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    Outbound Account Executive

    Wing Assistant

    Colombia
    Remote
    Hybrid
    See your match score
    Posted 3 weeks ago
    $800–$1kOTE

    Hybrid

    Work Type

    Remote

    Source

    himalayas

    About this role

    Wing Assistant is looking for a highly driven Outbound Account Executive who thrives on prospecting and opening doors with new potential clients.This role is for someone with a true hunter mindset - someone who is not afraid of rejection, enjoys the challenge of outbound outreach, and is creative in finding ways to engage prospects.You will hunt down new business, crush quotas, and close deals.

    You'll proactively pipeline, pitch, and push prospects all the way to signature - owning the full sales cycle in a fast-paced startup environment where closing is the only thing that matters.If you enjoy the thrill of turning cold prospects into warm opportunities & closing deals, this role is for you.

    Responsibilities Conduct high-volume outbound cold calls to prospective clients Identify and qualify potential leads and decision-makers Schedule meetings for the sales team with qualified prospects

    Execute multi-channel outreach campaigns including:

    Cold calling LinkedIn prospecting Email marketing SMS outreach Research target accounts and personalize outreach strategies Consistently meet or exceed outreach and meeting quotas Maintain accurate records of outreach activities in the CRM Collaborate with the sales team to improve messaging and conversion Continuously experiment with creative prospecting techniques

    Requirements 1–3+ years experience in cold calling, SDR, lead generation, or outbound sales Comfortable making 50–100+ outbound calls daily Proactively pipeline, pitch, and push prospects all the way to signature & own the full sales cycle in a fast-paced startup environment Strong communication and persuasion skills Experience using LinkedIn for prospecting Familiarity with email outreach tools and CRM systems Highly resilient and comfortable handling rejection Strong research skills to identify the right prospects Self-motivated and results-driven Ideal Candidate

    The ideal candidate:

    Has a hunter mentality Loves outbound sales and prospecting Is creative with

    Tools & Tech Stack

    Outreach

    Commission Structure

    Base Salary

    Not disclosed — ask in interview

    Commission

    Structure not specified

    OTE

    $1k (range: $1k–$1k)

    Ramp Period

    Not mentioned — clarify timeline

    Selling Motion

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Territory

    Named Accounts

    Pre-assigned list of target companies

    Requirements at a Glance

    Experience·3+ years required
    Cold Calling·Required skill
    Prospecting·Required skill
    Lead Generation·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

    ✓
    Equity/Stock Options

    Ownership stake offered

    Tags

    Outbound-Sales
    Account-Executive
    Sales-Development
    B2B-Sales
    SDR
    —

    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 Wing Assistant's product, recent news, and key competitors
    Prepare 2-3 specific deal stories with quantifiable outcomes
    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.

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

    The compensation range of $1k–$1k OTE suggests a standard package for this market segment.

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