Director of Sales

Principal Consultant
· Twin Cities/ Midwest
· Remote-Flexible, Full Time

The Director of Sales is a critical member of The Bailey Group’s leadership team, owning the firm’s sales and marketing function. They develop and lead an integrated sales and marketing strategy, build and coach a team of salespeople and marketing resources, and ensure the firm hits its revenue targets. In this player-coach (not pure management) role, the Director also carries a personal production goal of ~$350k, growing to ~$500k+ over three years.

The right candidate genuinely wants to carry a personal book of business while growing firm revenue.

For 35+ years, The Bailey Group has earned the trust of senior leaders and organizations navigating their most important leadership challenges. Our experienced coaches and consultants deliver executive coaching, assessments, leadership cohorts, team development and strategic consulting with a 96% client satisfaction rate. TBG’s next chapter needs a Director of Sales who can win meaningful new work, deepen key client relationships, and build a team and sales approach that grow its impact and revenue.

A unique opportunity to build a sales and marketing function at a pivotal moment for the firm: the Director steps into a planned succession from a retiring Sales Director. Rather than inheriting a fully built-out operation, they will shape the function from the ground up — an exciting challenge for someone wanting real ownership of how sales and marketing grow at TBG.

• Maintains and grows a personal book of key client accounts
• Manages the website lead pipeline — monitoring, qualifying, and distributing inbound leads while personally owning a portfolio of assigned leads
• As the firm’s rainmaker, generates leads and feeds them to other salespeople and consultants
• Keeps CRM and sales admin tools current, supported by sales support and Operations

• Serves on the leadership team, owning Sales and Marketing and giving strategic input toward organizational goals
• Owns a new organizational priority (rock) and a personal rock each quarter
• Develops and leads an integrated sales and marketing strategy, scanning the external environment to inform sales and drive differentiation
• With the leadership team, builds an updated annual sales and marketing plan using data on what did/didn’t work the prior year
• Builds relationships with, influences, and inspires people of diverse backgrounds to drive strong communication, teamwork, and collaboration
• Owns the firm’s total annual revenue goal, plus a personal booked-business goal
• Coaches, supports, and holds salespeople accountable for sales plans and revenue targets via regular 1:1s
• Acts as sales manager for those engaged in selling, advising on prospecting strategy and coaching sales skills
• Creates and/or facilitates team sales training, delivering it personally or via outside resources
• Conducts ride-alongs/listen-alongs with salespeople, especially early in tenure, to build closeness and keep deals moving
• Maintains and continually enhances a sales operating system for everyone engaged in selling, holding individuals accountable for its use
• Is the firm’s go-to sales process expert, educating, training and supporting non-sales colleagues
• Oversees sales meeting agendas and keeps stakeholders updated regularly
• Maintains a cohesive, collaborative sales effort, staying neutral and supportive when performance issues arise

• Evaluates sales team structure and capacity as the organization grows
• Develops and coordinates a hiring program and tools for new salespeople, including defining expectations, screening candidates, and coordinating assessments
• Creates or refines…