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    Enterprise Account Executive

    Bolster

    Remote
    SaaS
    Hybrid
    See your match score
    Posted 2 weeks ago
    Work Type

    On-site

    Vertical

    SaaS

    Source

    jobscollider

    About this role

    Bolster is seeking an experienced Enterprise Account Executive to acquire and grow strategic enterprise customers. This role owns the full sales cycle and builds relationships with security, fraud, IT, legal, and executive decision-makers to demonstrate how Bolster protects organizations, customers, and brands from external digital threats.

    Location: Remote (U.S. only)

    Work Authorization: Candidates must be authorized to work in the United States. We are not able to sponsor visas or provide employment-based immigration support for this position now or in the future.

    What You’ll Do

    Own the full enterprise sales cycle, from strategic prospecting and discovery through technical evaluation, negotiation, and close. Develop and execute account plans that build relationships with executive, technical, procurement, and legal stakeholders. Partner with Solutions Engineering to deliver tailored demonstrations, proofs of concept, and business cases aligned with customer needs.

    Navigate complex sales processes, including security reviews, procurement, competitive evaluations, and contract negotiations. Consistently meet or exceed revenue targets while maintaining an accurate pipeline and forecast in Salesforce.

    What We’re Looking For

    3 to 5+ years of B2B technology sales experience, including selling enterprise SaaS solutions. MUST have experience selling to the mid-market and enterprise customers Experience selling cybersecurity, fraud prevention, brand protection, threat intelligence, or related solutions.

    Strong executive presence with the ability to communicate technical and business value across multiple stakeholder groups. Demonstrated expertise in strategic prospecting, account planning, negotiation, forecasting, and closing.

    $100,000 - $250,000 a year

    This range reflects the anticipated base salary for candidates hired to work in California. Actual compensation will be determined based on factors including, but not limited to, relevant experience, skills, qu

    Tools & Tech Stack

    Salesforce

    Selling Motion

    Sales Cycle

    Enterprise

    6–18 month cycles, complex multi-stakeholder deals

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Requirements at a Glance

    Bachelor's Degree·Required
    Prospecting·Required skill
    Negotiation·Required skill

    Typical Day — Account Executive

    Stakeholder meetings3–5/week
    Executive presentations2–3/week
    Business cases & RFPs1–2/week
    Forecast & pipeline2×/week
    Champion coachingDaily

    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 Bolster'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
    Review the job description and map your experience to each requirement
    Role Insights

    Account Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.

    Top SaaS reps often earn significant upside through accelerators once quota is exceeded.

    Are you a closer?

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