FrankCrum is a Top Workplace!

FrankCrum, voted by its employees as a Top Workplace in Tampa Bay for more than 10 years in a row, is a Professional Employer Organization (PEO) based in Clearwater, Florida. FrankCrum employs approximately 400 people who serve over 4,000 businesses by offering a full range of HR services, including payroll, employee benefits, HR consulting services and workers' compensation insurance. Our PEO is a family culture that encourages people to feel at home, collaborate, and respect each other and we live by our Pillars of Excellence which are Integrity, Prosperity, and Affinity!

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The Role You'll Play to Create Success

We are looking for an experienced CISO & Senior Vice President of IT Operations to join our team and play a pivotal role in delivering high-quality PEO (Professional Employer Organization) projects. As a CISO and Senior Vice President of IT Operations you will be leading daily operational activities and working with department management to ensure daily business practices meet company goals and ensure the development and implementation of processes are efficient and effective for the future of the organization.

Key Responsibilities

Executive ownership of enterprise IT governance strategy and risk management across Cloud and on-premise environments including but not limited to identity, data protection, threat detection, and regulatory compliance.
Define and execute the IT Operations strategy aligned with organizational growth, compliance and client service objectives.
Ownership of infrastructure strategy across cloud and hybrid environments, ensuring high availability, disaster recovery, backup, and business continuity aligned with business risk tolerance.
Partner with Enterprise CIO and executive leadership to ensure IT capabilities support business cycles, open enrollment periods, and regulatory deadlines.
Act as a key advisor to executive leadership on operational risk, compliance exposure, and technology scalability.
Responsible for working with enterprise Legal & Compliance and other necessary departments to implement and ensure that IT security & compliance meets the needs, governance, policies, and procedures along with what tools will be used to enforce it.
Presenting regular feedback reports on IT security and compliance posture to the operational companies governing bodies.
Communicate complex operational issues clearly and effectively to executive and non-technical stakeholders.
Lead modernization initiatives including cloud adoption, platform scalability, and automation of operational processes.
Ensure high system availability, and accurate processing across business cycles.
Coordinate closely with development and applications, product, and client experience teams during critical processing windows.
Ensure IT Operations support compliance with federal, state, and local regulations, including IRS, Department of Labor and other state labor agencies, NYDFS CRR 500, HIPPA, PCI DSS for payment processing, and SOC 1 / SOC 2.
Oversee the IT disaster recovery, business continuity, and operational resilience for the enterprise.
Executive Leadership of the IT Service Management functions to support internal teams and external client operations.
Establish and manage Service Level Agreements (SLAs) aligned to business functions.
Drive incident, problem, and change management processes with a strong focus on client impact.
Own IT Operations budgets, forecasting, and cost optimization initiatives.
Manage vendor relationships and ensure vendor performance meets availability, compliance, and service expectations.
Build and lead a high performing IT Operations organization with expertise in regulated environments.
Develop leadership depth, succession planning, and cross functional collaboration.
Foster a culture of accountability, continuous improvement, and client centricity.
Review and evaluate project feasibility across multiple companies based on executive management’s requirements, priorities, and resources.
Strategic understanding of Azure architecture, availability zones, networking, and governance models, with accountability for scalability, resilience, cost management (FinOps), and platform standards.
Proven ability to lead major incident response, oversee production support teams, and drive root-cause analysis, post-incident reviews, and service reliability improvements.
Experience in operational discipline through automation, monitoring, and standardization using tools such as Azure Monitor, App Insights, Dynatrace, and infrastructure-as-code approaches
Proven experience in security and operational controls supporting audits and regulatory requirements, with the ability to communicate risk posture clearly to executive leadership and governing bodies.
Strong collaborator with application development, engineering, and business leaders, ensuring infrastructure and security platforms enable delivery rather than constrain it
Ability to build, mentor, and lead high-performing teams while evolving the organization’s operational maturity, accountability models, and culture of ownership
Knowledge of data analysis, budgeting, and business operations.
Knowledge of company services and products.
Knowledge of modern office methods and procedures.
Skill to manage multiple projects.
Skill to use and compose clear, comprehensive, and accurate verbal and written communication and reports.
Ability to consistently project a professional appearance and demeanor.
Ability to exercise professional judgment and initiative.
Ability to listen carefully and respond to or refer customer requests and problems with diplomacy and a sense of urgency.
Ability to look for opportunities to apply new ideas, methods, designs, and technologies.
Ability to maintain a positive and respectful attitude.
Ability to maintain diplomatic customer/client relations.
Ability to use discretion in dealing with confidential matters and information.
Ability to work in a fast-paced environment.

The Attributes We Seek:

Progressive IT leadership experience, including enterprise scale of IT Operations.
Proven experience supporting payroll, HR, or financial processing systems in regulated environments.
Strong experience with cloud infrastructure (Azure, AWS, etc.) and hybrid environments.
Demonstrated success operating under strict regulatory and audit requirements.
Bachelor’s degree in Information Systems, Computer Science, Engineering, or a related field.

Our Competitive Benefits

Along with this great opportunity, FrankCrum also provides exceptional benefits from top carriers including:

Health Insurance is $0 paycheck cost for employee's coverage and only $195 /month for family!
Dental and Vision Insurance
Short Term Disability and Term Life Insurance at no cost to the employee
Long Term Disability and Voluntary Term Life Insurance
Supplemental insurance plans such as Accidental, Critical Illness, Hospital Indemnity, Legal Services and Pet Insurance
401(k) Retirement Plan where FrankCrum matches 100% of the first 4% the employee contributes, and the employee is immediately vested in the employer match
Employee Assistance Program at no cost to the employee
Flexible Spending Accounts for Medical and Dependent Care Reimbursement
Health Savings Account funded by FrankCrum
Paid time off and holiday pay
Education reimbursement
PTO cash out
Tickets at Work
Access to the Corporate America Family Credit Union
Employee and client referral bonus programs

What's Special About FrankCrum

FrankCrum, a family-owned business-to-business entity since 1981 made of several companies: FrankCrum Corporate (a professional employer organization), FrankCrum Staffing, Frank Winston Crum Insurance Company, and the FrankCrum Insurance Agency - all based in Clearwater, Florida. This "family of employer solutions" employs more than 400 people who serve over 4,000 clients throughout the United States. FrankCrum employees are trained to deliver high value through exceptional customer service and treat clients and coworkers like family. By living by our Brand Pillars (Integrity, Affinity, and Prosperity) employees are recognized at quarterly events for exceptional customer service and milestones in tenure.

The FrankCrum headquarters spans 14 acres and includes a cafe, subsidized for employees. Menus include made-to-order breakfast, hot lunch options and even dinners that can be ordered to-go, all at very affordable prices. The cafe also plays host to monthly birthday and anniversary celebrations, eating and costume contests, and yearly holiday parties. Through the input of its own employees, The Tampa Bay Times has recognized FrankCrum as a Top Place to Work for more than 10 years in a row! FrankCrum also supports several community efforts through Trinity Cafe, the Homeless Empowerment Program, Angel Tree, and Clearwater Free Clinic!

If you want to play this role to positively impact our clients' day-to-day business, then apply now!

FrankCrum is an Equal Opportunity Employer that does not discriminate on the basis of actual or perceived race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth and pregnancy-related conditions), gender identity or expression (including transgender status), sexual orientation, marital status, military service and veteran status, physical or mental disability, genetic information, or any other characteristic protected by applicable federal, state or local laws and ordinances.

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CISO & Senior Vice President of IT Operations