Opportunity

Enterprise Sales Director at Five9 | $264K+ OTE SaaS in Columbus

Location Columbus
Company Five9
Source jobicy
Posted 2026-08-25 15:00:39

Career & Market Insight

This is a high-ceiling, high-pressure individual contributor enterprise sales role at Five9, a publicly traded cloud contact center leader (NASDAQ: FIVN). With a base salary range of $106,800–$264,700 plus bonus, stock, and commission, total compensation for a quota-carrying enterprise AE could realistically reach $300K–$500K+ OTE — competitive with top-tier SaaS sales benchmarks in 2024.

Career development signals:

  • You will own a full sales cycle end-to-end — excellent for building a well-rounded enterprise sales resume
  • C-level selling experience in CCaaS/CRM is a highly transferable, in-demand skill as AI-driven CX transformation accelerates
  • Exposure to Salesforce (SFDC) and Clari for forecasting adds operational credibility
  • Channel partner ecosystem experience (SI, ISV, TSD) is a differentiating skill for future VP Sales or RVP roles

Green flags: Day-one full health coverage at 100% employee cost, 12-week parental leave, and ESPP signal a mature, employee-friendly public company. Five9's focus on the 200–1,000-seat enterprise segment is a well-defined, lucrative niche.

Red flags to consider: The wide base salary range ($106K–$264K) suggests significant variation based on experience — negotiate aggressively. Quota expectations in enterprise SaaS sales can be aggressive, and "self-generating leads" signals limited inbound support beyond BDR assistance.

Overall, this is a strong career move for an experienced enterprise SaaS seller looking to maximize earnings and deepen CCaaS expertise at a recognized brand.

Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.

Living our values every day results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves.

The Enterprise Sales Director is an individual contributor role. In this position, the individual creates, identifies, nurtures, and closes sales within the Southeast with a focus in Georgia and more specifically the greater Atlanta market. The Sales Director's primary responsibility is to acquire new customers and drive revenue. A successful Sales Director is a self-starting closer who can create a large pipeline of business within a short period of time leveraging company-provided resources, tools, and personnel.

States Include: Georgia (Primary); North Carolina, South Carolina, Florida, Alabama, and Mississippi (Secondary). Candidates are required to live in the greater Atlanta region for this position.

We look for business athletes who are aggressive team players — hungry, nimble, and intelligent — with the ability and willingness to close complex enterprise deals.

Key Responsibilities:

  • Create and drive revenue within a specified region or list of named accounts
  • Leverage the full breadth of the channel (referral, reseller, SI's, ISV, TSD) to build pipeline and accelerate wins
  • Generate business opportunities through professional networking and cold-calling in conjunction with an assigned BDR
  • Drive brand awareness, campaigns, and lead generation via networking, associations, etc.
  • Meet and exceed all quarterly and annual sales quotas
  • Own the sales cycle from lead generation to closure
  • Develop business plan and present the business plan during quarterly review sessions
  • Maintain account and opportunity forecasting within our internal forecasting system (SFDC and Clari)
  • Self-generate leads from personal connections, referral partners, and regional networking events
  • Ensure 100% customer satisfaction and retention throughout the Implementation and Support experience

Key Qualifications:

  • 7+ years of outside enterprise Contact Center software or CRM sales experience
  • Ability to work independently and as part of a team in a fast-paced, rapidly changing environment
  • Experience selling at the C-level
  • Proven track record of sales excellence
  • A proven sales hunter and closer
  • Superior professional presence and business acumen
  • Existing relationships in the channel supporting Enterprise customers

Preferred Qualifications:

  • CX or Contact Center Software Sales in the 200–1,000-seat space
  • Experience selling to executive sponsors across IT and Business
  • Knowledge of territory or accounts assigned

Work Location: This role is fully remote.


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 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 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 401(k) savings 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.

US base salary range for this role: $106,800 — $264,700 USD

Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer.


View our privacy policy, including our privacy notice to California residents here: https://www.five9.com/pt-pt/legal.

Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9.

Frequently Asked Questions

Is this role truly remote or is relocation to Atlanta required?
While the posting lists the role as "fully remote," candidates are explicitly required to live in the greater Atlanta, Georgia region. You will be expected to travel throughout a six-state Southeast territory for client meetings and networking.
What is the total compensation for this Enterprise Sales Director role?
The US base salary range is $106,800–$264,700. The total package may also include an annual performance bonus, stock/equity incentives, and an employee stock purchase plan, so OTE is likely significantly higher.
What territories will this Sales Director cover?
Georgia (with a focus on the greater Atlanta market) is the primary territory. Secondary states include North Carolina, South Carolina, Florida, Alabama, and Mississippi.
How much enterprise sales experience is required?
Five9 requires 7+ years of outside enterprise Contact Center software or CRM sales experience, along with a proven track record of C-level selling and closing complex deals.
What benefits does Five9 offer from day one?
Five9 provides health, dental, and vision coverage starting on the first day of employment, with Five9 covering 100% of the employee portion. Additional benefits include a 401(k) with employer matching, 12 weeks paid parental leave, and a generous employee stock purchase plan.
UdreamJob
Curated By

UdreamJob

Remote work & career advice that actually works.

Similar Opportunities