Keith Cipollaro

About Keith Cipollaro

Sales leader with over 20 years of experience driving growth in technology sales across SaaS, RaaS, and CaaS. Known for building and leading high-performing, diverse teams by inspiring collaboration, accountability, and a shared sense of purpose. A consistent top performing leader, I specialize in creating trust-based, value-driven relationships with both colleagues and customers that translate into lasting business impact.I thrive at the intersection of strategy and execution—leveraging adaptive coaching, strong communication skills, and data-driven insights to unlock performance at scale. Passionate about developing people as much as delivering results, I’m committed to cultivating cultures where individuals grow, teams excel, and organizations achieve sustainable, long-term success.

Experience

1. Sales Leader, Talent Solutions

   Linkedin

   Mar 2019 — Present · New York, NY, US

   Lead a team of Account Directors responsible for building relationships and driving growth at companies across North America.Top quartile team in FY25. Promoted in FY22, recognized for sustained performance, coaching excellence, and leadership impact.Developed and led leadership development and mentorship programs across NAMER impacting hundreds of sales professionals across LOBs and segments.

Education

• Guilford College

  B.S., Justice & Policy Studies

Skills

• Solution Selling
• Financial Services
• Crm
• Leadership
• Customer Relationship Management (Crm)
• Consulting
• Strategy
• Strategic Partnerships
• Sales
• Sales Process
• Team Leadership
• Account Management
• Direct Sales
• Enterprise Software
• Management
• Sales Management
• Selling
• Sales Operations
• Business Development
• Lead Generation
• Salesforce.com
• Marketing
• Strategic Planning
• New Business Development
• Cross-Functional Team Leadership
• Business Strategy