Senior Enterprise Sales Director

Join Lakeside Software, a leading provider of cloud-based solutions, as a Senior Enterprise Sales Director. In this role, you will be responsible for acquiring new enterprise clients and driving long-term adoption and retention of our solutions. You will manage complex enterprise sales cycles, build and maintain relationships across customer organizations, and collaborate closely with our Partner team and Global System Integrators. This is a high-performing, strategic outside sales position that requires a hunter mindset and a proven ability to build and expand relationships across enterprise organizations.

• Acquiring new enterprise clients and driving long-term adoption and retention of Lakeside’s cloud-based solutions.
• Managing complex enterprise sales cycles from initial engagement to close, consistently exceeding revenue targets.
• Building and maintaining multi-threaded relationships across customer organizations, from end users to C-suite executives.
• Proven success in selling to enterprise verticals such as Financial Services, Healthcare, and the Public Sector
• Proficient in Salesforce (CRM) and other modern Sales and Marketing engagement tools
• Strong track record of quota achievement, pipeline development, and accurate forecasting
• Experience in Digital Employee Experience (DEX), digital monitoring, or End User Computing (EUC) highly preferred
• Exceptional collaboration and relationship-building, with strong personal accountability, across internal and external stakeholders at all levels
• Minimum 8 years of experience selling cloud-based SaaS solutions to large enterprise organizations
• Expertise in value-based selling, with the ability to articulate financial impact and business outcomes
• Demonstrated experience partnering with large, strategic Channel Partners and GSIs to drive joint success