Mid-Market Sales Director (Remote)

Five9 Open · verified Sep 10, 2026

Remote US Director Sales Leadership

Leadership Sales Leadership role at Five9. Remote, United States · $86,800–$168,300 base.

SalaryStated by Five9

$86,800 – $168,300

Base salary for this role, in USD per year, as published in the posting.

Role brief

Growth Roles summary, based on the employer's posting.

What you'll do

You'll grow revenue across an assigned region or named-account list
You'll create opportunities through cold calls, networking, associations, and referrals
You'll run deals from initial lead creation through closing, covering complex and transactional sales
You'll pursue quarterly and annual quotas, then present your business plan in reviews
You'll manage SFDC forecasts and help protect customer satisfaction through implementation and support

What you bring

You have at least seven years selling enterprise Contact Center software or CRM solutions in the field
You can sell effectively to C-level decision-makers
You bring a strong record as a sales hunter, closer, and consistent performer
You work independently and collaboratively in a fast-changing environment
You demonstrate strong business judgment and a polished professional presence

Who this fits

This role suits a self-directed individual contributor who can build pipeline quickly, win new business, and handle different deal types. You must be based in the United States. The role is fully remote outside a 30-mile radius of a Five9 office, while those within that radius work from an office three days a week.

From the employer

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 everyday 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 Mid-Market Sales Director is an individual contributor role. In this position, the individual creates, identifies, and closes sales. 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 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.

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 a 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
Be able to work independently and as part of a team in a fast pace, rapid change 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 in less than 1,000-seat space
Knowledge of territory or accounts assigned

Work Location: This role is fully remote for candidates who reside outside the 30 mile radius of one of our offices. For candidates who reside within a 30 mile radius of one of our offices, this role is Hybrid and would require 3 days a week (T, W, TH) in office.

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. $86,800—$168,300 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.