How much do tech recruiters shun mortgage people? Am I a leper?

Asking for honest opinion, let it rip. This has length but it's the only way I can give an adequate picture....so if you read this entirely, it's appreciated.


I am finding it near impossible to get recruiters to look further than their own hands, I have been unable to get to interview stage with tech orgs on 95 applications and 700+ hours spent applying, researching, learning, writing resumes (using AI and pro resume writers, and crafting individually for each role, matching keywords with Jobalytics), info interviews, networking, reaching out to hiring managers, in house referrals, etc.


Given, I am applying with excellent companies amongst a vast number of applicants...and I understand the tech layoff picture of 23', the economy, hiring cycles and time of year. I know there are a lot of great people out there that I am competing against, I recognize it is an uphill battle.


I am working to enter tech sales as an AE, from the mortgage business. I know there is a stigma on mortgage people, I feel it. I also know that there is a sea of mortgage reps that don't have a clue what they are doing...I imagine this makes it hard for recruiters to not stereotype? If someone has an opinion, please share, good / bad / otherwise.


I haven't worked at a broker house, it's more complex (few really understand) - we fund direct, package and sell to investors, so the compliance is much higher and we have 50+ investors (all with different systems) that we work with. It's actually very difficult, and we are small and unknown so we have had to scrap for every inch, from acquiring clients, working the full cycle, providing excellent service and constantly re-selling (In the beginning, I had to process my own loans and became a pre underwriter, underwriting is governed by thousands of pages of rules and compliance). Then we fund, package, sell the loans - which provides advantages over broker shops...it's hard. This is significantly more complex vs a loan officer at a bank who just has the initial convo and passes the client down the line to a redundant, bottlenecked system.


So I was sales manager and then directed Sales Ops at a funding company over the last 3 years, 2 years prior to that I was a top producer at the company.


  • Helped build it from the ground up from zero infrastructure, the two owners consider me the 3rd pillar of the org (no equity for me) - I've tackled a wide net of responsibilities stemming from growth pains. Also support admin on the full tech stack, Salesforce / Slack / Dialpad / Phoneburner / Egnyte / LendingPad / etc


  • Led teams of new hires of up to 18 (too many) while executing on a pipe of up to 125 deals. Almost new hires have been brand new to the business, each person needs up to 100 hours of individual, on the job training, to get sharp enough to stand on their own two feet within the environment. 12 hour days for multiple years running. 100% commission for everyone, no benefits. Every time I turn around there is a mission critical issue I need to take care of for someone. It's like a baby deer wading into the amazon, all the pirahnas are coming, all day every day (Org growth plan was not planned well). Through all of this, I have gained tremendous experience.


  • All consultants, including Sr, come to me to figure out the most difficult business tax returns and find the right solutions with various investors, with optimized pricing structures. I have been mentor to the processing teams on how to strategically work with underwriters to get the highest and best outcome. There's hundreds of loan types and many channels...


  • I've also been the axis point, the stakeholder that all AE's try to get to, in order to work with us, or us with them - so I have built and maintained those relationships, and enabled our sales team.


  • The role has supercharged my sales and deal structure strategy, deep-dive reviewing 20+ potential deals, with legs, per day that the new reps bring in, defining presentation strategy, and often doing all presentations for these reps on their first 5-10 deals. But also, when things start to go sideways for anyone in the building, I step in to take over and finish out the sales cycle so everyone can get paid, including myself.


  • I've worked myself into oblivion, now taking sabbatical to think / recharge - I am just done with commodities and I have the ability and desire to do so much more. This work has dulled my spirit, but I am great at it and I've earned solid money over the years...I just want to be a part of something exciting, so I am burning runway to make a change.


I was recognized in 2021 as top 1% client partner nationwide by UWM, the top lender in the US....working from a small startup/growth stage lender. Dedication and perseverance off the charts.


