Director of Cyber Security (HYBRID) Bolingbrook - IL

S&S Activewear LLC•Bolingbrook, IL

1d•$210,000 - $220,000•Hybrid

About The Position

S&S Activewear is a leading North American, tech enabled specialty distributor of imprintable apparel, including t shirts, fleece, athletic wear, headwear, workwear, scrubs and accessories. We pride ourselves on being the “critical link” that enables our 100+ brand partners such as Adidas, Columbia and Gildan to reach our hyper fragmented base of customers, comprised of apparel decorators, eRetailers and promotional products distributors that embellish apparel items for diverse end consumer use cases (e.g., everyday wear, concerts, fitness attire, life events, team sports, etc.). At S&S, we differentiate in the market through a customer service focus, strategic product portfolio, world class distribution infrastructure, a collaborative growth culture and a relentless focus on technology and innovation. Our success has compounded since the Company’s humble beginnings in 1988 as a regional t shirt distributor to a leading, multibillion dollar value-added distribution platform that drives market penetration for our suppliers while enabling growth, operations and fulfillment for a diverse range of customers across channels and business sizes. Today, we continue to strive to be the apparel distributor of choice by inspiring and fostering growth for customers, employees and suppliers, anchored in our commitment to Lead with Respect, Never Settle, Own the Outcome, Win Together, and the belief that Innovation Powers Our Hustle. These values guide how we serve, how we collaborate and how we continuously improve, ensuring we deliver on our promise of service, deep relationships, innovation, continuous improvement and accountability. We are seeking a seasoned Chief Information Security & Privacy Officer (CISO/CPO) responsible for leading our enterprise-wide cybersecurity, data protection, and privacy programs. This role ensures the security of systems supporting high-volume B2B operations, including eCommerce platforms, ERP systems, technology integrations, and warehouse/logistics technologies- while establishing a practical, scalable privacy framework. This leader will balance risk management with operational speed, enabling sales, fulfillment, and customer experience teams to move quickly while protecting sensitive customer, vendor, and employee data. This role is responsible for owning and advancing the company’s cybersecurity and data privacy programs through the next stage of maturity while enabling growth, innovation, and customer trust. The role leads security strategy, architecture, and program execution across the enterprise, ensuring controls and practices are appropriately designed, implemented, and maintained. While audit and regulatory requirements (PCI, SOX, U.S. data privacy laws, and potential future SOC 2) are important inputs, the roles success is defined by durable risk reduction, effective enablement of the business, and the establishment of clear, scalable security operating models.

Requirements

10+ years of experience in cybersecurity, including leadership of multi‑disciplinary programs with significant exposure to data privacy
Experience as a CISO, Head of Security, or equivalent executive role
Proven ability to design and run durable security operating models
Strong knowledge of security frameworks (NIST, ISO 27001, CIS) and privacy laws (PIPEDA, CCPA/CPRA etc.)
Experience leading incident response and breach management
Experience operating in regulated, growth‑oriented environments
Comfortable representing complex security perspectives to senior leadership and external stakeholders
Strong judgment in balancing risk, cost, and long‑term sustainability
Experience in cloud security (AWS, Azure, GCP) and modern architecture
Maintain at least one cyber security certification (i.e. CISSP, CISA, CISM)

Nice To Haves

Security and privacy program maturity progresses in a measurable, sustainable way
Security architecture and standards are consistently applied
Incidents are handled effectively, calmly, and with clear ownership
Adoption of security and privacy best practices across the business
Audit and regulatory obligations are met without overstretching the organization
Security and privacy team is viewed as a credible, enabling partner across the business
Expand strategic influence as the business grows
Continuously adapt the security program to new technologies and risks
Maintain focus on durable outcomes rather than short‑term checklists

Responsibilities

Own the cybersecurity roadmap and guide the programs evolution over multiple years
Translate business objectives and technology strategy into pragmatic security priorities
Balance risk reduction, operational efficiency, and business agility in decision-making
Establish and mature governance processes that are practical, scalable, and well‑integrated into how the company operates
Define and maintain security architecture principles and standards across on‑prem, cloud, SaaS, and internally developed platforms (including the company’s ERP)
Drive consistent control design rather than one‑off solutions
Ensure security is embedded early in technology and application decisions
In collaboration with the legal department, manage and advance the company’s data privacy program through its next level of maturity
Serve as the organizations Data Protection Officer
Ensure proper data governance, classification, retention, and protection practices
Maintain a data inventory and data mapping of customer, vendor, employee, and logistics data flows
Lead privacy impact assessments (PIAs/DPIAs) and embed privacy-by-design into systems and processes
Manage data subject rights processes (access, deletion, correction requests)
Oversee privacy practices related to employee data, including recruiting, payroll, benefits, and performance management
Ensure compliance with applicable employment-related privacy obligations
Provide guidance on monitoring technologies and workplace data, use Monitor evolving privacy regulations and assess impact on business operations
Lead security operations including threat detection, vulnerability management, endpoint security, and incident response
Own the incident response program and serve as incident lead during security events
Oversee breach notification processes in coordination with legal and communications
Build repeatable, well-understood response processes rather than ad hoc execution
Conduct post-incident reviews and implement continuous improvements
Own Cyber Insurance Program
Provide regular reporting to executive leadership on cyber risk posture, incidents, and remediation efforts
Partner with technology, legal, data, and business leaders to define a practical AI security and risk management approach
Establish guardrails for the secure use of AI capabilities, including internally developed solutions and third‑party AI features
Identify and manage risks related to data exposure, model misuse, access control, and integrity
Define policies and controls to enable responsible AI adoption to enable the business to deliver best in class solutions for our customers
Evolve AI security practices as usage matures, focusing on sustainability rather than one-time controls
Partner with IT, Legal, Compliance, and Finance to support PCI, SOX, and future assurance activities as well as regulatory inquiries and investigations
Design controls that are operationally maintainable, not audit‑only
Promote calm, repeatable audit readiness rather than reactive compliance exercises
Own and enforce maintenance and testing of business continuity and disaster recovery plans
Lead and develop the internal security team across engineering, privacy, and compliance functions
Set clear expectations, priorities, and development paths
Make thoughtful, defensible cases for team growth or external augmentation when warranted
Establish strong security and privacy governance frameworks
Collaborate with product, engineering, and business teams to enable secure and privacy-conscious innovation
Lead security awareness and privacy training programs and policies across the organization
Manage third-party/vendor risk, including security and privacy assessments
Serve as the primary security partner to IT leadership and senior engineering leaders
Communicate security risks and tradeoffs in clear business terms
Build trust and alignment rather than relying on escalation or authority alone