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Mid Market Account Executive

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Published
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3Application actions
16 Oct 2026Apply before
Opportunity details

About this role.

AI Summary

Five9 is seeking a Mid Market Account Executive to win new customers for its cloud contact center software. This individual-contributor sales role owns the full cycle from prospecting and pipeline generation through forecasting, closing, and supporting customer retention during implementation. Candidates need at least three years of contact center software or CRM sales experience, C-level selling capability, and a consistent record of quota attainment. The role emphasizes self-sourced pipeline development, territory planning, Salesforce forecasting, and success in a fast-changing environment.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a quota-carrying new-business role requiring independent pipeline creation and the ability to close complex mid-market software deals. Success depends on executive-level selling, disciplined forecasting, and sustained performance in a rapid-change environment.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$110,000
US market range$80k–$140k
AI insightNo actual salary, base pay, OTE, commission plan, or compensation range is disclosed in the posting. The figures are estimated US-market annual base salary benchmarks in USD for a mid-market SaaS Account Executive with 3+ years of relevant contact-center or CRM sales experience; total on-target earnings may be materially higher depending on variable commission structure.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you built a self-sourced pipeline in a new or underdeveloped territory?

I segment accounts by fit, buying triggers, and likely pain points, then combine targeted outbound outreach with referral partners, industry networking, and coordinated marketing activity. I track conversion by source in the CRM and reallocate effort toward channels producing qualified opportunities and pipeline coverage.

Describe a complex mid-market SaaS deal you closed from initial outreach through signature.

I would explain how I identified the business problem, mapped technical and economic stakeholders, quantified the value case, and established a mutual action plan. I would also describe managing objections, coordinating internal resources, and maintaining accurate close dates and next steps in Salesforce.

How do you sell cloud contact center or CRM technology to C-level stakeholders?

I focus on measurable business outcomes such as customer experience, agent productivity, operational resilience, cost efficiency, and revenue protection. I tailor the message to each executive's priorities, validate the problem with discovery, and use a clear financial and operational value case rather than leading with product features.

What is your approach to forecasting and maintaining CRM hygiene?

I update opportunity stages only when exit criteria are met, record stakeholder roles, next steps, risks, and close-plan milestones, and review pipeline regularly against coverage targets. My forecast distinguishes committed opportunities from upside based on evidence, not optimism.

How would you handle an opportunity that is interested in Five9 but reluctant to change its existing contact center platform?

I would uncover the specific switching concerns, such as implementation risk, integration complexity, cost, or user adoption, and address them with a phased plan and relevant proof points. I would involve implementation and technical experts early, build a mutual success plan, and reconnect the change decision to the prospect's measurable business priorities.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.

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 Account Executive is an individual contributor role. In this position, the individual creates, identifies, and closes sales.

The Account Executive primary responsibility is to acquire new customers and drive revenue. A successful Account Executive is a self starter who can create a large pipeline of business. We look for team players – hungry, nimble and who have the ability and willingness to close a mix of complex mid market deals.

Key Responsibilities:

  • Create and drive revenue within a specified region or list of named accounts
  • Generate business opportunities through professional networking
  • Drive brand awareness, campaigns, and lead generation via networking, associations, etc.
  • Meet and exceed all quarterly and annual sales quotas
  • Own the sales cycle 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

  • 3+ years of 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
  • Superior professional presence and business acumen

Preferred Qualifications

  • Experience selling to CMO
  • Knowledge of territory or accounts assigned

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.

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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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