Manager, Trust Services

About Workstreet

At Workstreet, we’re on an exciting journey to help businesses scale securely by designing and implementing cutting-edge security and compliance programs. As a fast-growing startup, we specialize in a wide range of frameworks—including SOC 2, ISO 27001, GDPR, CMMC, NIST 800-171, NIST 800-53, and FedRAMP—empowering companies to meet regulatory requirements and enhance their cybersecurity posture from day one.

The Opportunity

We are seeking a highly skilled Manager, Trust Services to lead a global team responsible for reviewing and managing security questionnaires, contractual security clauses, and compliance documentation for SaaS clients.

This role bridges cybersecurity, legal, and client engagement — ensuring rapid, accurate, and high-quality turnaround on vendor assessments, NDAs, DPAs, MNDAs, and security-related contract reviews. The ideal candidate will combine deep technical knowledge of security frameworks with strong legal interpretation skills, team leadership experience, and agile delivery expertise. This role requires working US Eastern Time (EST) hours.

What You'll Do

• Lead and Manage Global Team: Supervise a team of security analysts and reviewers across multiple time zones. Provide coaching, mentoring, training, and quality assurance oversight to ensure consistent, high-quality outputs.
• Security Questionnaire Review: Oversee the completion, review, and finalization of client and vendor security questionnaires (SIG, CAIQ, or custom formats). Collaborate with SMEs to validate technical and compliance responses.
• Legal Document Review & Redlining: Conduct and manage reviews of NDAs, DPAs, MNDAs, and other contractual security clauses. Collaborate with internal and external legal counsel to redline, comment, and ensure alignment with cybersecurity frameworks and risk posture.
• AI & SME Collaboration: Utilize AI-powered tools to accelerate first-pass reviews and integrate SME feedback to improve accuracy and speed.
• Agile Leadership: Implement agile practices (Scrum or Kanban) to manage workload distribution, track SLAs, and drive continuous improvement through retrospectives and sprint planning.
• Client Engagement: Serve as a key liaison for clients, ensuring clear communication of review findings, timelines, and recommendations. Participate in professional engagements with legal, procurement, and security teams.
• Cross-Functional Collaboration: Partner with Legal, Compliance, IT, and Sales teams to align responses, ensure contractual compliance, and resolve escalations.
• Process Improvement: Identify and implement process enhancements, automation opportunities, and playbook updates to increase efficiency and reduce turnaround time.

Who You Are

• 5+ years of experience in cybersecurity, legal security reviews, or vendor risk management
• Proven leadership experience managing distributed or global teams
• Strong knowledge of SaaS security frameworks (SOC 2, ISO 27001, NIST 800-53, GDPR, HIPAA)
• Experience with security questionnaires (SIG, CAIQ) and legal document review/redlining
• Excellent written and verbal communication skills; ability to translate between legal and technical audiences
• Proficiency with collaboration and agile tools (Jira, Slack, Monday.com, ServiceNow, or similar)
• Strong analytical and problem-solving mindset
• Exceptional attention to detail with ability to manage rapid-turnaround deliverables
• Empathetic and growth-oriented leader who invests in coaching and development
• Confident communicator capable of bridging legal, compliance, and technical teams
• Comfortable working across multiple time zones and global cultures

Nice to Have

• Certifications: CISSP, CISM, ISO 27001 Lead Auditor, SAFe, Scrum Master, or Kanban Management Professional
• Experience using AI-assisted review tools (ChatGPT, Drata AI Assist, Vanta, or similar)
• Background in SaaS environments or vendor risk consulting
• Experience with the following tools and technologies:
• • Platforms: Drata, Vanta, OneTrust, Secureframe, ServiceNow VRM
  • Collaboration: Jira, Slack, Microsoft Teams, Confluence
  • Automation & AI: ChatGPT, Power Automate, AI-assisted legal review tools

What We Offer

• Career Development: Clear path with mentorship and training opportunities
• Technical Training: Comprehensive onboarding on security and compliance frameworks
• Competitive Compensation: A competitive base salary with regular performance reviews linked to merit-based appraisals and bonus opportunities.
• Growth Opportunity: Early-stage company with significant room for career advancement.
• Remote-First Culture: Flexibility to work from anywhere while collaborating with a global team.

Work Environment Requirements

• Reliable high-speed internet connection.
• Quiet, professional home office setup.
• Must be amenable to work US Eastern Time zone hours.
• Fluency in written and verbal English communication skills.

Workstreet Is An Equal Opportunity Employer

As an equal opportunity employer, Workstreet is committed to providing employment opportunities to all individuals. All applicants for positions at Workstreet will be treated without regard to race, color, ethnicity, religion, sex, gender, gender identity and expression, sexual orientation, national origin, disability, age, marital status, veteran status, pregnancy, or any other basis prohibited by applicable law.

Employment with Workstreet is contingent upon the successful completion of a background check, which may include verification of employment history, education, and other relevant information, in compliance with applicable laws.