[Hiring] Sales Representative @Winning Assistants

Role Description

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.

Qualifications

• 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.

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.

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!