Sales Development Representative, UK B2B Outbound

atPear Tree.RemoteZA flagSouth AfricaFreelanceSales Development (SDR)JuniorMid-levelR25k – R30k/month

Posted 5 days ago

This is a fully remote position, open to applicants in South Africa.

📋 Description

• Implement outbound campaigns via phone, email, and LinkedIn targeting UK B2B organizations.

• Ensure a high volume of daily calls using parallel dialing tools like Orum and Nooks.

• Target, engage, and qualify Chief Information Security Officers (CISOs), Heads of Security, IT Security Managers, and other decision-makers.

• Schedule Qualified Held Meetings (QHMs), aiming for the first QHM within 30 days and 10 QHMs per full production month post ramp-up.

• Utilize BANT and MEDDPICC frameworks for conducting discovery and qualification processes.

• Assess tooling deficiencies related to phishing, vishing, smishing, and quishing, while evaluating security awareness maturity.

• Identify vendor relationships, contract durations, and renewal timelines.

• Leverage the company’s buy-back program to transform in-contract objections into sales opportunities.

• Pre-screen accounts for partner relationships and existing clients.

• Collaboratively address account routing inquiries prior to outreach efforts.

• Document detailed discovery notes and transfer meetings to Account Executives within 24 hours.

• Maintain HubSpot as the primary source of truth, ensuring all interactions are logged, duplicates are avoided, and qualification fields are completed.

• Adhere to UK GDPR, PECR, TPS/CTPS screening, suppression lists, opt-out provisions, and approved messaging protocols.

• Communicate objection patterns, competitor activities, and market insights with Sales and Marketing teams.

• Develop and enhance outbound cadences, lists, messaging strategies, and replicable prospecting processes.


⛳️ Requirements

• Over 2 years of B2B SaaS outbound experience in a dedicated Sales Development Representative (SDR) or Business Development Representative (BDR) role, with a proven track record of meeting quotas, generating pipeline, and scheduling qualified discovery meetings.

• Exceptional confidence in cold-calling and strong conversational skills.

• Capable of engaging senior-level prospects, adept at overcoming objections, and skilled in conducting live phone discoveries.

• Experience in enterprise prospecting with senior IT, Security, and Compliance stakeholders in organizations of 1,000+ employees.

• Practical experience with parallel dialers such as Orum, Nooks, or similar high-velocity calling software.

• Familiarity with modern sales engagement tools.

• Strong discipline in CRM and pipeline management; willingness to obtain HubSpot certifications if not already acquired.

• Excellent verbal and written communication skills in English.

• Ability to work independently and manage daily activities, pipeline metrics, and performance in alignment with UK business hours from South Africa.

• Legally authorized to operate as an independent contractor or registered entity in South Africa.

• Equipped with a professional home office, high-spec workstation, noise-canceling headset, and stable fiber internet connection.

• Preferred: Direct experience in UK B2B prospecting from an offshore or remote setting.

• Preferred: Experience in cybersecurity or related high-compliance technical SaaS sales.

• Preferred: Early or founding SDR experience in developing outbound cadences, lists, and messaging frameworks.

• Preferred: Familiarity with Managed Service Providers (MSPs), Managed Security Service Providers (MSSPs), brokers, and value-added resellers.

• Preferred: Hands-on experience with LinkedIn Sales Navigator and HubSpot CRM.

• Familiarity with contemporary AI tools, such as Claude, within the framework of approved security and compliance guidelines.


🏝️ Benefits

• Remote work flexibility.

• Independent contractor work structure.

• Support and context for professional home office setup, high-spec workstation, noise-canceling headset, and reliable fiber internet.

• High level of autonomy and freedom in managing the outbound function.

• Access to an advanced outbound sales stack, including Orum, Nooks, and HubSpot CRM.

• Opportunity to establish the company’s in-house UK outbound presence and processes from the ground up.

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