Director of IT, Security, Compliance

Director of IT, Security & Compliance

Location: Chicago, IL  (Hybrid)No relocation or visa sponsorship available.

About BigTime

BigTime Software is the leading SaaS platform built for professional services organizations, helping firms plan, manage, and get paid for their work. Thousands of architecture, engineering, accounting, consulting, IT services, legal, and government contracting firms rely on BigTime to run mission-critical operations—from time and expense tracking to billing, project management, and reporting.We’re growing quickly, investing in our product and people, and continuing to raise the bar on security, scalability, and customer trust. This role plays a central part in that mission.

BigTime is seeking a Director of IT, Security & Compliance to lead and mature our security, compliance, and IT governance programs as we scale. This role combines strategic ownership with hands-on execution—ideal for someone who wants both responsibility and real influence without getting stuck “in the clouds.”

What You’ll Own

Security & Compliance Leadership

• Serve as the primary owner for SOC, customer questionnaires, audits, risk assessments, pen tests, and internal/external security reviews.

• Maintain, update, and harmonize information security policies across acquired and legacy systems.

Execution of Compliance Workflows

• Complete customer security questionnaires and due diligence packages with accuracy and consistency.

• Drive audit readiness, evidence collection, and remediation tracking.

IT Governance & Risk Management

• Partner with IT and Engineering on secure access, identity management, endpoint practices, vendor reviews, and vulnerability remediation.

• Support secure onboarding/offboarding and internal tooling governance.

AI-First Efficiency

• Use AI to streamline repeatable tasks (e.g., questionnaire responses, documentation creation, policy updates).

• Help the organization adopt smarter workflows that reduce manual effort.

Cross-Functional Partnership

• Collaborate with Sales, Customer Success, Product, and Engineering to communicate risk, support customer conversations, and ensure security work is properly prioritized.

People Leadership (Optional)

• May lead a small IT team depending on experience; this role can also operate as a senior IC while still serving as the organizational security/compliance leader.

What You Bring

• Strong experience leading security, IT, and/or compliance in a SaaS or software environment.

• Hands-on ownership of SOC, audits, customer questionnaires, and policy frameworks.

• Ability to operate at a 50/50 split between strategy and execution.

• Clear communication skills with both technical and customer-facing teams.

• A pragmatic, detail-oriented approach to maturing processes in a scaling environment.

• Comfort evaluating and operationalizing security tools (flexible on specific platforms).

• An AI-first mindset and commitment to working smarter.

Why BigTime

• High-impact leadership role with visibility across the organization.

• Opportunity to build and refine the foundation of our security and compliance programs.

• A collaborative, pragmatic culture that values clarity, ownership, and efficiency.

What We Offer

• Competitive compensation: Base salary range of $160,000–$200,000, depending on experience, plus bonus eligibility

• 100% company-paid benefits, including medical, dental, vision, disability, and life insurance

• 401(k) with a generous company match

• Paid parental leave

• Hybrid work schedule: In-office 2–3 days per week in either our Chicago or Phoenix office

• Generous PTO and paid company holidays

• Fresh fruit, snacks, cold brew coffee/tea, soda, and sparkling water in office

• Company-provided technology and software tools

• A culture that prioritizes clarity, ownership, and efficiency

Applicants must be authorized to work in the U.S.BigTime Software, Inc. is proud to be an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status, or any other characteristic protected by law.