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Sales Development Representative – UK Outbound

🔥 1 minute ago

🇿🇦 South Africa – Remote

💵 £1.5k / month

⏰ Full Time

🟢 Junior

🟡 Mid-level

💵 Sales Development (SDR)

🚫👨‍🎓 No degree required

Where this job comes from

Posted on Pear Tree.'s careers page, not through a job board

First seen by Remote Rocketship 1 minute ago

Logo of Pear Tree.

Pear Tree.

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

• Drive daily phone-first, multichannel outbound outreach via phone, email, and LinkedIn into target UK B2B organisations • Secure Qualified Held Meetings with CISOs, IT Security Managers, and budget-holding decision-makers • Secure the first QHM within 30 days and scale to 10 QHMs per full production month once ramped • Conduct targeted account and decision-maker research, including existing technology stacks • Qualify prospects using BANT and MEDDPICC frameworks • Probe tooling gaps across phishing, vishing, smishing, and quishing and evaluate security awareness maturity • Identify renewal dates and leverage the contract buy-back program to address objections • Verify MSP, MSSP, broker, and reseller partner networks and customer databases to prevent channel conflict • Provide fully documented meeting briefs to Account Executives within 24 hours of booking • Maintain clean HubSpot CRM data and use parallel diallers and sales engagement platforms to maximise live conversation time • Ensure compliance with UK GDPR, PECR, TPS/CTPS screening, and opt-out suppression logging • Share objections, competitor insights, and market intelligence with Sales and Marketing • Master the product proposition, deliver an unscripted conversational opener, and consistently secure 10 QHMs per month by day 90

🎯 Requirements

• At least 24 months of hands-on outbound prospecting experience in B2B SaaS • Cybersecurity, tech startup, or scaleup experience strongly preferred • High confidence on the phone, including hooking prospects, earning conversational permission, and navigating gatekeepers and dismissals • Ability to engage technical security leaders credibly • Hands-on experience using parallel diallers such as Orum or Nooks • Experience with sales engagement workflows • Strong CRM process adherence; HubSpot preferred • Exceptional written and spoken English for executive-level correspondence • Ability to operate autonomously from a home office and consistently hit KPIs during UK business hours • Experience testing, documenting, and refining outbound messaging, cadences, and qualification workflows • Direct experience with MSPs, MSSPs, brokers, or channel resellers preferred • Experience as an early or founding SDR preferred • Experience targeting the UK enterprise/mid-market from an offshore seat preferred • Familiarity with LinkedIn Sales Navigator preferred

🏖️ Benefits

• Performance bonus • UK public holidays • Training and certification provided if needed • Remote work from a home office

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