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    Mid-Market Account Executive

    Fieldguide

    Remote
    Remote
    SaaS
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    jobscollider

    About this role

    About Us:

    Fieldguide is establishing a new state of trust for global commerce and capital markets by augmenting the work of assurance and audit practitioners with AI agents. The value we bring firms: Expertise, amplified.

    We are based in San Francisco and have raised over $125M+ in venture funding from top Silicon Valley investors to accomplish our ambitious vision, including Goldman Sachs, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, Justin Kan, Elad Gil, and more.

    We are the leading transformation partner for agentic audit and advisory with more than 50% of the top 100 CPA firms as customers, including several Big 4, and an industry-leading NPS to match. We save up to 75% of time on manual tasks and unlock over 4x capacity for audit practitioners, helping provide the work-life balance that is rare in the profession.

    Fieldguide’s trajectory matches where later-stage vertical AI leaders were at this point in their journey, and you’d be joining early enough to have a meaningful impact.

    Fieldguide values diversity, both in backgrounds and in experiences to help build the future of audit and advisory. We are deliberate in preserving a winning culture with our FFLOWI values - Fearless, Fast, Lovable, Owners, Win-Win, Inclusive - providing space for teammates to do their career’s best work through a tightly knit support network.

    If you want to shape the most important shift in how commerce and capital markets establish trust, alongside world-class teammates, Fieldguide would love to build with you.

    About the Role:

    As a Mid-Market Account Executive, you will be responsible for driving full-cycle sales of Fieldguide’s innovative vertical AI platform in the audit and advisory space. Your main

    responsibilities will be prospecting, identifying, and converting new business development opportunities for net new mid-market accounts. This role will require working closely with CPA firms in the U.S., where you will navigate a complex, multithreaded sa

    Selling Motion

    Sales Cycle

    Mid-Market

    1–6 month cycles, moderate deal complexity

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    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

    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.

    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 Fieldguide'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

    As an Account Executive with Fieldguide, you'll own the entire revenue pipeline and be measured on quota attainment.

    Expect to work with recurring revenue models where customer retention is as important as acquisition.

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

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