Sales Account Executive

    Contextual

    🇺🇸 United States
    Remote
    SaaS
    See your match score
    Posted Yesterday
    Work Type

    Remote

    Vertical

    SaaS

    Source

    himalayas

    About this role

    Own the full cycle—from first conversation to signed contract—selling AI solutions that drive real business outcomes.About ContextualContextual partners with clients to deliver cutting-edge AI solutions that transform tasks, processes and operations with a focus on scale and ROI.

    By leveraging the Contextual.io platform, we help organizations streamline and automate workflows, drive organization and operational efficiencies, and unlock new revenue opportunities.

    About the RoleAs a Sales Account Executive at Contextual, you will drive new customer acquisition through inbound lead conversion, targeted outbound selling, and referral partner collaboration. You'll own the full sales cycle—from prospecting and discovery through negotiation and close—for AI-powered solutions built on the Contextual.io platform.

    This is a high-impact individual contributor role ideal for someone who is energized by consultative selling, enjoys learning new businesses, comfortable navigating complex solution conversations, and motivated to grow alongside a fast-moving company.

    Key

    ResponsibilitiesOwn and Execute the Full Sales Cycle Manage the complete sales cycle from prospecting and discovery to negotiation and close. Build, maintain, and accurately forecast a high-quality pipeline aligned to revenue targets. Drive outbound outreach to target accounts and industries; identify and engage decision makers across functional and executive levels.

    Respond quickly and professionally to inbound leads, ensuring high-quality discovery, clear qualification, and rapid follow-up. Work with Sales Engineering resources to determine solution feasibility and how best to demonstrate confidence in outcomes. Deliver compelling presentations, demos, proofs-of-concept, and ROI/value narratives tailored to customer needs and use cases.

    Collaborate with the Delivery Team to scope AI solutions that align with client goals and platform capabilities. Get to signature. Partner Collaboration & Co-Selling Support pa

    Tools & Tech Stack

    Outreach

    Selling Motion

    Prospecting

    Hybrid

    Mix of inbound leads and outbound prospecting

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Territory

    Named Accounts

    Pre-assigned list of target companies

    Requirements at a Glance

    Prospecting·Required skill
    Negotiation·Required skill
    Consultative Selling·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

    ✓
    Inbound Leads

    Warm leads provided

    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

    Account-Executive
    Sales
    B2B-Sales
    SaaS-Sales
    AI-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 Contextual'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 Contextual involves managing the full sales cycle from prospecting through close.

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

    This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.

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