Founding Security Engineer

The role

About the role

As our first dedicated security hire, you’ll shape and own the foundation of Wexler’s security program — spanning infrastructure, product, and compliance. You’ll work closely with engineering, operations, and leadership to ensure we’re not only secure, but demonstrably so to our customers.

About the opportunity

Legal AI has caught the attention of VCs and the wider tech world, but the reality is adoption with users is low in the enterprise, with roughly 20% of lawyers using AI tech. Of those lawyers, most are transactional or contract lawyers and they use generalist platforms that look to aggregate the tasks lawyers do but do not go deep into specific workflows. That's where Wexler is different. We are a 'scalpel' rather than a 'Swiss Army knife', meaning we go deep into the workflows that can decide how a legal case is won.

What you will do

Take ownership of existing security tooling and implement new ones (e.g. endpoint protection, MDM, access controls), ensuring they’re effectively configured, maintained, and scaled as the business grows
Embed secure-by-design practices into the development lifecycle — from secure coding and threat modelling to design reviews and CI/CD hardening
Monitor systems for irregular behaviour and proactively design detection and prevention mechanisms
Ensure infrastructure and applications align with accepted industry standards (e.g. OWASP Top 10, AWS Well-Architected Framework)
Conduct and lead risk assessments, including third-party/vendor reviews and internal evaluations
Document and maintain security policies, procedures, and controls as part of our ISO 27001-certified ISMS
Partner with GTM and leadership to demonstrate our security posture and compliance maturity to customers and prospects — helping turn security into a commercial advantage

You’ll love this role if you

Have hands-on experience deploying and managing security tooling (EDR, MDM, ZTNA, vulnerability scanners, etc.) and enjoy solving problems at the implementation level
Have worked within AWS’s security ecosystem and can comfortably navigate enterprise security tools across vendors
Have solid foundations in networking, systems, and cloud infrastructure, and can apply frameworks like OWASP and AWS Well-Architected to real-world scenarios
Have experience reviewing and improving product and infrastructure security, including secure SDLC practices (e.g. threat modelling, secure code review, CI/CD hardening)
Are familiar with compliance frameworks like ISO 27001 or SOC 2, and can translate technical controls into well-documented policies and audit-ready evidence
Enjoy automating repetitive security tasks (Python, PowerShell, Bash, or via APIs) to improve efficiency and reduce manual work
Think proactively about risk reduction – not just fixing bugs but designing processes and controls that uplift the overall security posture
Have a generalist mindset and thrive across infrastructure, product, and compliance domains

You won’t love this role if you

Want to do only policy work or only implementation — this is a hands-on, full-spectrum security role
Prefer a slow pace or require perfect clarity before acting — we move fast and prioritise action
Feel uncomfortable owning outcomes – you’ll be accountable end-to-end for critical security initiatives
Prefer maintaining the status quo – we constantly challenge assumptions and iterate on how security should be done
Need a highly structured environment – we’re still building, and that includes building the playbook as we go
Struggle with ambiguity or need prescriptive direction — you’ll get support, but autonomy is key
Wait for others to act – we value initiative and bias for ownership

Founding Security Engineer

The role

About the role

About the opportunity

Founding Security Engineer

The role

About the role

About the opportunity

What you will do

You’ll love this role if you

You won’t love this role if you

Pay and benefits

About Pear VC

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