Director, Mid-Market and Commercial Sales

Five9

full-time

Posted on: 9/17/2025

Origin: • 🇺🇸 United States • California

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💰 $83,200 - $161,200 per year

Lead

CloudSFDC

About the role

Lead a team of Account Executives and Mid-Market Sales Directors selling new business to prospects
Identify target accounts through sales team and company marketing efforts
Develop and execute on a business plan to expand business into new accounts leveraging company generated leads, business development, partners, channels, associations, and other sales generated leads
Guide and manage the activities of Account Executives and Mid-Market Sales Directors to ensure company revenue goals and objectives are exceeded
Prepare, Coach, & Support the sales team by phone in their sales meetings with prospects
Provide accurate forecasting in Salesforce.com including deals in commit, upside, and pipeline
Attract, hire, onboard train, and retain top sales talent
Work with team members individually for ongoing development while always promoting a healthy team environment
Report directly to the Vice President of Sales and be based in San Ramon, CA.

Bachelor's Degree required
Minimum of 3-5 years enterprise software sales experience successfully selling solutions at the C-level
Management Experience required
Successful track record in a high volume transaction sales environment and longer term strategic sales with success in leading and closing at least 10 deals per year.
Excellent C-level communication skills
Proven leadership ability to influence, develop and empower team members to achieve objectives with a team approach
Total comfort demonstrating SaaS/cloud-based software and discussing it with prospects
Strong track record of exceeding company sales quotas in a complex sales environment
Proven expertise with teaching, coaching, and training sales methodologies
Strong written, verbal, presentation and organizational skills required