Prior to that I was a minor league hockey agent, placing players around the world for a startup hockey agency out of British Columbia - the amount of courage this role developed...I'll forever be thankful, and this opp was filled with amazing and unique experiences. I brokered relationships with equipment manufacturers, trainers, nutrition specialists, ocular training specialists, and we provided player analytics...all in addition to placement. This role is the epitome of relationship building over time..."quote to cash" as long as 7 years for top prospects.


Finished at the top of my grad school program, albeit sport management but it's quite similar to MBA, just focused on the cyclical nature of professional sport leagues - plenty of transferable and valuable attributes.


All the sweat, effort and accomplishments over time and recruiters just dismiss my applications that I spend hours refining, some quick - some after a month or two. The best is yet to come...


Am I crazy? I don't have a SaaS background but somebody with a shred of vision has got to see something in all of that, right?


Just trying to get into a good ecosystem to prove my value on the sales end, where I can focus on being great at selling and a great teammate, rather than being the "Ray Donovan" for everyone (which has shortened my lifespan).


I'm not targeting solutions that are more technical than I can understand...there is cross over.


*I do have a few apps in process that may be leading to next steps with the help of a referral network...remains to be seen.


Is it because I come from mortgage?

Do I need to lie? I've done enough I should not have to, and don't want to

Lower my standards?

Any constructive criticism or feedback is appreciated!


I am going to keep pushing, no other way...it will happen. Thanks for letting me vent ~


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8
Revenue_Rambo
Politicker
5
Director, Revenue Enablement
Network network network.

Right now getting almost any job is largely about WHO you know. They will get you in the door where’ll you have the opportunity to showcase WHAT you know.
HVACexpert
Politicker
3
sales engineer
Yes, it’s about who you know. Leverage any relationships you have to try and get into the space.
saaskicker
Celebrated Contributor
4
Enterprise AE
Long post, sorry your experience has been bad. Tech companies notoriously want SaaS closing experience for external AE hires, you may have better luck going for an entry level position. Also, cold applying to tech companies could be the reason you're not getting results - could be sending your resume into the abyss. Find people who work at that company and reach out on LinkedIn to learn about the process and ask for a referral. 9/10 tech companies offer a referral bonus for people to send resume's in. There's lots of tech in the mortgage industry - on the flip they sell to mortgage LOs, find those your experience may align a bit better as you can speak the language of the prospect & use paint points you've actually experienced in that seat. Good luck, keep pounding.
1MILLIONdollars
Fire Starter
3
Director, Sales Ops
Appreciate your feedback, a lot have been cold apps and pretty quick to reject. I have definitely shifted and been much more focused on mortgage and capital markets tech, utilizing employee referrals in those areas. I can do more on LinkedIn as suggested, thank you -
Sunbunny31
Politicker
2
Sr Sales Executive 🐰
Yes - there are a LOT of FSI-focused tech companies. Have you used any of this tech? Do you know the people involved? That could be the step you need to take; leverage your knowledge of the financial industry to work in fintech.
Also - honestly, you're in a historically difficult time to get a tech sales job. There are more candidates than there are jobs right now, and you're getting caught in a numbers game.
1MILLIONdollars
Fire Starter
3
Director, Sales Ops
Thank you, I have shifted focus in this direction over the last month, need to double down on it and keep digging further on connections. It's definitely a tough market, humbling for sure.
braintank
Politicker
4
Enterprise Account Executive
Post your resume here (remove PII) for a thorough inspection
CuriousFox
WR Officer
4
🦊
Always to the rescue BT ❤
oldcloser
Arsonist
3
💀
Yep- I’d like to have a look too. Just redact your felony convictions.
GDO
Politicker
0
BDM
That would be the first thing i would do if I was looking
pirate
Big Shot
2
🦜☠️ Account Executive
I think that you're too good at mortgaging... Like you do it all. You can run the company. But in sales they need you to close and talk to customers. So I would talk about the experience you have very differently. Don't mention enabling. Don't mention making decks. Tax returns not sure how it translates to tech sales. Nutritionist relationship? Irrelevant. Underwriting not relevant. Admin stuff... No. Sports works. But you need to talk about it in terms of discipline and grit and have stories. Recruiters otherwise won't know what to do with you. It's too wide knowledge and you need to narrow it for AE application.
1. Maybe if anyone of your friends is in tech sales ask them the interview questions you're getting. 2. Post redacted CV here and people will help
1MILLIONdollars
Fire Starter
2
Director, Sales Ops
Thanks, appreciate that. I did work on a redacted version per @braintank response, was just a little hesitant to throw it up - you could still make me out pretty easy...vulnerable feeling - but I'm here looking for advice, so I'll send it up in a min in good faith, what the hell...
I've avoided the tax stuff on the resume, I guess the point in all that is that I deal with financial complexity and really difficult situations...example, if I am unable to close the person will face sure foreclosure and bankruptcy, disarray for years. The ability to get to the heart of pains that go beyond a business transaction, with people's most personal details...I'll spare details but some of it gets pretty dark. There's a lot of trust built up in all of that.
just a min and I'll add it
oldcloser
Arsonist
2
💀
I’m blind and can’t see the resume on my phone. I will look a bit later tonight. Otherwise, friend, if I heard that story, in those words coming out of a human being’s mouth, you would have my attention. I’d be riveted, honestly. The insights you’re able to gleen from a garbage proposal, assembled by a garbage seller- and then to put it back together and load lips is a talent that just doesn’t have an applicable adjective. But it’s a huge soft skill. “Air traffic controller” seems to fit. You are 100% employable. I just think the right people, people who have been through similar, need to hear this story. Recruiters just won’t get it.

