[Hiring] Senior Manager, Mid-Market Sales @Fieldguide

Role Description

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.

Qualifications

• 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 and/or selling to audit, advisory, or assurance firms.
• Comfortable leading multi-threaded, highly consultative sales processes that involve multiple stakeholder levels, from executives to end users.
• Experienced in hiring, onboarding, and developing sales talent.
• Motivated by building repeatable processes in a startup environment and creating a collaborative, high-performing sales culture.

Requirements

• AI-Native: You've built and used repeatable AI workflows (agents, prompts, automations, or tools) as part of your core work, and can point to specific outputs you've improved.
• Comfortable with Ambiguity: You move forward and deliver strong work even without all the answers. You've built a process, framework, or plan from scratch with no existing template, and can describe the specific structure you created to bring clarity to an unclear situation.
• Adaptable: Priorities shift and you recalibrate quickly. You've navigated a significant mid-cycle shift (tooling change, reorg, changing priorities, scope change) and can show how you adjusted your approach without losing momentum on active work.

Benefits

• Comprehensive health coverage (medical, vision, dental), plus life and disability insurance.
• Equity stock options.
• Paid public holidays, flexible PTO and flexible work schedules.
• 401(k) plan through Human Interest.
• Wellness benefits.
• Technology and work from home reimbursement.
• Paid parental leave.