EasyPost logo

    Insurance Sales Representative

    EasyPost

    🇺🇸 United States
    Remote
    SaaS
    Hybrid
    See your match score
    Posted 4 weeks ago
    $96k–$115kOTE

    Hybrid

    Work Type

    Remote

    Vertical

    SaaS

    Source

    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

    Bachelor's Degree·Required

    Typical Day — Sales Rep

    Stakeholder meetings3–5/week
    Proposals & business cases1–2/week
    Pipeline managementDaily

    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

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    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

    Insurance-Sales
    B2B-Sales
    Account-Executive
    Parcel-Insurance-Sales
    Sales-Development
    —

    Why are you interested in this role?

    Template question
    —

    What motivates you in a sales environment?

    Template question
    —

    How do you handle rejection?

    Template question
    Research EasyPost's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    This 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.

    Are you a closer?

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