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It is very likely that you are reading this because you found my X or Reddit account @rooktorep where I share lessons, observations, & tips from the from front lines of tech sales.
So who am I? How did my account start? What is my story?
Great questions.
About 3 years ago I was in college. The year was 2023 & I was scrolling Twitter (yes it was Twitter back then). I’m a student at a business school with a finance major with no life direction. I had no clue what I wanted to do with my life.
One day I came across a post about ‘tech sales’, what it is, how to break in, & for some reason it really peaked my interest.
During this time in college I was actually working a remote 1099 contracting job - selling online clothing stores to small businesses. I was making anywhere from $70 - $600 per sale. (Loved it because this was my weekend spending $$)
During this contracting job -- I realized that I actually really enjoyed sales. However, I was a finance major & had a finance internship with a massive corporation lined up for the upcoming summer.
Fast forward a little & I am moving through college. Graduation is coming up. I’m still slinging some online clothing stores here n there. I also recently completed my finance internship.
Let’s just say I didn’t love the job… and I’m now a senior, getting a degree in finance, & I didn’t accept my return offer.
Since then in the back of my head I kept coming back to the tech sales jobs I heard about on twitter/x. I started to do much more research, followed more people, and decided this is what I was going to do….
Break into tech sales at a growing startup.
And that is what I did.
It was a grind to break in, & the job itself is a grind. But since then my past two quarters I’ve hit 230% of quota and most recently I finished at 150% of quota.
Over the course of this newsletter I am going to share more about the space I am in, how I broke into tech sales, & observations from the front lines with cold outreach, calling, emailing, AI, GTM functions, campaigns, RevOps, and much much more.
Would love to have you along for the climb in tech sales.
– Rook ♜
X: @rooktorep
ps… I respond to all messages