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- đ Sales rep builds a $250k/mo business, AI workflows to save hours, and the highest paid sales roles in 2025
đ Sales rep builds a $250k/mo business, AI workflows to save hours, and the highest paid sales roles in 2025
Learn how Austin built his dream life working 4 days per week.
IN THIS EDITION
GM and happy Wednesday team. Weâve got a treat of an edition coming to you this week.
How this remote sales rep built a $250k/mo online business - Austin Medlin
AI workflows thatâll save you hours every week
Five of the highest paid sales roles in 2025
And moreâŚ
Want to be featured in BOS? Know somebody that we should feature? Please submit your information here for consideration. You donât have to be making one billion dollars per year so long as sales has enabled you to live a pretty cool life. Thanks!

LIVE FROM THE SALES FLOOR
Cool Links to Help You Sell More (news, tools, trainings)
$150k+/yr sales reps share their secrets for newer reps (Nutmeg_37)
The governmentâs guide on how to sell to them (GSA)
LeadFi letâs you see a prospectâs buying power before a sales call
Use these AI workflows to save hours every week (Connor Murray)
Podcast: How Russell Brunson closes millions (Next Level Podcast)
Guarantee you havenât taken a sales call like this (Hendrik Johannsen)
Five of the highest paid sales roles in 2025 (Sales Tips)
Use Splitit when other financing options fail to close more (Whop)
Workshop: Think Fast, Talk Smart (Stanford Grad. School of Business)
Here are 430 free sales courses (LinkedIn)

OUR SPONSOR

This weekâs sponsor is The Serial Sales Community.
If youâve ever looked into the world of 1099 remote sales jobs, youâve probably run into this bottleneck: The best jobs are hard to find.
The ones blasted far and wide on LinkedIn, Indeed, or Glassdoor are almost always dead ends.
MLMâs, pay-to-play, requiring licenses, or just small ball opportunities.
The biggest and best teams in the remote appointment setting and closing industry are using âback doorâ hiring channels (such as TSSC) to find the best talent.
They arenât posting to an audience of 100k+.
They arenât hiring via LinkedInâs Easy Apply feature.
They are going where the top 5% of sales reps hang out.
Private groups and networks.
Thatâs just the way this industry operates.
And to clearly define this âindustryâ weâre talking about:
High ticket sales, remote closing, remote contracted sales, etc.
Basically being an inbound commission-based sales rep for high cashflow businesses that generate leads but need sales talent to convert them.
Think coaching, consulting, agency services, masterminds, bootcamps, seminars, memberships, masterminds, and even some software.
If youâre ready be put into the epicenter of opportunity, you can apply to join TSSC here.
Mention âBecause of Salesâ for a 5% discount on 6 months or lifetime access.
Now, back to the newsletterâŚ

SELLERâS SECRETS

Who is Austin Medlin, and what is CloseSales.com?
Austin Medlin, based in Tampa, Florida, owns ClosesSales.com. He works with online coaches and sales professionals to upgrade their closing abilities, improve their sales metrics, and overall just sell more of their services so they can earn well and live better.
Check out Austinâs full interview on Youtube, Spotify, or Apple Podcasts.

Austin and Dylan while recording the podcast (which you should totally watch)
Austinâs Come Up (in 10 bullet points)
Started sales hustling candy and door-to-door in high school.
Entered network marketing at 18, built a 1,500-member international team.
Girlfriend's death and business collapse pushed him to entrepreneurship.
Took over Dadâs landscaping business, scaled from $300k/yr to multi 7-figures.
Quit landscaping abruptly to explore more optimal opportunities (remote sales)
Got into âhigh-ticket salesâ, went from failing to $20k/mo by month 3.
Scaled a YouTube ads company from $300k to $1.7mm in monthly in revenue.
Broke off to work with other businesses to do the same as a consultant.
Took his case studies and launched ClosesSales.com to help more people.
Recently expanded into helping train and connect sales pros with businesses.

Proof that Austin has been at it for a while now. His biceps are maybe twice as big now.
Austinâs Sales Alpha and Best Practices:
1. Learn how to align a buyerâs head and heart to close more.
One of Austinâs biggest sales unlocks was discovering that you need to close both the head (logic) and the heart (emotion). Most reps only pitch to the head, and theyâre pretty decent at it. "Here's the process, here's the ROI." But Austin trains clients to live in deep discovery for 20â30 minutes, asking sharp, layered questions that get prospects to voice their own emotional drivers.
2. Make millions with strategic partnerships.
CloseSales.com scaled from $0 to $700K in revenue off one affiliate channel in year #1. Austin offered free weekly coaching inside of a marketing program, helped clients crush it, then paid the host referral fees. Instead of cold traffic, he embedded into ecosystems with aligned but non-competing offers. He met his perfect prospects, for free, right as they needed him.
3. Stop trying to be liked by your prospects, be trusted instead.
Most reps think being friendly leads to conversions. Austin says thatâs wrong: people buy from those they trust, not those they like. Rapport doesnât replace clarity. His strategy? Start every call neutral and direct, short intro, then deep into discovery. No fluff. Most of his clients donât like him when they sign, but they believe heâs the exact guy for the job. Once they get the result they came for, they love him.

Austin and Jeremy (his biggest strategic partnership)
Action Items: Consider implementing some of these takeaways from Austin
#1: When alignment is present, selling is a service.
People donât need to like you, they need to trust you
Be neutral and direct, not overly friendly
Pushy isnât bad if you will truly help them
Not closing them is a disservice if theyâre a good fit
#2: Donât pitch until you diagnose their unique situation
Most reps skip real discovery (20-30 mins)
Align the prospectâs head (logic) and heart (emotion)
Deep questions beat clever statements (people judge by quality of questions)
Stop using a one-sized fits all pitch, tailor it to their needs
#3: Implement active call reviews with predictions
Make sure youâre getting feedback from competent source
Schedule a structured call review cadence with a partner
Predict what each party will say as far as questions, objections, etc.
Refine scripts through this practice to build more confidence
#4: How to sell to creative types better
Creatives (musicians, artists, etc) ramble on calls, you must not allow this
Set clear frames and kindly cut off stories when necessary
Prioritize shaping the convo without seeming rude
Ensure you leave time for a proper pitch, otherwise book another call
Check out Austinâs full interview on Youtube, Spotify, or Apple Podcasts.

BEFORE YOU GO
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