Senior Manager, Mid-Market Sales

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

Fieldguide is building the AI platform that will define the future of audit and advisory, and we’re looking for a Senior Manager, Mid-Market Sales to lead the team driving that vision. This is a high-impact, high-visibility role where you’ll own the performance and development of a team of Mid-Market Account Executives, while helping shape how we scale a core segment of our business. You’ll coach your team to meet and exceed revenue goals and help shape our sales strategy, processes, and high-performing culture. By championing a values-based selling approach, you’ll ensure the team is aligned with our mission to improve the efficiency and productivity of audit and advisory services.

You’ll be close to the deals, close to the team, and close to leadership. If you’re energized by building (reps, process, pipeline), this is the role for you.

This is a remote role located in the United States and reports to our VP, Sales. 30% travel required.

What You’ll Do

- Lead, coach, and support a team of Account Executives, ensuring they meet individual and team goals across pipeline generation, sales activity, and revenue performance.

- Help your team build relationships with key decision-makers at top audit and advisory firms by coaching them on how to understand business needs and tailor solutions accordingly.

- Review and guide deal strategies throughout the sales cycle, from prospecting to close.

- Partner cross-functionally with teams including Solutions, Finance, Marketing, and Product to ensure your team is equipped to deliver an excellent customer experience.

- Monitor key sales metrics and use data to guide coaching conversations, forecast revenue, and optimize team performance.

- Play a key role in refining our sales playbook, improving onboarding, and scaling best practices across the sales team.

- Lead and train your team on MEDDICC, using it to guide deal strategy, sharpen qualification, and forecast with precision.

- Represent Fieldguide at networking events and conferences, and help your team uncover new opportunities through relationship building.

- Up to 30% travel is required

Who You Are

- 2+ years of experience managing a sales team, ideally in a high-growth enterprise B2B SaaS environment.

- 5+ years of experience in a closing role, with a strong track record of exceeding quota and closing complex 6-figure deals with enterprise accounts.

- 1+ years experience working for a