[Hiring] B2B Appointment Setter @Winning Assistants

Role Description

We are seeking a highly skilled B2B Appointment Setter to support our outbound sales efforts. The primary focus of this role is to connect with potential clients through cold calling and email outreach, with the goal of scheduling qualified meetings for our senior sales representatives. This position is ideal for professionals who are results-driven, proactive, and possess exceptional English communication skills. You’ll be working in a fast-paced, performance-oriented environment where initiative and persistence are highly valued.

Key Responsibilities

• Conduct outbound cold calls to prospective clients: Make high-volume calls daily to potential business clients across various industries.
• Execute targeted cold email outreach campaigns: Develop and send strategic cold emails to complement phone outreach efforts.
• Utilize Apollo CRM for lead management: Manage and track all outreach activities within the Apollo platform.
• Engage decision-makers across key industries: Reach out to Safety Managers, HR Managers, and Risk Managers in labor-intensive sectors.
• Qualify and set appointments for senior sales representatives: Identify high-quality leads and secure appointments.
• Maintain accurate and up-to-date records: Document all outreach activities and monitor personal performance metrics.
• Collaborate closely with the sales team: Work in alignment with sales executives and team leaders.
• Stay informed and continuously improve performance: Participate in training sessions and stay updated on company offerings.

Qualifications

• Fluent English speaker with excellent verbal and written communication skills; minimal accent preferred.
• Prior experience in business development, appointment setting, or outbound sales is highly desirable.
• Strong interpersonal, listening, and persuasion skills.
• Comfortable with high-volume cold calling and handling rejection professionally.
• Experience using Apollo or similar CRM tools is an advantage.
• Highly organized, self-motivated, and goal-oriented with a strong sense of accountability.

Requirements

• Must be proficient in clear spoken and written English.
• Must have relevant and verifiable work experience.
• Ability to provide NBI Clearance or Local Police Clearance if requested.
• Availability for video meetings with camera on during work hours.
• Must have no other clients during required working hours.

Technical Requirements

• Device: Reliable laptop or desktop computer.
• Internet: High-speed connection (minimum 15 Mbps).
• Audio: Noise-canceling headset.
• Video: Webcam for virtual meetings.
• Workspace: Quiet, professional 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.
• HIPAA & Cybersecurity Training + Certification (Provided): Access to internal training and certification.
• Top 1% VA Performance Training: Access to proprietary training on communication and client management.
• Client-Approved U.S. Holidays: Contractors may take U.S. holidays off according to the client’s needs.
• Client-Approved Paid or Unpaid Time Off: Time off may be granted by your client.
• Access to Tools & Resources: Templates, workflow guides, and productivity tools.
• Optional Performance-Based Incentives: Some clients may offer bonuses or increased hours based on performance.