Sales Development Representative – UK Outbound

Pear Tree.

. Drive daily phone-first, multichannel outbound outreach via phone, email, and LinkedIn into target UK B2B organisations .

Posted 11/2/2026full-timeRemote • South AfricaJuniorMid-Level💰 £1,500 per monthWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in outbound prospecting within B2B SaaS, leveraging frameworks like BANT and MEDDPICC to qualify leads and secure meetings with key decision-makers. Proficient in maintaining CRM data integrity and utilizing sales engagement tools to optimize outreach efforts while ensuring compliance with UK regulations.

Highest-signal resume keywords

Outbound Prospecting ExperienceB2B SaaS ExpertiseHubSpot CRM ProficiencyParallel Dialler ExperienceCybersecurity Knowledge

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Outbound ProspectingLead QualificationSales Engagement WorkflowsMeeting SchedulingAccount ResearchTechnology Stack EvaluationContract Buy-Back ProgramDocumentation SkillsKPI AchievementMarket Intelligence Gathering

Soft Skills

High Confidence on the PhoneConversational Permission EarningAutonomous Work CapabilityExceptional Written CommunicationEngagement with Technical Leaders

Tools & Technologies

HubSpot CRMOrumNooksLinkedIn Sales NavigatorSales Engagement Platforms

Industry Keywords

CybersecurityB2BUK GDPR CompliancePECRMSPMSSPChannel ResellersDecision-Maker EngagementPhishingVishing

Tech Stack

Tools & technologies

Cyber Security

About the role

Key responsibilities & impact

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

What you’ll need

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

Comp & perks

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