my answer was undeniable.

If I was willing to moonlight as a freelancer and consistently produce a live video series while still being a top producer, imagine what I could do if content was my only focus.

I got the role.


My Content Journey has forever changed my life. I am extremely grateful for the opportunities it’s provided me, and that’s why I share everything I’ve learned with the next generation of content creators (you!).

I hope this inspires you the next time you’re considering taking a leap.

Because doubling down on yourself is the best investment you can make.

And your potential isn’t determined by someone else's personality quiz.

Holler at you next Saturday,

Did you like today’s episode? If so, you’d make me sing “Started From the Bottom Now We Here” by Drake if you shared this link with your friends or on LinkedIn. Here’s an example from Micaela Richmond for inspiration.

Content on Content

My goal when I first started as Gong’s Head of Content Strategy was to be the most engaging content for sales people on the internet. This week I joined Amy Woods for the B2B Content Strategist Podcast to share the behind-the-scenes of how I built the content engine at Gong. Perfect if you want to hear the decisions behind the brand.

Grab your headphones and pick your favorite link to listen: Youtube | Apple podcast | Spotify