Winning Assistants
Winning Assistants

Remote Sales Closer

$100,000 per year

TLDR

Join our internal sales team to engage with business owners and close high-ticket sales with qualified leads, leveraging a proven sales system and daily training.

Are you a high-performing sales representative/closer ready to thrive in a high-growth company? Winning Assistants is looking for ONE exceptional individual to join our internal sales team and help us empower businesses with top-notch virtual assistant solutions.

Position Overview

Role: Remote Sales Closer

Salary: $100,000 per year + possible performance-based commission

Location: Open to candidates in Canada, Argentina, Colombia, Mexico, El Salvador, South Africa

Hours: Full-time, minimum 40 hours/week

What You’ll Be Doing

  • Engage daily with business owners, doctors, and clinic managers via Google Meet calls.
  • Manage 4+ hot, pre-qualified leads booked into your calendar daily (ZERO cold calling or prospecting).
  • We book appointments for you, just handle the calls.
  • Close deals on packages ranging from $2k and up using a proven script and resources.
  • Collect payments and ensure smooth handover to the fulfillment team.
  • Handle light admin tasks: manage the sales pipeline, follow-ups, draft contracts, etc.
  • Participate in daily sales huddles, training sessions, and team meetings to sharpen your skills.

What We Provide

  • Hot, qualified leads daily – no prospecting required.
  • 100% remote position – work from home and enjoy a great work/life balance.
  • Access to a proven sales system, including scripts, successful call recordings, and a resource playbook.
  • Regular performance bonuses for exceeding targets.
  • Daily training and support to help you consistently close deals.

Key Responsibilities

  • Maintain a minimum of 30-35% close rate with hot leads.
  • Build rapport with leads before calls to increase engagement and show-up rates.
  • Follow up with no-shows and cancellations to rebook appointments.
  • Manage and advance all pipeline opportunities effectively.
  • Identify opportunities for referrals and client testimonials.

This Role is FOR You If:

  • You have proven experience in high-ticket sales (closing $2k-$30k packages).
  • You’re coachable, motivated, and thrive in a competitive, fast-paced environment.
  • You excel at building rapport, handling objections, and closing deals.
  • You’re seeking a long-term, full-time opportunity in a stable, growing company.

This Role is NOT for You If:

  • You lack experience in high-ticket sales.
  • You’re building your own business or have side projects that interfere with work.
  • You’re not willing to commit to daily training and coaching.

Day-to-Day Responsibilities Include:

  • Researching clients and preparing for calls.
  • Confirming/setting appointments to increase show-up rates
  • Running scheduled calls, following scripts, and closing deals.
  • Following up with leads to advance them in the pipeline.
  • Handling admin tasks like sending agreements, reviewing pipelines, and drafting next steps.
  • Contributing to team discussions in daily huddles and training sessions.

Requirements

  • 3+ years of experience in high-ticket sales.
  • Strong English communication skills (verbal and written).
  • Familiarity with tools like GoHighLevel, Slack, Monday.com, PandaDoc, and Front App is a plus.
  • Comfortable working remotely and managing time effectively.

Note: Please include a Video Introduction (minimum 1 minute).

This is required — applications submitted without a video introduction will not be considered.

In your Video Introduction, please cover:

  • Your previous sales experience, including key achievements and results.
  • Your close rates and specific examples of successful deals or campaigns.
  • Why you believe you’re a strong fit for this role.
  • The industries you’ve worked in and how your background aligns with our business.

We’re excited to learn more about you and look forward to reviewing your application!

Basic requirements

  • Must be proficient in speaking and writing English very clearly
  • Must have relevant work experience
  • Be able to submit an NBI clearance and/or Local Police Clearance background check before onboarding [mandatory]
  • Must be available for video meetings with your camera on (when needed)

Technical requirements

  • Device: Reliable laptop or desktop computer.
  • Internet: High-speed connection (minimum 10 Mbps).
  • Audio: Noise-canceling headset.
  • Video: Webcam for virtual meetings.
  • Workspace: Quiet, professional environment

Benefits

Equity Compensation

Regular performance bonuses for exceeding targets.

Remote-Friendly

100% remote position – work from home and enjoy a great work/life balance.

Winning Assistants provides specialized virtual assistant services to healthcare professionals, streamlining administrative tasks like medical billing and patient communication. Their focus on HIPAA compliance and tailored support enhances workflow efficiency, allowing clients to concentrate on delivering quality care.

Industry
Health Care Providers & Services
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