Mid Market Account Executive

    Contentful

    🇺🇸 Chicago, Illinois, United States
    SaaS
    Hybrid
    See your match score
    Posted Today
    Work Type

    On-site

    Vertical

    SaaS

    Source

    greenhouse

    About this role

    Applications for this position will be accepted on an ongoing basis.

    About The Opportunity

    Building on the growth our US-based sales team has already achieved, we’re expanding our Account Executive team across North America in the Mid-Market space ($100M-$1B annual revenue). 

    As a Mid-Market Account Executive in this critical market, you will be the point of contact for both customers and prospects. Your role is to identify and develop new sales opportunities and grow existing accounts while ensuring customers meet their business objectives with Contentful

    As an MM AE, you’ll drive Contentful’s growth by leading the end-to-end sales process from prospecting to close. You’ll drive new revenue opportunities, expansion within your customer base, and a value-based sales process by speaking the language of Professional developers, marketers, and business leaders. Working in partnership with our Customer Success team, you’ll work to nurture and grow a defined customer base within North America.

     What To Expect?

    • Position, negotiate, and close new logo and expansion business ($50-$500K ACV) in the North American territory
    • Meet quarterly and annual sales goals by developing an account strategy, and pipeline, managing internal and client processes, maintaining sales reports, developing market and competitor knowledge, delivering presentations to customers, and creating sales proposals
    • Prospect and develop new business opportunities with existing customers and prospective customers. As part of our Value-based Sales  motion, it is critical for you to be successful conducting deep Account and Industry research, identifying key players, and qualifying net new targets, to drive new business opportunities, while  growing value-added relationships w

    Selling Motion

    Sales Cycle

    Mid-Market

    1–6 month cycles, moderate deal complexity

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Deal Size

    $500K

    Typical contract value

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Territory

    Greenfield

    Build territory from scratch — net-new logos

    Requirements at a Glance

    Bachelor's Degree·Required
    Prospecting·Required skill
    Negotiation·Required skill

    Typical Day — Account Executive

    Demos & presentations4–6/week
    Prospecting calls20–30/day
    Proposal writing2–3/week
    Pipeline review2×/week

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

    Role Signals

    Green Flags

    ✓
    Existing Book

    Inherit existing accounts

    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

    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 Contentful'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
    Review the job description and map your experience to each requirement
    Role Insights

    As an Account Executive with Contentful, you'll own the entire revenue pipeline and be measured on quota attainment.

    Expect to work with recurring revenue models where customer retention is as important as acquisition.

    The US market offers the highest OTE potential globally for sales professionals, with a highly competitive talent landscape.

    Are you a closer?

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