Hybrid
Remote
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
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
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Ownership stake offered
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount 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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