Enterprise Sales Director at Five9 - Remote US — Columbus
Traveler-Friendly Insight
Remote Status: This role is listed as fully remote, which sounds nomad-friendly on the surface — but the reality is more nuanced. The territory covers the Northeastern US states (NY, NJ, MA, CT, PA, etc.), meaning you'll be expected to attend regional networking events, client meetings, and in-person sales calls within that geography. True location independence is significantly limited.
Timezone Constraints: Enterprise sales at this level is highly synchronous — prospect calls, QBRs, and deal negotiations run on Eastern Time (ET). Expect a 9am–6pm ET schedule as a practical reality. Working from, say, Southeast Asia (UTC+7/+8) would make this nearly unworkable.
Practical Nomad Assessment:
- Lisbon (UTC+0/+1): A 5–6 hour gap from ET is manageable with early-morning starts, but in-person territory travel to the US Northeast would be costly and disruptive.
- Medellín (UTC-5): Nearly aligned with ET, making scheduling easy — but again, regional in-person presence is expected.
- Bangkok (UTC+7): A 12-hour difference makes synchronous enterprise sales essentially impossible.
Bottom Line: While technically "fully remote," this is a field sales role with a defined US territory. Nomads should look for async-friendly, non-territory-bound roles instead. This position suits someone who is US-based and prefers working from home over a corporate office.
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 creates, identifies, and closes sales within North and Central America or a set of named accounts. 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. We hire professionals who have a minimum of 10 years operating, selling, or servicing customer contact/engagement centers for Sales or Service. Your relevant experience is paramount to being considered. Candidates should possess a high level of professionalism, persistence, focus, and ability to execute while selling or serving our customers.
We look for business athletes who are aggressive team players — hungry, nimble and intelligent — with the ability and willingness to close a mix of complex enterprise and more transactional deals.
Territory States: Maine, New Hampshire, Vermont, Massachusetts, Rhode Island, New York, New Jersey, Pennsylvania, and Connecticut.
Key Responsibilities:
- Create and drive revenue within a specified region or list of named accounts
- Generate business opportunities through professional networking and cold-calling
- 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)
- 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:
- 5+ years of outside enterprise software 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
Preferred Qualifications:
- Contact Center Software Sales experience in less than 1,000-seat space
- Knowledge of assigned territory or accounts
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 401k 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: $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
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