Remote Sales Representative (High Ticket Sales Closer) at Winning Assistants

Job Post: Remote Sales Representative (High Ticket Sales Closer) at Winning Assistants

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: $2.5k-$4k USD/month (base) + possible performance-based commission
Location: Open to candidates in Argentina, Colombia, 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 5+ 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 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.

Please include

1. Video Introduction: A short video introduction (minimum 1 minute) *REQUIRED - all applications without video introduction will be disqualified*

In Your Video Introduction, Please Cover:

● Your past experience in sales, including notable achievements.
● Your close rates and examples of success.
● Why you believe you’re an excellent fit for this role.
● The industries you’ve worked in and how they align with our business.
● We look forward to learning more about you!

Basic Requirements

• Must speak and write English clearly and professionally.
• Must have relevant work experience.
• Must be able to provide an NBI Clearance and/or Local Police Clearance before onboarding (mandatory).
• Must be available to attend video meetings with camera on when required.

Technical Requirements

• Computer: Reliable laptop or desktop computer.
• Internet: Stable high-speed internet connection (minimum 25 Mbps).
• Audio: Noise-canceling headset.
• Video: Working webcam for virtual meetings.
• Workspace: Quiet and professional work environment.

Benefits

• Dedicated HR & Contractor Support Team: Access to world-class support for questions, guidance, contract matters, and client communication.
• Premium VPN Access (Optional): A secure VPN license can be provided upon request to enhance privacy and security for client-related tasks.
• HIPAA & Cybersecurity Training + Certification (Provided): Access to our internal HIPAA compliance training, cybersecurity modules, and certification to help you confidently handle PHI for U.S. healthcare clients.
• Top 1% VA Performance Training: Access to our proprietary training on communication, client management, productivity systems, and best practices to help you become a top-performing VA and increase long-term client retention.
• Client-Approved U.S. Holidays: Contractors may take U.S. holidays off according to the client’s needs and schedule.
• Client-Approved Paid or Unpaid Time Off: Time off may be granted by your client. Paid time off is optional and only if offered by the client.
• Access to Tools & Resources: Templates, workflow guides, productivity tools, and client-specific SOP support to help you perform at your best.
• Optional Performance-Based Incentives: Some clients may offer bonuses, incentives, or increased hours based on your performance.

These are optional resources and client-approved allowances available to you as an independent contractor. Any resources, training, or allowances listed are optional contractor perks and not employee benefits.