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Enterprise Account Executive

AI Summary
Fieldguide is seeking an Enterprise Account Executive to own full-cycle sales of its vertical AI platform to major audit and advisory firms. The role focuses on net-new enterprise business, complex multistakeholder discovery, strategic account planning, negotiation, and closing. The successful candidate will use consultative, value-based selling and the MEDDICC methodology while partnering with Solutions, Finance, Product, Marketing, and customer-facing teams. This is a U.S.-remote full-time position with up to 30% regional and national travel. Experience selling complex enterprise software, preferably into audit, assurance, or advisory organizations, is strongly preferred.
Remote from
USA
Salary
USD 125k–145k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
3 Dec 2026
Listing views
77
Application actions
3
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Opportunity details

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 an Enterprise Account Executive at Fieldguide, you’ll be focused on driving full-cycle sales of Fieldguide’s innovative vertical AI platform to the largest players in audit and advisory. Your main responsibilities will include prospecting, identifying, and securing the largest sales opportunities within top audit and advisory firms. This role will require working closely with the top CPA firms in the U.S., where you will navigate a complex, multithreaded sales motion that spans executive, operational, and technical stakeholders.

By taking a consultative, partner-oriented approach, you will guide firms as they undergo a significant technology shift in the industry—positioning Fieldguide not just as a vendor, but as a true AI partner. Through deep discovery and values-based selling, you will help these firms understand how Fieldguide’s platform can drive efficiency, modernization, and competitive differentiation, ultimately redefining the future of audit and advisory services.

This position is located remotely in the United States.

What You’ll Do:

  • Own a targeted account list of key enterprise accounts, overseeing the full sales cycle from prospecting to close.

  • Achieve and exceed revenue targets and key sales metrics.

  • Build strong, trust-based relationships with key decision-makers by providing thought leadership, understanding their business needs, and aligning Fieldguide’s solutions accordingly.

  • Develop and implement sales strategies aligned with goals and targets by leveraging the MEDDICC sales methodology.

  • Collaborate cross-functionally with teams including Solutions, Finance, Product, and Marketing to ensure customer needs and expectations are met throughout the sales process.

  • Set strategic direction to maximize market potential within your assigned territory through effective planning and execution.

  • Present compelling solution walkthroughs to prospects using insights uncovered during discovery.

  • Own the creation, ideation, and execution of key account and territory plans.

  • Maintain CRM diligence, forecasting accuracy, and clear communication with internal stakeholders related to your territory.

  • Attend networking events and conferences to build relationships that generate new business opportunities.

  • Up to 30% regional and national travel.

About You:

  • 5+ years of sales experience as an Account Executive, with a focus on net new logos and a proven track record of exceeding quota and selling complex software solutions to enterprise accounts.

  • Experience working for and/or selling directly to audit, advisory, or assurance firms is strongly preferred.

  • Strong project management skills, with the ability to coordinate stakeholders and drive large, complex deals across the finish line.

  • Capacity to engage deeply and broadly across an account—executives, practitioners, and technical teams—to influence stakeholders and drive meaningful change.

  • Able to manage complex, multithreaded sales processes involving customer stakeholders from executives to day-to-day product users.

  • Experience independently managing a complete sales cycle from prospecting to negotiation to close.

  • Team player who collaborates effectively across internal teams (Solutions, BDRs, Finance, Product, Marketing, Customer Success, etc.).

  • Motivated by building sales processes in a rapidly changing startup and being part of a team-oriented selling environment, demonstrating adaptability, resourcefulness, and mentorship.

More about Fieldguide:

Fieldguide is a values-based company. Our values are:

  • Fearless – Inspire & break down seemingly impossible walls.

  • Fast – Launch fast with excellence, iterate to perfection.

  • Lovable – Deliver happiness & 11 star experiences.

  • Owners – Execute & run the business with ownership.

  • Win-win – Create mutual value & earn trust for life.

  • Inclusive – Scale the best ideas with inclusive teams.

Some of our benefits include:

  • Competitive compensation packages with meaningful ownership

  • Flexible PTO

  • 401k

  • Wellness benefits starting on your first day

  • Technology & Work from Home reimbursement

  • Flexible work schedules

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a demanding enterprise sales role involving long, multithreaded deal cycles and executive, operational, and technical stakeholders. Success requires independent territory ownership, rigorous forecasting, and the ability to translate AI-platform value into measurable business outcomes for sophisticated professional-services buyers.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$135,000
US market range (per year)$130k–$170k
AI insightThe employer discloses a yearly base compensation range of $125,000–$145,000 USD, with a midpoint of $135,000. Estimated U.S. market base pay for an enterprise SaaS Account Executive with comparable complex-sales responsibilities is approximately $130,000–$170,000 per year; variable commission, equity, and total on-target earnings may be additional but are not disclosed.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you managed a complex enterprise sales cycle with multiple decision-makers?

I map the buying committee early, identify economic, technical, and operational stakeholders, and build a mutual action plan tied to the customer's decision process. I maintain separate value messages for each persona while confirming shared business outcomes and next steps throughout the cycle.

How would you apply MEDDICC to a large audit or advisory firm opportunity?

I would quantify efficiency and capacity metrics, identify the economic buyer, understand decision criteria and process, surface pain points and compelling events, and validate an internal champion. I would document these findings in the CRM and use gaps in the qualification to guide discovery and deal strategy.

Describe how you create value in a consultative sale when the customer is considering a major technology shift.

I begin with deep discovery of current workflows, risks, capacity constraints, and strategic priorities. I then connect the solution to measurable outcomes, use relevant proof points, and align stakeholders around a phased path that makes adoption and business impact tangible.

What actions do you take when an enterprise opportunity stalls?

I reassess stakeholder alignment, qualification, urgency, and the customer's decision process rather than simply increasing follow-up. I seek direct feedback, introduce a relevant executive or subject-matter resource when useful, refresh the mutual action plan, and either create a clear path forward or accurately reforecast the opportunity.

How do you balance independent territory ownership with cross-functional collaboration?

I own account strategy, pipeline creation, and forecast accountability, while engaging Solutions, Product, Finance, Marketing, and customer teams at defined points in the sales process. I provide concise context, clear requested actions, and regular updates so internal partners can help advance customer outcomes effectively.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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