Attentive Director, Mid-Market Sales at Attentive to lead and scale a team of Mid-Market Account Executives focused on new customer acquisition and revenue growth. Build a high-performance sales culture and coach on deal strategy.
Responsibilities
Attentive is looking for a Director, Mid-Market Sales to lead, develop, and scale a team of Mid-Market Account Executives responsible for acquiring new customers and driving revenue growth.
This is a hands-on sales leadership role for someone who knows how to build high-performing teams in outbound-driven, competitive sales environments. You'll be responsible for developing AEs who can create their own opportunities, challenge how prospects think about their business, run strategic discovery, multi-thread across stakeholders, and build urgency throughout the sales process.
We're looking for a leader who is equally comfortable coaching individual deals and building the systems, expectations, and culture that drive repeatable performance across a team.
The ideal candidate has experience leading Mid-Market SaaS sellers in a high-growth or earlier-stage environment where the playbook wasn't always fully built and success required creativity, accountability, and a bias toward action.
What You’ll Accomplish
Lead, coach, and develop a team of Mid-Market Account Executives responsible for net-new revenue generation.
Build a high-performance culture centered around outbound prospecting, pipeline creation, accountability, and consistent execution.
Coach AEs to run effective discovery, uncover meaningful business pain, challenge the status quo, and connect Attentive's platform to measurable customer outcomes.
Develop sellers who can confidently engage and multi-thread across Marketing, Ecommerce, CRM, Finance, and executive stakeholders.
Partner closely with AEs on deal strategy, including account planning, discovery, competitive positioning, business cases, objection handling, negotiation, and closing.
Establish clear expectations around self-generated pipeline and coach reps on creative, account-specific outbound strategies.
Own team forecasting, pipeline inspection, performance management, and attainment against revenue targets.
