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

About this role

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
• 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.