I don’t think entry level is the answer. I think hiring manager with an empathetic ear is your target. You might just be off target. Get the boss on the phone and get him to listen to you.

What’s your comp requirement?
1MILLIONdollars
Fire Starter
1
Director, Sales Ops
Appreciate that - I'm not hard lining any number but my break even is 140 - less is ok in the beginning if it's with a great company/product with good culture and leadership, because I know all that I have to do is get in the door and I'll manifest from there.
Sunbunny31
Politicker
0
Sr Sales Executive 🐰
Suggest you start a new post and reattach the resume so it gets seen.
1nbatopshotfan
Politicker
1
Sales
In all seriousness your experience looks fantastic. Why does it have to be SaaS? Can you look for a better home for your mortgage skills? Can you tap into your agent history to find anything there. SaaS is great and all, but there are many many ways to get that cash.
1MILLIONdollars
Fire Starter
1
Director, Sales Ops
I've accomplished the goals I set out for. Tired of commodities and there's a laundry list of reasons. I'm seeking something specialized that is on the forefront of change. I can flip on the switch anytime, or start my own mortgage company...honestly it doesn't provide me with any inspiration. It's a hard, clunky, messy business, a lot is going to change and I don't want to suit up and be owned by a bank either. Rocket, and companies like it, will probably be able to cut 50% of it's front line support in a year or two I'd guess...that would not be me but I'd rather get into technology before it's too late. Advances are happening at light speed
1nbatopshotfan
Politicker
1
Sales
That’s a well thought out answer that would blow someone away in an interview. Get into your network, express this and see who knows someone. You got this!
wolfofmiami
Opinionated
1
🐺
TLDR, 95 applications tho, get those numbers up, 200 a week is easy. Focus on smaller companies, focus on companies with low applicants, focus on real estate tech companies. But if you’re a director why you looking to be an AE?
1MILLIONdollars
Fire Starter
0
Director, Sales Ops
just to get in, eat some humble pie - zero success aiming for higher roles...I'm good with taking a step back to step forward, having less on my plate with a smaller lens of focus, just immerse myself and sell - make money and have more balance in life.
How do you push out 200 apps per week? Admittedly I take too long trying to line it up for each job, plus a custom cover....and then there's Workday
wolfofmiami
Opinionated
1
🐺
I don’t do cover letters, descriptions already made for sales roles, change the title and summary on each one, doesn’t take long, spend 6 hrs applying each day. Workday is a bitch tho. I spent one week applying did abt 240 got 7 interviews scheduled, not counting recruiter screens, then applied to a few here and there afterwards and then took a role 3 weeks later
4

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