{"id":3618708,"url":"https://alion.io/job/pear-tree-sales-development-representative-uk-outbound","title":"Sales Development Representative (UK Outbound)","company":{"id":709562,"name":"Pear Tree","domain":"pear-tree.com","url":"https://alion.io/company/pear-tree","size_band":null,"is_staffing_agency":true,"employer_type":"agency","is_intermediary":false,"listed_via":null,"ats_vendor":"Workable","truth_index":{"grade":"B","score":76,"open_postings":146,"ghost_share":0,"stale_share":0.973,"repost_share":0,"time_to_fill_p50_days":26,"computed_at":"2026-11-04T06:34:25Z"}},"role":"Sales","role_family":"Sales","seniority":null,"employment_type":"full_time","work_mode":"remote","remote_scope":"stated_countries","remote_scope_basis":"posting_text","remote_working_hours":null,"hiring_geo_confidence":"explicit","locations":["Johannesburg, South Africa","Pretoria, South Africa","Durban, South Africa","Cape Town, South Africa"],"countries":["ZA"],"hiring_countries":["ZA"],"hiring_countries_total":1,"salary":{"min":null,"max":1500,"currency":"GBP","period":"month","gross":null,"usd_annual":24144},"salary_estimate":null,"experience_years_min":null,"visa_sponsorship":false,"relocation_package":false,"has_equity":false,"technologies":[{"name":"AI Agents","optional":false},{"name":"GDPR","optional":false},{"name":"HubSpot","optional":false},{"name":"LinkedIn","optional":false}],"status":"live","first_seen_at":"2026-11-02T17:31:20Z","employer_posted_date":"2026-11-02","last_verified_at":"2026-11-05T03:03:38Z","board_verified":true,"closed_at":null,"days_open":2,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":2},"description":"Position : Sales Development Representative (UK Outbound)\nSalary : up to £1500 per month + performance bonus\nWorking Hours: : UK business hours\nHolidays : UK public holidays\nSourcing Location : South Africa\nAbout the Role\nOur 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.\nOutbound 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.\nThis 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.\nKey Responsibilities\nUK Outbound Execution: Drive daily phone-first, multichannel outreach across phone, email, and LinkedIn into target UK B2B organisations.\n Meeting Generation: Secure Qualified Held Meetings (QHMs) with CISOs, IT Security Managers, and budget-holding decision-makers where real exploration criteria are documented.\n 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).\nAccount Research & Personalisation: Conduct targeted research into decision-makers and existing tech stacks rather than using generic spray-and-pray tactics.\nPlaybook Qualification: Qualify prospects using lightweight BANT and MEDDPICC frameworks; probe tooling gaps across phishing, vishing, smishing, and quishing, and evaluate security awareness maturity.\nCommercial Positioning: Turn contract objections into active opportunities by identifying renewal dates to leverage Keepnet’s contract buy-back program.\n Channel & Partner Awareness: Verify partner networks (MSP, MSSP, broker, reseller) and customer databases before outreach to prevent channel conflict.\n Sales Handover: Pass fully documented meeting briefs to Account Executives within 24 hours of booking (contract negotiation and closing remain with the sales team).\n 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.\nCompliant Outreach: Ensure strict compliance with UK GDPR, PECR, TPS/CTPS screening, and prompt opt-out suppression logging.\nMarket Feedback: Share recurring objections, competitor insights, and market intelligence with Sales and Marketing to continuously refine go-to-market messaging.\nRequirements\nRequired Skills & Experience\nProven 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).\nCold Calling Craft: High confidence on the phone, capable of hooking prospects in opening seconds, earning conversational permission, and navigating gatekeepers and dismissals.\nTechnical Buyer Presence: Ability to engage technical security leaders credibly without pretending to be a deep technical engineer.\nModern Outbound Stack Experience: Hands-on experience using parallel diallers (e.g., Orum, Nooks) and sales engagement workflows to drive high talk volume.\nDisciplined CRM Hygiene: Strong process adherence in CRM systems (HubSpot preferred; training and certification provided if needed).\nFlawless UK Business English: Exceptional written and spoken English, capable of sending executive-level, unsupervised correspondence.\nIndependent Execution: Strong personal discipline to operate autonomously from a home office, consistently hitting KPIs on UK business hours.\nProcess Builder Mindset: Experience testing, documenting, and refining outbound messaging, cadences, and qualification workflows.\nNice to Have:\nDirect experience selling into or alongside MSPs, MSSPs, brokers, or channel resellers.\nExperience operating as an early or founding SDR with limited operational scaffolding.\nPrior experience targeting the UK enterprise/mid-market from an offshore seat.\nHands-on familiarity with LinkedIn Sales Navigator.\nWhat Success Looks Like\nBy day 90, you have mastered the product proposition, deliver your conversational opener completely unscripted, and consistently secure 10 Qualified Held Meetings (QHMs) per month.\nYour 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.","description_format":"text","description_chars":5003,"description_truncated":false,"requirements":{"experience_years_min":null,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":null,"security_clearance":false,"languages":[{"language":"English","level":"Upper-Intermediate (B2)","optional":false}]},"benefits":["Home office"],"hiring_locations":[{"name":"South Africa","iso":"ZA","kind":"country"}],"hiring_excludes":[],"relocation_offered":false,"industries":["Information 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