Is There a Sales Job That Pays Well Without the Sunday Dread?
The Sales Roles Where $100K Is Predictable (Not a Prayer)
Here’s what separates sales reps who consistently clear $100K from the ones who are always one bad quarter away from panic: they didn’t just find a better job. They chose a better type of selling.
Who this is for: you want a higher floor, a calmer cadence, and a real skill moat. If you only care about speed-to-cash, skip straight to this week’s remote jobs list.
Below are the verticals where strong reps consistently earn $100K+, along with the honest structural reason why. Some of these are field-heavy, but the logic is exactly what to look for in any remote role, too.
Medical Device & Health Tech AE
Typical OTE: $160K–$270K
Med device reps operate on annual quotas, not weekly pipeline panic. The job rewards clinical knowledge, relationship depth with hospital systems, and consultative selling, not raw call volume.
AI-powered diagnostics and surgical robotics are currently some of the highest-paying pockets, with top performers clearing $250K+.
What makes it predictable: Accounts renew. Relationships compound. Your territory becomes an asset, not a reset every quarter.
How to break in: Start as an SDR or clinical specialist in health tech, then move to an AE role within 12–18 months. Prior med device experience is a plus, but strong B2B SaaS AE experience translates well.
Remote-friendly adjacent roles: Health tech AE (inside), channel partnerships, solutions consultant, customer expansion AE.
AI & Cybersecurity SaaS AE
Typical OTE: $180K–$350K
Demand for AI infrastructure and cybersecurity solutions is growing faster than companies can find closers who understand the space. Enterprise AEs with 7+ years of experience are consistently landing $250K+ packages.
The deals are complex and cycles are long, but the best products are budget-protected and sticky, so your book of business can build over time.
What makes it predictable: You’re selling a category most companies treat as essential. Renewals are typically strong when the solution is tied to risk reduction, compliance, or uptime.
How to break in: If you can explain risk, compliance, or ROI in plain English to a non-technical buyer, you already have the core skill. Technical depth can be learned. Clear communication is harder to teach.
Remote-friendly adjacent roles: Mid-market AE, security awareness SaaS, GRC tooling, partner sales, sales engineering.
Specialty Pharma & Biotech
Typical OTE: $180K–$300K+ (oncology/rare disease can go higher)
Specialty pharma territory reps, especially in oncology and rare disease, operate with a level of autonomy that most roles don’t offer.
Strong base, structured days, and a relationship model built around repeat interactions with prescribers who get to know you over time.
Cold outreach volume is usually a fraction of what it is in SaaS.
What makes it predictable: You’re managing a territory, not restarting from zero each quarter. Prescriber trust deepens, and that trust directly impacts performance.
How to break in: Many companies hire reps with strong B2B performance and provide internal clinical training. A science degree can help, but documented sales results and coachability often matter more.
Remote-friendly adjacent roles: Biotech inside sales, patient support programs, health tech expansion AE, payer/provider partnerships.
Industrial & Commercial Sales
Typical OTE: $100K–$160K
Automation, fluid power, and commercial equipment: these roles quietly clear six figures with a fraction of the competitive noise you see in SaaS hiring.
Companies in this space invest heavily in training, territories are often protected, and you’re selling to the same buyers year after year.
Tech candidates rarely apply here, which means less crowded pipelines.
What makes it predictable: Long-standing customer relationships and recurring orders mean you’re rarely starting from zero.
How to break in: Apply directly to distributors and manufacturers, not just end-users. LinkedIn is underused in this space; company websites and industry job boards surface roles faster.
Remote-friendly adjacent roles: Inside sales for distributors, regional account manager roles with light travel, channel sales, and key account support.
The 5-Question Filter (Save This)
Before you apply to any sales role, run it through these. (We built a deeper version of this framework here: How to Evaluate a Sales Offer Before You Say Yes)
Does the quota reset every 30 days, or do I carry a book of business?
Is the product budget-protected, or discretionary spend that disappears in a downturn?
Does the comp model reward relationship depth, or only new logo volume?
What’s average rep tenure here? (Check 5 reps on LinkedIn. If most left before 12 months, run.)
Will I build specialized knowledge that raises my floor over time?
Any role that answers these well, remote or not, is worth a serious look. For a full breakdown of which industries clear this bar most consistently, see: Highest Paying Sales Jobs — Data by Vertical
One more thing before the jobs list.
One more thing before the jobs list.
Most job searches fail because the process is messy. Tabs everywhere. Follow-ups missed. Offers compared on gut feel.
This week, paid members get the Sales Job Search Command Center (Excel)
A 6-tab system built for sales pros targeting $100K+ remote roles:
Job tracker with status tracking
Company research card
Follow-up engine (so nothing slips)
Offer evaluator (score up to 3 offers side by side)
Pipeline dashboard (see where you’re leaking)
Weekly workflow tab to run it fast
It took weeks to build. It takes 10 minutes a week to run. The Command Center is yours the moment you upgrade.
This Week’s Job List For Paid Subscribers
Every week, we find and manually verify remote sales roles worth applying to, posted or updated in the last 7 days, with direct links.
Verified means: remote confirmed, recent post date, link works, role still open.
What’s inside:
28 verified remote sales roles ($80K to $230K+ OTE), USA only, posted or updated in the last 7 days
Company name, seniority level, and direct application link for every role
No scraped listings. No recycled posts. Checked weekly
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