Why This Role Matters

We are looking for elite sales professionals to join one of our highest-impact divisions, focused on recovering missed opportunities and generating new revenue through outbound outreach. This role is for top performers only: individuals who can lead a conversation, close with confidence, and turn "almost" into "converted."

As a Senior Sales Representative, you will be the first point of re-engagement with high-potential leads. You will play a key role in maximizing customer value, contributing directly to the company’s growth, and driving momentum in a space where many give up too soon.

This is not an entry-level position. We are building a sales team of strategic, ambitious, and high-converting professionals who treat every call as an opportunity to win.

This is a full-time, indefinite contract position with competitive base pay, uncapped commission, and performance-based bonuses. Our top sellers earn over $2,000/month in commission alone. You'll also receive paid time off and health coverage perks. Because we believe high performance should be matched with meaningful rewards.

Responsibilities

• Conduct strategic outbound calls to reconnect with customers and recover potential lost sales.
• Respond to inbound inquiries with confidence, urgency, and a solutions-oriented mindset.
• Maximize each customer interaction by identifying opportunities to upsell, cross-sell, or close sales.
• Tailor your approach to individual customer needs by listening actively and communicating clearly.
• Follow up on warm leads in a timely and professional manner.
• Handle non-voice channels such as email, SMS, and support tickets to re-engage potential buyers.
• Consistently meet or exceed individual and team KPIs while maintaining a high-quality customer experience.
• Stay informed about product offerings and use that knowledge to drive consultative selling.
• Maintain organized and accurate records of all customer interactions.
• Participate in training and development sessions to sharpen your sales skills and keep up with industry best practices.

Who You Are

• A confident closer with outbound sales experience and a proven ability to convert hesitant prospects.
• Strategic, competitive, and energized by goals, performance metrics, and constant improvement.
• A persuasive communicator who builds trust quickly and moves conversations toward action.
• Self-managed, highly organized, and dependable in a remote work setting.
• Open to feedback and committed to continuous learning and growth.

Qualifications

• 4+ years of outbound sales or call center experience (Supplement, cold calling or recovery is preferred).
• Strong verbal and written communication skills.
• Skilled in objection handling, negotiation, and closing.
• Consistent track record of meeting or exceeding performance targets.
• Highly organized, adaptable, and self-motivated.
• Comfortable working in a fast-paced, goal-driven environment.

Employment Type and Schedule

• Employment Type: Full-time, indefinite contract
• Schedule: Rotational shifts between 9:00 AM and 10:00 PM EST
• Days Off: Two consecutive days off per week (schedule may vary; weekends are not guaranteed)
• Location: Remote

Compensation & Benefits:

• Competitive base pay plus uncapped commission and performance-based bonuses
• Top sellers earn over $2,000/month in commission alone
• Paid time off, health coverage and additional perks included

Technical Requirements

This is a Bring Your Own Device (BYOD) position. To be eligible, you must meet the following requirements:

• Verified high-speed internet connection with a minimum of 50 Mbps and a reliable backup solution
• A dedicated work area with a desk, chair, power source, and direct LAN connection
• Backup power and internet connection in case of outages
• Laptop or desktop computer with the following specifications:
• • Intel Core i5 processor or higher
  • At least 8 GB of RAM
  • USB headset
• Chromebooks, tablets, and netbooks are not permitted

We’re All About Fairness

At HelpGrid, we are committed to creating a workplace where everyone feels respected, supported, and empowered. We welcome individuals from all backgrounds and experiences. If you are passionate about sales and ready to perform at the highest level, we would love to hear from you.