Senior Manager, Trust Services

Workstreet

1d • Remote

About The Position

Workstreet is seeking a Senior Manager, Trust Services to lead its global Trust Services organization and delivery of YAQ (Your Automated Questionnaires), an AI-powered, human-in-the-loop security questionnaire service. The role combines people leadership, client delivery, operations, and product partnership. The successful candidate will establish standards for ticket triage and prioritization, validation of AI-generated answers, quality assurance and escalations, and onboarding of clients and employees.

The Senior Manager will lead a distributed team of managers, engineers, and analysts across time zones; own strategic client relationships and high-stakes escalations; advise clients on maturing their trust programs; and oversee end-to-end client onboarding. The role also develops repeatable team onboarding, improves operational processes, partners with product and engineering on tool reliability and workflow enhancements, and uses operational metrics to manage capacity, service levels, staffing forecasts, and account opportunities.

This is a remote-first role requiring a standard schedule of 8:00 AM–5:00 PM U.S. Eastern Time, occasional local travel, reliable high-speed internet, and a professional home office suitable for confidential conversations. Applicants must be authorized to work in the U.S. without current or future visa sponsorship. Employment is contingent on identity verification and background screening where permitted by law.

Requirements

• At least 5 years of experience leading mid-sized teams, including developing, managing, and holding first-line managers accountable.
• Extensive experience managing executive client relationships, complex accounts, and high-stakes escalations.
• Sound judgment under pressure and a bias toward taking ownership and solving issues independently.
• Experience thriving in fast-paced cybersecurity environments and managing multiple concurrent compliance programs.
• Familiarity with frameworks such as SOC 2, ISO 27001, GDPR, HIPAA, and/or NIST.
• Excellent written and verbal English communication skills.
• Reliable, high-speed internet connection and a professional home office environment suitable for confidential conversations and uninterrupted collaboration.
• Ability and commitment to work 8:00 AM–5:00 PM U.S. Eastern Time.
• Willingness and ability to travel locally for occasional onsite meetings, team gatherings, or business activities.
• Authorization to work in the U.S. without requiring visa sponsorship now or in the future.
• Participation in live video interviews with camera on and willingness to verify identity during recruitment and onboarding.

Nice To Haves

• Experience serving as the senior point of contact for strategic accounts, leading kickoffs, negotiating realistic timelines with sales and security stakeholders, and resolving escalations constructively.
• Ability to translate technical controls and contractual language into clear, accurate answers for security, legal, engineering, and sales audiences.
• Background in management consulting, assurance, or advisory practice, or experience working closely with consultants through audits.
• Practical experience configuring and managing automated compliance platforms such as Vanta, Drata, or Secureframe.
• Familiarity with risk management frameworks and complex audit methodologies across diverse regulatory standards.

Responsibilities

• Lead and develop a distributed global team, including hiring, coaching, performance management, and developing managers who can run accounts independently.
• Own strategic client relationships and serve as the senior point of contact and escalation path for high-complexity accounts.
• Set realistic turnaround expectations and coordinate with client security, legal, sales, and engineering stakeholders.
• Advise clients on improving their knowledge bases, trust centers, and due diligence workflows.
• Standardize and run end-to-end client onboarding, including kickoff, knowledge base setup, SLA alignment, intake workflows, and ownership across Trust Services, GRC, and client teams.
• Design and run onboarding for new hires, including checklists, shadowing, buddy programs, account-specific playbooks, and YAQ-first training.
• Define and document triage, prioritization, quality assurance, and escalation workflows; formalize SOPs and move from manual handoffs toward automated, measurable processes.
• Partner with product and engineering to prioritize reliability, accuracy, and workflow enhancements.
• Ensure AI-generated responses are validated against approved sources before reaching clients and gather structured team feedback.
• Partner with Program Management to improve capacity planning, ticket weighting, SLA performance, adoption reporting, and overage tracking.
• Use operational data to allocate accounts, forecast hiring needs, and identify retention and expansion opportunities.

Benefits

• Clear career growth path with mentorship and training opportunities.
• Comprehensive onboarding on security and compliance frameworks.
• Reimbursement for successful completion of approved role-relevant training and certification courses.
• Competitive base salary with regular performance reviews, merit-based appraisals, and bonus opportunities.
• Significant room for career advancement at an early-stage company.
• Remote-first flexibility to work from anywhere while collaborating with a global team.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed