Hybrid
Remote
SaaS
himalayas
About this role
🧡📦💙Founded in 2012, EasyPost is a YC unicorn whose mission is to make shipping simple for businesses—from garage startups to the Fortune 500. Shipping, now more than ever, is the backbone of the global economy, but integrating the technology-enabled operations of a modern business with the low-tech and complex shipping industry has always been a challenge.
EasyPost solves this problem with the first developer-friendly REST API for shipping, and we continue to push boundaries and discover new ways to simplify shipping for all. Our team is rapidly growing, and this is the perfect time to get on board. Join us and help build the shipping infrastructure of the future. We’re builders, problem-solvers, and “there has to be a better way” people.
We like elegant architecture, fast decisions, and shipping (pun intended) improvements that power millions of deliveries every day. We stay scrappy, we move fast, and we don’t wait for permission to innovate in an industry that desperately needs it.
If you want to work on systems that actually move the world—literally—you’re in the right place. 🚚✨EasyPost does not consider candidates who misrepresent their identity, experience, employment history, or technical
qualifications. Applications containing false information, stolen professional profiles, or unverifiable credentials will be removed from consideration. We conduct early-stage verification of resumes, LinkedIn profiles, GitHub accounts, and other relevant professional information as part of our hiring process.
Position Summary The Parcel Insurance Account Executive will be responsible for driving new business, revenue growth, and customer adoption within the company’s Parcel Insurance business.
This is a quota-carrying sales role focused on building relationships with prospective customers, understanding their shipping and risk-management needs, and positioning insurance solutions that protect their shipments while creating measurable value for their business. This is a n
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
OTE
$115k (range: $96k–$115k)
Ramp Period
Not mentioned — clarify timeline
Selling Motion
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
Individual / End-User
Bottom-up adoption, user-level selling
Requirements at a Glance
Typical Day — Sales Rep
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Why are you interested in this role?
Template questionWhat motivates you in a sales environment?
Template questionHow do you handle rejection?
Template questionThis insurance sales representative position with EasyPost offers an opportunity to develop your sales career in a competitive market.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
The compensation range of $96k–$115k OTE suggests a competitive package for this market segment.
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