Mid Market Account Executive

    Five9

    🇬🇧 Remote, United Kingdom
    Remote
    SaaS
    Hybrid
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    greenhouse

    About this role

    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 forecasti

    Selling Motion

    Sales Cycle

    Mid-Market

    1–6 month cycles, moderate deal complexity

    Buyer Persona

    Individual / End-User

    Bottom-up adoption, user-level selling

    Territory

    Named Accounts

    Pre-assigned list of target companies

    Requirements at a Glance

    Bachelor's Degree·Required
    Lead Generation·Required skill

    Typical Day — Account Executive

    Stakeholder meetings3–5/week
    Executive presentations2–3/week
    Business cases & RFPs1–2/week
    Forecast & pipeline2×/week
    Champion coachingDaily

    Estimates based on role type and selling motion — actual may vary by company.

    SaaS — Interview Intel

    Typical Sales Cycle

    30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)

    Common Buyer Objections

    • "We're locked into a contract with [competitor]"
    • "We built something in-house already"
    • "We don't have budget until next quarter"
    • "Our team won't adopt another tool"

    Key Industry Metrics

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    Hot Topics to Reference

    • • AI-native product disruption
    • • PLG vs sales-led motion debate
    • • Vertical SaaS consolidation
    • • Usage-based pricing models

    Use these insights to speak the buyer's language in interviews.

    Tags

    Mid-Market Sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research Five9's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    Account Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.

    Top SaaS reps often earn significant upside through accelerators once quota is exceeded.

    This remote-friendly role based in GB provides geographic flexibility while maintaining access to a SaaS market.

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