Tech IndustryDec 22, 2019

Next Move in Sales

I’d love some feedback. 10 years in sales selling advertising - mostly in the form of listings directly on company websites. First in the recruiting world, now with Zillow. im looking to move either in the tech, ad tech or SaaS direction - really anything that will keep me motivated and relevant for years to come. Ive been the top producer at every job almost every year of my career, but I dont get many hits on jobs in any of these industries. so my questions are: 1. Which industry is it easier to break into? 2. Suggestions on how to get a foot in the door thanks

@Sales
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Worldpay DarthBroke Dec 23, 2019

If you wanted saas you should have jumped along time ago..when I’m talking to recruiters they want people with strong saas experience. Also you did not mention your TC

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uXih26 Jan 16, 2020

Geesh...nothing like a “should have” response when asking for advice

Zillow Group HuCE01 OP Dec 23, 2019

Yep. I sure should have jumped along time ago. But I didn’t. OTE is 120 at 100%. I average 150-170 TC

Micro Focus GWOz11 Dec 23, 2019

You’re underpaid. Software sales are making 200k OTE minimum

Worldpay DarthBroke Dec 23, 2019

Your underpaid...so am I. I just got 3 years and now I’m looking to jump. People are saying I should have sdr/bdr so it’s going to be an uphill climb. I’ve gotten traction by focusing on one segment of SaaS and then sending resumes tailored for that. If your coming from Zillow I would look at property software focused towards property managers, investment, etc. like CoStar

Indeed AEsmatter Dec 23, 2019

Ad tech. Very good pay

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Bryzglr Dec 29, 2019

Look for a software startup, possibly starting as an inside sales rep/ SDR. You may need to take a pay cut initially but make it known that you're willing to do so for the opportunity to move to an outside role once you prove yourself. Also, SaaS sales is more than demoing and closing. Every company I've worked for expects the outside reps to do their own prospecting in addition to leads provided. The upside is $250k+ tc depending on company, product and role. Enterprise software is where the really good money is but you may need to look at a SaaS product that is a point solution to get into software. Good luck.

Worldpay DarthBroke Jan 2, 2020

If I go back to ISR will I get stuck on the phones? That is what I’m most worried about :/

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SaaSsale Jan 2, 2020

Taking an inside sales role is likely your easiest path to software sales. During the interview process make it clear you want to be an outside rep after you prove yourself inside. This is a logical path for most companies and it will show you're ambitious. If I hire an inside rep I want to know that want to get outside once they excel inside.

Zillow Group HuCE01 OP Dec 29, 2019

Thanks - solid advice. At this point, a point solution would be the only thing I could handle, lest my brain melt. I can move into a software sale most likely in my industry without having to go back a few steps, but I’d consider moving backward for big company. After some research and conversations - here is what I’m trying to figure out: is it possible to make $250k + TC and work 40 hours or at least a decent wlb? I made 180 TC in 2019 and worked an average of 38 hours a week

Indeed AEsmatter Dec 29, 2019

I have a friend at survey monkey working and warning that much enterprise

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Bryzglr Dec 29, 2019

For me it's always been about getting the job done. Sometimes that means 30 hrs/week, other times it's 50+. Travel can also be up and down. The biggest factor in WLB is the company, a bad sales environment can cause ulcers, others promote time away.