Senior Enterprise Sales Director

Lakeside Software is seeking a Senior Enterprise Sales Director to drive new business development and expansion strategies within assigned territory, managing complex enterprise sales cycles from initial engagement to close.

Requirements

• Minimum 8 years of experience selling cloud-based SaaS solutions to large enterprise organizations
• Experience in Digital Employee Experience (DEX), digital monitoring, or End User Computing (EUC) highly preferred
• Proven success in selling to enterprise verticals such as Financial Services, Healthcare, and the Public Sector
• Demonstrated experience partnering with large, strategic Channel Partners and GSIs to drive joint success
• Expertise in value-based selling, with the ability to articulate financial impact and business outcomes
• Strong track record of quota achievement, pipeline development, and accurate forecasting
• Exceptional collaboration and relationship-building, with strong personal accountability, across internal and external stakeholders at all levels
• Proficient in Salesforce (CRM) and other modern Sales and Marketing engagement tools

Benefits

• Medical, Dental & Vision Insurance
• Flexible Spending
• Short & Long Term Disability Insurance
• Company Paid Life & Voluntary Life & AD&D Insurance
• 401(k) matching
• 11 Days Observed Holidays
• 20 Days PTO
• 5 Days Paid Sick Time