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A Software Sales Interview Story - Don’t Do This!

October 10, 2024 by Rob Leave a Comment

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Software Sales Interview 101

It’s time for a little story of how I messed up big time in an interview, really big time. I was honestly about five minutes away from a job offer with a nice raise, when I screwed up to the point where all of the good things that occurred in the previous interviews were thrown out the window.

It’s not all bad news though.

By going through this experience I learned something very important, ended up with a better company in the long-run and now have an important lesson to teach you. If you watch this video and do five minutes of interview preparation, I guarantee you’ll avoid this mistake every single time.

Here it is below.

Pretty stupid move by yours truly right?

I went through the entire interview process with a company, end up sitting in the conference room with the CEO/Founder and I haven’t taken 5 minutes of time to sign up for the company’s free trial cloud software. There really isn’t an excuse for such an action, other than pure laziness at the time.

The second I said I hadn’t at least played around with the software, I could see the look of disdain on the CEO’s face and I knew I was toast. Don’t make the same mistake that I did.

By taking a few minutes out of your day to register for the company’s software/free-trial, you’ll but yourself in a position to never make this mistake and also have a key talking point in the interview as well.

“How (and why) to Start a Career in Software Sales” now available on Amazon! -

How (and why) to Start a Career in Software Sales available now!

My new book, entitled “How (and why) to Start a Career in Software Sales”, is now available for purchase on Amazon Kindle and Paperback! My goal is to answer the questions that I’ve been asked on a consistent basis, discuss the positives (and negatives) regarding a career in software in sales and outline a clear guide to getting started in the profession.

The book, which was released May 2nd, 2016, has received fantastic feedback some far from readers of all experience levels and backgrounds. Just take for example what reader Alex sent to me after reading the book via email!

“Hey Rob, Just wanted to follow up after reading your book. I binge read the whole thing in an hour. I couldn’t get enough of it and just kept turning the pages. After reading through your posts on the website combined with reading the book, I am confident that a career in software sales is something that I would love pursue.” - Alex

Want to read the book’s first chapter? Click below

If you’d like to take a read through the first chapter of “How and Why to Start a Career in Software Sales”, absolutely free, you can click on the button below for access to the content. Take a read through the first chapter and that should help you to understand if a career in software sales is something that you’d really like to pursue, then the rest of the book covers how to do it.
Click HERE for your Free Book Chapter

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Hey everyone, my name is Rob and I'm an industry veteran technical recruiter and software sales professional, internet entrepreneur and disruptive technology enthusiast.

My goal as the founder of Career Dreaming is to help the 20-something year old Millennials out there find satisfying employment. By sharing my personal job search and employment experience, I hope to bring your dream career within reach.

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