Remote Remote Sales Representative (High Ticket Sales Closer)

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: $2,500-$5,000 USD/month (base) + 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.
  • 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
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