Five9 Inc

Director, Account Sales

Five9 Inc • $120K — $140K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's Degree required.
  • 5+ years of enterprise software sales experience, including C-level engagement.
  • 3+ years of experience in direct sales management.
  • Background in SaaS or Cloud sales with proven team-building ability.
  • Track record of closing 100+ deals per quarter in a high-volume sales environment.
  • Exceptional C-level communication and presentation skills.
  • Strong skills in coaching and training sales methodologies.

Responsibilities

  • Lead and manage Account Directors to exceed revenue targets.
  • Ensure team members are effectively prospecting and moving sales opportunities toward closure.
  • Enhance customer retention through value realization and sentiment management.
  • Coach and support the sales team in meetings and customer interactions.
  • Manage quarterly deal closings while developing long-term opportunities.
  • Facilitate regular one-on-one meetings for performance tracking and improvement.
  • Conduct training sessions for ongoing team development and best practices.

Benefits

  • 100% coverage for employee health, dental, and vision insurance from day one.
  • Access to personalized mental health support services.
  • Generous employee stock purchase plan for investment opportunities.
  • Flexible paid time off, including company holidays and parental leave.
  • 401k savings plan with employer matching contributions.
Full Job Description
The Director, Account Sales will lead a team of Commercial Account Directors driving retention and driving sales to a clearly defined list of customers already doing business with Five9. The ideal candidate is one who has built and led sales Account Director/Management teams in the contact center software sales, Software as a Service (SaaS), and/or emerging AI space and has a strong track record of closing revenue in the technology or software world while supporting/mentoring the direct reports that make up the sales team.

This person needs to be an expert at positioning business value, selling enterprise software solutions, managing sales cycles, building relationships with key stake holders in the prospective accounts, and understanding competitive sales landscapes. This person must also understand the importance of driving solution adoption, building relationships with senior executives, creating a positive customer experience and driving customer retention.

This role will report directly to the VP, Sales and be based in the Bay Area.

Key Responsibilities:
  • Guide and manage the activities of the Account Directors to ensure company revenue goals and objectives are exceeded.
  • Ensure each team member is prospecting, conducting discovery calls, organizing demonstrations, building a pipeline, and moving opportunities towards a win.
  • Impact value realization and positive customer sentiment, leading to effective retention and renewal of the customer base.
  • Prepare, Coach, & Support the sales team by phone and on-site in their sales meetings with customers.
  • Manage the closing of current-quarter deals while nurturing longer-term opportunities.
  • Coordinate and manage weekly one-on-one meetings with team.
  • Conduct meetings and training sessions to ensure ongoing improvement and best-practice sharing amongst the team.
  • Attract, hire, onboard train, and retain top sales talent; managing attrition.
  • Display a thorough understanding of business needs and revenue potential for accounts.
  • Work with team members individually for ongoing development while always promoting a healthy team environment.
  • Prepare Account Directors and yourself for Quarterly Business Reviews.
  • Other duties as assigned by leadership team

Key Qualifications:
  • Bachelor's Degree required
  • Successful track record in a high volume transaction sales environment with success in leading and closing at least 100 deals per quarter
  • Excellent C-level communication skills
  • Minimum of 5 years enterprise software sales experience successfully selling solutions at the C-level with 3+ years of direct sales management experience
  • Experience managing and building a team of successful SaaS and/or Cloud sales professionals
  • 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 customers
  • 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


Work Location: This role is hybrid. 3 days a week (T, W, TH) in our San Ramon office is required.

As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process. Actual compensation packages are based on several factors that are unique to each candidate including, but not limited to: skill set, depth of experience, certifications, and specific work location. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Your recruiter can share more about the specific compensation package during your hiring process.

Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable incentive compensation plans.

Our total reward package also includes:
  • Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long-Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.
  • Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self-guided mindfulness exercises for all covered employees and their covered dependents.
  • Generous employee stock purchase plan.
  • Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.

All compensation and benefits are subject to the requirements and restrictions set forth in the applicable plan documents and any written agreements between the parties.

The US base salary range for this role is below.

$120,000-$140,000 USD

Work Location: This role is hybrid. 3 days a week (T, W, TH) in our San Francisco office is required.

As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process. Actual compensation packages are based on several factors that are unique to each candidate including, but not limited to: skill set, depth of experience, certifications, and specific work location. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Your recruiter can share more about the specific compensation package during your hiring process.

Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable incentive compensation plans.

Our total reward package also includes:
  • Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long-Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.
  • Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self-guided mindfulness exercises for all covered employees and their covered dependents.
  • Generous employee stock purchase plan.
  • Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.

All compensation and benefits are subject to the requirements and restrictions set forth in the applicable plan documents and any written agreements between the parties.

The US base salary range for this role is below.

$120,000-$140,000 USD

About Five9 Inc

Five9 is a leading provider of cloud contact center software for the digital enterprise, bringing the power of cloud innovation to customers and facilitating more than three billion customer interactions annually. The company was founded in 2001 and has since become a trusted partner to thousands of customers worldwide, including some of the largest and most well-known brands. Five9's cloud-based software enables businesses to create exceptional customer experiences, improve agent productivity, and increase operational efficiency. The company is committed to delivering innovative solutions that help businesses transform their customer service operations and drive growth.
Learn more about Five9 Inc
Size
2,138 employees
Market Cap
$4.6 billion
Industry
Net Income
-$42.1 million
Founded
2001
5 Year Trend
+30.3%
Revenue
$434.9 million
NASDAQ

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