B2B Appointment Setter/SDR – Managed IT & Cybersecurity

We are an established managed IT services and cybersecurity provider seeking an experienced B2B outbound sales professional to help generate qualified conversations and new business opportunities. The role will focus on targeted outbound prospecting, reaching business decision-makers, conducting initial qualification, and scheduling discovery meetings for our internal sales team. Previous experience with MSPs, managed IT, cybersecurity, SaaS, telecom, cloud services, or other B2B technology services is strongly preferred. This is not a high-volume lead-spamming position. We are looking for someone capable of researching prospects, having credible conversations with business leaders, handling objections professionally, and identifying legitimate opportunities. Responsibilities include: - Targeted outbound calling and prospecting - Decision-maker identification and research - Initial prospect qualification - Appointment setting - CRM documentation and follow-up - Email and LinkedIn outreach where appropriate - Providing feedback on messaging and prospect response Initial engagement: approximately 10–15 hours per week, with potential for an ongoing relationship based on performance. Applicants should have availability during U.S. Eastern Time business hours. To apply, please answer: 1. What experience do you have prospecting or selling MSP, cybersecurity, IT, SaaS, telecom, or similar B2B services? 2. What results/KPIs did you achieve in your most recent outbound role? 3. Give us the first 30 seconds of a cold call you would make to the COO of a mid-sized business. 4. How would you respond to: “We already have an IT provider and we're happy with them”? 5. What CRM and outbound sales tools have you used? 6. What is your availability during U.S. Eastern Time business hours? Begin your proposal with “B2B IT Sales.” Generic applications that don't answer the questions above will not be considered.