Head of Operations

🔥 9 hours ago

🇬🇧 United Kingdom – Remote

⏰ Full Time

🔴 Lead

⚙️ Operations

👻 Ghost score 10%

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Logo of TryHackMe

TryHackMe

51 - 200 employees

Founded 2018

🔒 Cybersecurity

📚 Education

☁️ SaaS

Cybersecurity • Education • SaaS

TryHackMe is an online learning platform that makes learning and teaching cybersecurity accessible and practical through prebuilt courses, cloud-hosted virtual machines (VMs), and hands-on labs designed for CTFs, workshops, assessments, and training. Launched in 2018, the platform emphasizes practical, deployable environments so users can avoid local VM configuration, and it serves millions of learners while supporting both individual and organizational training needs.

📋 Description

• Lead HR, talent acquisition, technical support, compliance and IT, finance, and partner with legal • Lead TryHackMe's internal AI transformation, identifying where AI can replace or accelerate operational work • Work with recruitment and department heads to attract, retain, and develop talent • Drive and enforce the company's performance-first culture • Own HR operations, EOR administration through Remote.com, and employee relations across a distributed, multi-country workforce • Partner with legal to reduce risk and escalate genuine exceptions • Own Vanta/SOC2 and the audit/ISO cycle end to end • Own IT operations, technical support, and access management across company tools • Own the finance function alongside a Financial Controller • Drive budgeting, hold teams accountable, and identify cost-saving opportunities • Report directly to the founder • Support scaling beyond $100M ARR in a scrappy but sustainable way

🎯 Requirements

• 3+ years running HR and business operations, with experience working closely alongside finance • Experience owning IT operations and business systems, including access management, tooling, and vendor management • Startup/scale-up experience in fast-paced, constantly changing SaaS/Tech environments • Managed operations for a global workforce • Demonstrable AI use in ops work • Agreement with TryHackMe's performance-oriented culture and way of working • Ability to work with a high degree of autonomy • Willingness to work in a scrappy, detail-oriented, fast-moving environment

🏖️ Benefits

• 100% Remote - work from anywhere you want • £2,500 training budget to acquire certifications, and more • An annual company retreat, fully paid for by us • TryHackMe will cover the cost of your lunch order during recurring company virtual lunches • Health Insurance if you're in a country that doesn't have public health care • Enhanced Maternity & Paternity package on top of statutory requirements • 401k / Pension

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