Trying to pivot from self-employment to entry sales. Currently in FL, moving to Austin, TX this year.
I want to start at the bottom -- ideally in-person, high-volume cold calling -- selling something that's actually worth buying. The most I've ever made in a year is $38k as a supply chain analyst, and my average year is probably closer to $20k, so as far as salary goes, I'm easy to please.
The reasons I want to break into sales are:
- I want to build the skill so I can have it for the rest of my life.
- I want to be part of a team because I'm tired of flying solo with no peers or mentors.
- It's the part of entrepreneurship I enjoy the most, but do the least, since I've had to personally fulfill EVERYTHING I've ever sold.
For the last few years, I’ve been working day jobs (stocking shelves and bussing tables mostly) while doing freelance marketing on the side.
In 2023, for the first time, I made more money from self-employment than from my day jobs, all as a result of studying sales. (I made $15k from W2 work and $20k from self employment last year — just $3k short of the most money I’ve made any year, ever).
What started working for me was: social selling on LI (posting frequently for top-of-mind and engaging with SMB owners who are active on LI) -> warm LI outreach, -> ~2 month sales cycle with Loom videos, multiple strategy calls, and strategic follow up (usually to share relevant 3rd-party resources, since I haven’t had time to create my own).
Problem is, like I stated earlier, every time I sell a project, I then spend 3+ months working on someone else's business full-time (instead of my own), so I only get to spend a few hours per month selling (usually less).
I tried to pivot into an agency structure because I was bogged down in fulfillment and wanted to spend more time selling, but hiring and training took up even MORE time, and I was hemorrhaging money on freelancers who couldn’t operate on my level, so I've decided the best solution is to actually go into sales, because I don't want to do marketing anymore -- I want to hunt opportunities, build relationships, and sell a product or service that I don't have to personally fulfill so I can spend my free time writing fiction and going back to school (I'm a huge nerd -- want to get two more Bachelor's Degrees for fun: philosophy and psychology).
My challenge is the typical "entry level" obstacle course I have to navigate since I have no W2 sales experience. (I went into freelancing because I thought it would solve my experience gap, only to find out most employers don't see self-employment as valid, so I'm still fucked.)
I have transferable skills and experience from 5 years of self-employment -- 2 years as a working musician and handyman, 3 years as a freelance digital marketing specialist. I can tank rejection, ridicule, and failure, I can perform under pressure, and I'm a highly organized / productive person.
I've used Salesforce, Apollo, and Sales Nav -- and I've even sold / implemented them for some of my customers and students. I also have experience under the hood with dozens of other SaaS tools, so my learning curve on most SaaS products wouldn't be as steep as most beginners (though I'm not dead-set on tech sales).
I paid for some "break into sales" courses and communities (from some of the influencers y’all dunk on here), but they didn't really help. Also, I can't create an account on RepVue because I don't have a current sales job.
So, here's my request:
I'd like to connect with some people here to help me workshop my resume / cover letter for a handful of entry-level opportunities I've found.
Now that DMs are a thing here, I figure this will be WAY easier than it was 18 months ago when I first signed up.
If you're open to review my docs and maybe jump on a call, lmk. Hoping to find some friends / mentors.
In the meantime, this is my LinkedIn: https://www.linkedin.com/in/christhefritz/
I post pretty frequently about stuff related to my business, my personal studies, and my life, which I know a lot of people here don’t like, but for those of you who don’t mind it, I’d love to connect.
Cheers, savages, and thanks. 🙏
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