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Salary
up to $24k per year
Location
Remote (South Africa)
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 4, 2026. First seen by Alion on Nov 2, 2026. Pear Tree scores B on the Alion truth index.

Overview
Company
Impact
Profile match
Pear Tree is an offshore recruitment firm that helps Australian and New Zealand businesses hire remote professionals, largely in the Philippines, who then work directly for the client rather than through an outsourcing agency. It charges a one-off placement fee backed by a six-month replacement guarantee and has a strong base among mortgage brokers and finance firms, recruiting loan processors, broker assistants and settlement staff who work Australian business hours. Its openings, posted on behalf of client companies, include bookkeepers, executive assistants, paralegals, credit analysts, draftspersons, developers, designers and sales roles.

Position : Sales Development Representative (UK Outbound)

Salary : up to £1500 per month + performance bonus

Working Hours: : UK business hours

Holidays : UK public holidays

Sourcing Location : South Africa

About the Role

Our client isn't just scaling; they're redefining human risk and secure behaviour management in cybersecurity. Trusted by global enterprises and high-growth mid-market organisations-including Vodafone, Merck, Arriva, and Hershey-we reduce human cyber risk through AI-driven automation, and we’ve launched Agentic AI to take this to the next level.

Outbound is how they open the UK market, and they're bringing it in-house. They are hiring a phone-first, results-driven Sales Development Representative to run UK outbound prospecting from South Africa. In this role, you will book Qualified Held Meetings (QHMs) with key security decision-makers-CISOs, IT Security Managers, and cybersecurity team leads-that translate directly into the commercial sales pipeline.

This is a true front-line seat in a fast-moving SaaS scaleup where you will have high trust, autonomy, and modern tools to shape the function.

Key Responsibilities

  • UK Outbound Execution: Drive daily phone-first, multichannel outreach across phone, email, and LinkedIn into target UK B2B organisations.
  • Meeting Generation: Secure Qualified Held Meetings (QHMs) with CISOs, IT Security Managers, and budget-holding decision-makers where real exploration criteria are documented.
  • Target Delivery: Secure your first QHM within 30 days of launch, scaling to 10 QHMs per full production month once ramped, alongside agreed weekly activity benchmarks (dials, emails, unique accounts).
  • Account Research & Personalisation: Conduct targeted research into decision-makers and existing tech stacks rather than using generic spray-and-pray tactics.
  • Playbook Qualification: Qualify prospects using lightweight BANT and MEDDPICC frameworks; probe tooling gaps across phishing, vishing, smishing, and quishing, and evaluate security awareness maturity.
  • Commercial Positioning: Turn contract objections into active opportunities by identifying renewal dates to leverage Keepnet’s contract buy-back program.
  • Channel & Partner Awareness: Verify partner networks (MSP, MSSP, broker, reseller) and customer databases before outreach to prevent channel conflict.
  • Sales Handover: Pass fully documented meeting briefs to Account Executives within 24 hours of booking (contract negotiation and closing remain with the sales team).
  • CRM & Dialler Discipline: Maintain clean data hygiene in HubSpot CRM as the single source of truth, utilizing parallel diallers and sales engagement platforms (e.g., Orum, Nooks) to maximise live conversation time.
  • Compliant Outreach: Ensure strict compliance with UK GDPR, PECR, TPS/CTPS screening, and prompt opt-out suppression logging.
  • Market Feedback: Share recurring objections, competitor insights, and market intelligence with Sales and Marketing to continuously refine go-to-market messaging.

Requirements

Required Skills & Experience

  • Proven B2B SaaS SDR Track Record: At least 24 months of hands-on outbound prospecting experience in B2B SaaS (cybersecurity, tech startup, or scaleup experience strongly preferred).
  • Cold Calling Craft: High confidence on the phone, capable of hooking prospects in opening seconds, earning conversational permission, and navigating gatekeepers and dismissals.
  • Technical Buyer Presence: Ability to engage technical security leaders credibly without pretending to be a deep technical engineer.
  • Modern Outbound Stack Experience: Hands-on experience using parallel diallers (e.g., Orum, Nooks) and sales engagement workflows to drive high talk volume.
  • Disciplined CRM Hygiene: Strong process adherence in CRM systems (HubSpot preferred; training and certification provided if needed).
  • Flawless UK Business English: Exceptional written and spoken English, capable of sending executive-level, unsupervised correspondence.
  • Independent Execution: Strong personal discipline to operate autonomously from a home office, consistently hitting KPIs on UK business hours.
  • Process Builder Mindset: Experience testing, documenting, and refining outbound messaging, cadences, and qualification workflows.

Nice to Have:

  • Direct experience selling into or alongside MSPs, MSSPs, brokers, or channel resellers.
  • Experience operating as an early or founding SDR with limited operational scaffolding.
  • Prior experience targeting the UK enterprise/mid-market from an offshore seat.
  • Hands-on familiarity with LinkedIn Sales Navigator.

What Success Looks Like

By day 90, you have mastered the product proposition, deliver your conversational opener completely unscripted, and consistently secure 10 Qualified Held Meetings (QHMs) per month.

Your HubSpot records are meticulously maintained with actionable discovery notes for Account Executives, your outreach operates with zero compliance incidents, and your frontline market intelligence actively shapes the company's UK expansion strategy.

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