Sales Development Representative, UK B2B Outbound

Job not on LinkedIn

🔥 1 minute ago

🇿🇦 South Africa – Remote

💵 R25k - R30k / month

⏳ Contract/Temporary

🟢 Junior

🟡 Mid-level

💵 Sales Development (SDR)

🚫👨‍🎓 No degree required

👻 Ghost score 0%

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Pear Tree.

WebsiteLinkedInAll Job Openings

1 - 10 employees

💼 Consulting

📦 Logistics

📣 Marketing

Consulting • Logistics • Marketing

Pear Tree is a Melbourne‑born offshore recruitment and hiring services company that connects Australian, US, and UK businesses directly with skilled offshore professionals (primarily from the Philippines) without agency markups. They provide end-to-end hiring support — sourcing, screening, skills assessments, video interviews, reference checks — and offer payroll, Employer‑of‑Record, and compliance assistance plus a six‑month replacement guarantee. Pear Tree recruits across IT, sales & marketing, finance, creative, admin and operations roles, emphasizing cost savings, direct pay to talent, and secure onboarding workflows.

📋 Description

• Execute phone-, email-, and LinkedIn-based outbound campaigns into UK B2B organisations • Maintain high daily call volumes using parallel dialling tools such as Orum and Nooks • Target, engage, and qualify CISOs, Heads of Security, IT Security Managers, and other budget holders • Book Qualified Held Meetings (QHMs), targeting the first QHM within 30 days and 10 QHMs per full production month after ramp-up • Apply BANT and MEDDPICC frameworks to conduct discovery and qualification • Identify tooling gaps across phishing, vishing, smishing, and quishing and assess security awareness maturity • Identify vendor relationships, contract lengths, and renewal dates • Use the company’s buy-back program to convert in-contract objections into sales opportunities • Pre-screen accounts for partner relationships and existing clients • Resolve account routing questions collaboratively before outreach • Document comprehensive discovery notes and hand meetings to Account Executives within 24 hours • Maintain HubSpot as the single source of truth, logging interactions, preventing duplicates, and completing qualification fields • Follow UK GDPR, PECR, TPS/CTPS screening, suppression-list, opt-out, and approved-messaging requirements • Share objection patterns, competitor movement, and market feedback with Sales and Marketing • Build and improve outbound cadences, lists, messaging, and repeatable prospecting processes

🎯 Requirements

• 2 Years+ of B2B SaaS outbound experience in a dedicated SDR or BDR role, carrying quota, generating pipeline, and booking qualified discovery meetings • Exceptional cold-calling confidence and conversational fluency • Ability to engage senior prospects, navigate brush-offs, and conduct live phone discovery • Enterprise prospecting capability with senior IT, Security, and Compliance stakeholders in organisations with 1,000+ seats • Practical experience using parallel diallers such as Orum, Nooks, or equivalent high-velocity calling software • Modern sales engagement tooling experience • Rigorous CRM and pipeline tracking discipline; willingness to complete HubSpot certifications if not already held • Outstanding verbal and written English skills • Ability to work independently and manage daily activity, pipeline numbers, and metrics aligned with UK business hours from South Africa • Legally set up to operate as an independent contractor or registered entity in South Africa • Professional home office, high-spec workstation, noise-cancelling headset, and stable fibre internet • Preferred: direct UK B2B prospecting experience from an offshore/remote setup • Preferred: cybersecurity or related high-compliance technical SaaS sales experience • Preferred: early or founding SDR experience building outbound cadences, lists, and messaging frameworks • Preferred: familiarity with MSPs, MSSPs, brokers, and value-added resellers • Preferred: hands-on proficiency with LinkedIn Sales Navigator and HubSpot CRM • Familiarity with modern AI tools such as Claude within approved security and compliance guardrails

🏖️ Benefits

• Remote work arrangement • Independent contractor work arrangement • Professional home office, high-spec workstation, noise-cancelling headset, and stable fibre internet requirements/support context • High autonomy and freedom in operating the outbound function • Advanced outbound sales stack, including Orum, Nooks, and HubSpot CRM • Opportunity to build the company’s in-house UK outbound presence and outbound processes from the ground up

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