How to transition from retail to SaaS?

Hello Savages,


My quest seems simple on the surface I am to break free from the bondage of retail sales. A kingdom strewn with supply shortages, excrutiating commutes to barren showrooms, and a sales director who's greatest contribution is an email linking to a youtube slide show video narrated by text-to-speech about the "Top 5 Hottest New Kitchen Technologies - 2022".


I'm a millenial, non-college grad, with 6 years of solid sales experience. I hit my numbers, $860,000 ($1.5 mil on the books but no inventory to ship) of some good ol' farm to table luxury home appliance sales last year as a full-cycle rep and then some. I handled my own purchasing and logistics as this was the companies first attempt at having an inside sales rep and they for some reason didn't want to allocate admin support or integrate purchasing with our department. These guys were dinosaurs and didn't think an eCommerce/Inside Sales hybrid model would outperform their current BDR/Showroom model.


Now it's 2022, the market isn't getting any better, and I'm sitting on a $2.5mil pipeline of products that at this point I won't see until early Q3. I don't get paid commissions unless we ship, so my OTE means nothing and I find myself surviving off of a recently negotiated salary increase to $62,000. It was $50,000 until just a under two months ago, but along with 6 new non-revenue generating responsiblities and a new double title (Senior Sales Exec and Sales Enablement Manager) I managed to get a clean $12,000 increase which puts me ahead of the last two years of inflation by a razor thin margin.


I've been trying to get into SaaS for a while now, nothing crazy, just under 6 months. I've gotten to final rounds with Cisco Meraki, third round with Toast, and a few less notable mentions. Meraki was a bust because they wanted me to relocate to San Fran and frankly my life doesn't fit in a broom closet which is all I'm sure I'd be able to afford with the $70,000 base they offered me.


I'm most hung-up about my Toast interview, I got through as a referral from an old college friend, and it was looking very promising. I've got 3 years of experience at all levels of the hospitality industry so I figured I'd be a shoo in. But alas I didn't get in because of a difference in my sales style experience vs what they were looking for, I've got proven relationship and consultative sales experience but they wanted a challenger.


I'm familiar with the challenger style, I adopt a lot of it's principles to my current work, but the market I'm serving doesn't really need that kind of approach most of the time. Between the difference in style and the fact that I don't cold call 100+ people a day they decided it wasn't the right fit.


I feel like I'm close, real close, to finally landing that AE, ISR, or at the very least SDR position I've been chasing. But sometimes my mind betrays me and convinces me that one does not simply get into SaaS sales because every other SaaS job requires years of experience selling SaaS or a bachelors degree in a tech field.


TDLR;

How do I transform a successful retail sales career into an opportunity at a SaaS company, does anyone have any experience with this transition?


👥 Hiring
🏄 Personal Life
🎯 Career Development
8
SADNESSLieutenant
Politicker
2
Officer of ♥️
DungeonsNDemos
Big Shot
2
Rolling 20's all day
This is the way
PathGMR
1
Senior Sales Executive
Thanks, it's habbit, I provide lots of context for those that are interested and get to the point for everyone else. Checking out your sources now, appreciate the reply.
SADNESSLieutenant
Politicker
1
Officer of ♥️
no problem hope it goes well
CuriousFox
WR Officer
2
🦊
Yes there are many good threads about this. Also check out the academy tab.
braintank
Politicker
2
Enterprise Account Executive
Just don't go to series A
PathGMR
1
Senior Sales Executive
Yeah, interviewed for a few and realized quickly that it's both something I wouldn't be completely prepared to do and not exactly what I'm looking for.
Pachacuti
Politicker
2
They call me Daddy, Sales Daddy
My 2 cents - if you haven’t already done this, getting a professional resume writer to help you write your resume with your target industry in mind. Make sure that person has Sales Resume experience. That, combined with your enthusiasm and energy, will go a long way for you. 

In an interview, don’t be afraid to say why you’re looking to make a transition. And if I were in your shoes, I wouldn’t look at SDR roles.  Why? From what you described, you already have the talent and drive as well as the basic selling experience.  Being an AE isn't really all the much - just proving that you can move the ball down the court and shoot/score.  You have that already.
NotCreativeEnough
Big Shot
1
Professional Day Ruiner
look for bdr/sdr roles. It might feel like a step down for you, but any manager you interview with will see you as inexperienced for a full cycle role. Yes, you do have a lot of full cycle experience. But SaaS b2b sales is a totally different type of sales cycle/process than b2c is. An SDR role at a good company will still easily meet if not exceed your current pay rate as well. Not only will this be the best bet to get your foot in the door at a software company, it gives you the ability to build a strong foundation in a new industry to build your career on. 
PathGMR
2
Senior Sales Executive
Yeah, that’s what I’ve been leaning towards lately as well. I’m realizing that it’s gonna come down to working my way up again. Either way it’s as you say salary wise the move will either be lateral or at best a pay bump.
TennisandSales
Politicker
0
Head Of Sales
you are on the right path! keep looking I would say inside sales/ ISR/SDR are the "easiest" options. 

when interviewing for SDR roles, leaning on the whole "building relationships" Thing is not going to help. 

SDR is super transactional so proving you know how to provide value quickly and can think on your feet in a conversation would be a better skill to showcase. 

but just my 2 cents

good luck!
PathGMR
1
Senior Sales Executive
Thanks, yeah I've been cramming SDR prep info. It's a different style to my current day to day but I've been there I was a B2B/B2C BDR for two years it was prospecting and research heavy so I figure I have to draw from that instead of what I currently handle.
thadeuce
Opinionated
0
SDR (Sales Development Rep)
Look for bdr or sdr roles, I would go to a seed stage or A stage company and roll the dice. Try to negotiate the best base you can the rest will be a shit show most likely- but that will tick the box you need to get into saas. SDR hiring managers love personalized shit that shows you did research. Try making a 30 second video, yes I realize this sounds retarded. Personalize the video for the sdr manager with Why you, why their company, and why now. Do that with 15-25 sdr managers and you will have more interview request than you can handle.

Might be tough to get an AE role withou saas experience but you could always reach out to some external recruiters and ask for entry level SMB roles. Verkada would 100% hire you but they have an in office culture.