Remote Sales Representative (High Ticket Sales Closer)
Winning Assistants
Posted: May 6, 2026
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Quick Summary
A high-performing sales representative/closer will be responsible for engaging with clients and closing high-ticket sales deals for our virtual assistant solutions. The ideal candidate will have excellent communication and negotiation skills, and be able to work with a variety of clients. This is a full-time, remote role with a potential base salary of $2,500-$5,000/month.
Required Skills
Job 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.
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