Field Sales Leader - Mid-Market

Job ID: W#776 - Field Sales Leader - Mid-Market

PLEASE NOTE: This is a 3 month renewable contract and needs to meet Client full-time conversion policies. Those dependent on a work permit sponsor now or anytime in the future (ie H1B, OPT, CPT, etc) do not meet Client requirements for this opening.

Must Have:

• Coaching
• Deal Strategy and Execution
• Front Line Sales Management
• Negotiation

As the Contract MidMarket Field Sales Manager, you will own newlogo and expansion revenue growth within the U.S. midmarket business segment. You will lead, coach, and develop a team of highly driven Field Sales Representatives who engage directly with accounting firms to deliver WK s awardwinning tax, accounting, and audit solutions. This is a handson leadership role for someone who thrives in the field coselling with reps, building strong client relationships, and creating a highperformance, highengagement sales culture.

What You ll Do Leadership & Team Development

• Recruit, develop, and inspire a team of Field Sales Representatives
• Provide ongoing coaching, territory strategy guidance, and proactive performance management
• Create a culture of accountability, collaboration, and continuous improvement
• Lead by example in customer engagement and consultative selling excellence

Sales Execution & Growth

• Drive new business acquisition and expansion sales within assigned midmarket territories
• Partner with your team on customer meetings, onsite visits, presentations, and deal strategy
• Maintain predictable forecasting, pipeline health, and sales process discipline
• Collaborate with Marketing, Retention, Customer Success, Product, and other stakeholder groups to accelerate growth

Client Engagement & Market Presence

• Develop executivelevel relationships within accounting firms to understand their needs and challenges
• Position WK as a trusted advisor by articulating the value of our tax, audit, and firm management solutions
• Represent WK at industry events, conferences, and regional market opportunities

What You Bring

• 10+ years of B2B sales experience, preferably in SaaS
• 4+ years leading field, outside, or quota-carrying sales teams
• Strong understanding of consultative or valuebased selling frameworks
• Proven success coaching teams to exceed targets in complex sales environments
• Ability to build strong client relationships and influence seniorlevel decision makers
• A growth mindset excited by learning, development, and change
• Experience in tax, accounting, or audit technology is a plus but not required

Travel

• Up to 50% for client meetings and company/industry events