Remote Remote Sales Representative (High Ticket Sales Closer)
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: $2,500-$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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