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    Account Executive, Sales Team (East Coast Region)

    Bennie

    Remote
    Remote
    SaaS
    Hybrid
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    jobscollider

    About this role

    About Bennie:

    Bennie (www.bennie.com) is an employee

    benefits services and technology firm that helps companies create a healthier workplace. Bennie provides services and technology that are beyond what growing companies typically receive, yet exactly what they need.

    Bennie has built the ultimate

    benefits platform that connects disparate systems across the

    benefits supply chain to deliver a complete experience for employees, employers, and partners. Bennie’s technology, benefit plans, and service model are designed to enable employers and their employees to experience best-in-class outcomes that reduce overall health plan costs.

    Bennie’s team members use the platform and its data to supplement their market knowledge and bring innovative solutions to Bennie’s customers.

    Bennie is headquartered in Stamford, CT, and is a remote-first company with employees across the U.S.

    Core Values at Bennie

    As an organization, we value our team members who are Optimistic, Accountable, Thoughtful, and Healthy. We believe these values, known as our O.A.T.H., are essential for our collective success. The ideal candidate for this role will embody these values by:

    Maintaining a positive attitude throughout our journey of building our company. Being responsible for the quality of their work and for meeting their goals. Respecting our differences and looking out for one another. Believing in living complete lives that balance our work and personal time.

    About the Role:

    The Account Executive role will focus on finding and selling net new clients to our brokerage book of business in the East Coast region. You’ll manage the entire sales cycle, from prospecting to closing, leveraging the Bennie lead generation team, our business development partners, and internal and inbound prospects.

    You will be responsible for building and fostering relationships with prospects, with our internal consulting team, and a variety of external partners that we work closely with.

    Responsibilities inclu

    Selling Motion

    Prospecting

    Hybrid

    Mix of inbound leads and outbound prospecting

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Territory

    Greenfield

    Build territory from scratch — net-new logos

    Requirements at a Glance

    Bachelor's Degree·Required
    Prospecting·Required skill
    Lead Generation·Required skill

    Typical Day — Account Executive

    Demos & presentations4–6/week
    Prospecting calls20–30/day
    Proposal writing2–3/week
    Pipeline review2×/week

    Estimates based on role type and selling motion — actual may vary by company.

    Role Signals

    Green Flags

    ✓
    Remote Friendly

    Location flexibility

    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

    sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research Bennie'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 Account Executive position at Bennie involves managing the full sales cycle from prospecting through close.

    SaaS sales roles typically involve consultative selling with longer deal cycles.

    Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.

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