Account Executive, Mid Market

Remote: 
Full Remote
Contract: 
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Offer summary

Qualifications:

3–7+ years of experience in enterprise B2B outbound sales., Proven track record of engaging and booking meetings with C-level decision makers., Comfortable with consultative and value-based sales., Experience selling and closing deals in the $10k–$100k+ range, particularly in services or SaaS..

Key responsabilities:

  • Own outbound lead generation strategies targeting enterprise clients.
  • Manage the customer buying journey from start to finish, providing expertise to prospective customers.
  • Meet or exceed monthly and yearly revenue targets while developing a robust sales pipeline.
  • Collaborate with sales leadership to define ideal customer profiles and optimize prospecting systems.

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Wing Assistant Scaleup https://wingassistant.com/
1001 - 5000 Employees
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Job description

We’re a fast-growing, VC-backed startup that partners with top executives and global companies to deliver high-value human capital solutions. Backed by investors from UC Berkeley and trusted by thousands of clients worldwide, we’re scaling rapidly — and now we’re looking for a founding outbound enteprise sales rep to own enterprise outreach and pipeline creation.

This Role Is For You If:

- You know how to identify, reach, and engage C-suite executives with precision and confidence.
- You have a process-driven approach to enterprise sales that goes beyond cold outreach — you build systems that surface intent, target pain points, and create urgency.
- You’ve sold and closed $10k–$100k+ deals in the past, especially in services or SaaS.
- You’re someone who likes to aim high: 20-FTE deals are your sweet spot, but you know how to close the 1s, 2s, and 3s too.
- You understand how to navigate the enterprise buying journey, set timelines, and secure internal champions.
- You’re comfortable pitching at the top (C-level) and working your way down. Executive buy-in is your entry point — not your endgame.

What You’ll Be Doing:
- Own outbound: Develop, test, and scale outbound lead generation strategies targeting enterprise clients
- Develop and own a targeted account list and develop a territory plan for winning business with companies between 201-1,000 employees
- Manage the customer buying journey from start to finish, providing subject matter expertise and guidance to prospective customers
- Meet or exceed monthly and yearly revenue targets
- Continually develop a robust sales pipeline through individual outreach, collaborating with your sales development representative, and managing inbound prospects
- Keep CRM system up to date with customer information, forecasts, and pipeline data so we can learn more about our business and our sales process
- Build and optimize prospecting systems (think: enrichment, sequencing, data intelligence)
Book qualified meetings directly with C-suite, VP, and Director-level prospects
- Work closely with our sales leadership to define ICPs, messaging, and target verticals
- Use your consultative selling chops to identify gaps, surface pain points, and push urgency
- Contribute to strategy, not just execution — this is a foundational hire

Who You Are:
- 3–7+ years of experience in enterprise B2B outbound sales 
- Proven track record of engaging and booking meetings with C-level decision makers
- Comfortable with consultative and value-based sales
- Obsessed with creating pipeline and hitting targets
- You’ve sold to companies like Dell, Microsoft, Virgin, Apple — or want to
- A natural relationship-builder who can hold conversations at every level
- Systems thinker who knows how to scale what works

Bonus Points For:
- Background in staffing, SaaS, outsourcing, or professional services
- Familiarity with CRMs (Pipedrive, HubSpot, Salesforce), Apollo, Salesloft/Outreach, Linkedin Navigator
- Experience with enterprise sales in early-stage or high-growth companies

Perks & Compensation:
- Competitive base salary + performance-based commission
- Equity options
- Fully remote team with a hybrid set up
- Fast-paced, collaborative team culture
- Direct access to leadership and the chance to shape the outbound engine from the ground up

Required profile

Experience

Spoken language(s):
English
Check out the description to know which languages are mandatory.

Other Skills

  • Relationship Building
  • Time Management
  • Systems Thinking

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