Senior Manager, Mid-Market Sales

Fieldguide builds an AI platform for audit and advisory firms. The Senior Manager, Mid-Market Sales leads and develops a team of Mid-Market Account Executives, drives revenue performance, and helps shape sales strategy, processes, and team culture.

Responsibilities:

• 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

Requirements:

• 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
• 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