Frank DePrisco - Cybersecurity Consultant, Bill360

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Work Background

ComplianceRisk.ioTechnical Customer Success Manager

Jul. 2023 - Dec. 2023United States• Enhanced customer success by refining risk assessment questions, significantly improving scoring accuracy and user comprehension; maintained churn rate below 5% through responsive support, targeted training, and proactive engagement. • Launched and facilitated weekly peer group meetings over 18 months to address evolving customer needs, improve collaboration, and ensure a seamless onboarding experience through demos, training, and personalized support. • Defined the ideal customer profile to sharpen sales targeting at trade shows and streamline onboarding processes; identified upsell and cross-sell opportunities by analyzing usage patterns and client feedback. • Led AWS PCI certification management and implemented BSA, OFAC, and GRC processes, including vendor risk reviews and quarterly compliance meetings.

Bill360Cyber Security Consultant

May. 2023Tampa, Florida, United States• Conduct comprehensive audits of security policies and controls to ensure full compliance with PCI DSS v4 Level 1 standards, while leading bi weekly security meetings to align cross-functional teams on risk priorities and AWS certification goals. • Implement and manage enterprise-wide security policies, controls, and risk management programs, proactively identifying and addressing gaps to meet evolving regulatory requirements. • Monitor and respond to threats across key platforms, including Orca, SentinelOne, SonicWall, DataDog, and WAF; oversee third-party vendor compliance to maintain a strong, adaptive cybersecurity posture.

Frank A. DePrisco ConsultingOwner / Operator

Apr. 2023Greater Tampa Bay Area• Lead a consulting firm as a strategic and technical partner, serving as a trusted advisor to organizations by identifying vulnerabilities, assessing risks, implementing controls, and mitigating cyber threats through a blend of detective work, architectural insight, and incident response. • Deliver end-to-end security solutions across GRC, HIPAA, PCI DSS, and SOC 2 frameworks, with expertise in NIST, CIS, and OWASP standards.

ConnectWiseSenior Product Marketing Manager, Cybersecurity - Director, IT Nation Secure

Nov. 2022 - Apr. 2023Tampa, Florida, United States• Transitioned from Director of Customer Success to Product Marketing Manager, Cybersecurity, collaborating with global teams—including India-based support—to design integrated go-to-market strategies that increased demand and revenue for cybersecurity offerings. • Managed a team of 4 to deliver high-impact educational content, including co-creating certified 3-day cybersecurity training programs on topics like disaster recovery and ransomware, tailored for MSP technical staff, sales teams, and business owners. • Founded and led IT Nation Secure, ConnectWise’s premier annual cybersecurity conference, driving industry engagement, thought leadership, and educational outreach for managed service providers. • Directed the creation and delivery of Certify, a 12-month cybersecurity education program with three learning tracks (vCISO, SecOps, and Sales) aimed at enhancing MSP expertise and service maturity. • Designed and launched the ConnectWise Partner Program for Cybersecurity, which included comprehensive risk assessments, action plans, accountability tracking, and a 3rd-party vendor management program, accelerating partner enablement and product adoption.

ConnectWisePartner Success, Cybersecurity

Dec. 2018 - Nov. 2021• Led customer success for a security assessment SaaS application, improving onboarding, support, and engagement across the customer lifecycle. • Elevated customer retention from the low 80s to 88% by streamlining onboarding and implementing product training and best practice policies. • Built “How-To” purchase decision guides still in use today and partnered with cross-functional teams to implement experience-enhancing policies.

Sienna Group LLC (Acquired by Connectwise LLC 2018)Vice President of Customer Success / Security Consultant

Jan. 2016 - Nov. 2018Tampa/St. Petersburg, Florida Area• Conducted high-value security consulting and risk assessments for hospitals and organizations, performing $30K–$40K on-site reviews and co developing RiskRAT, a remote assessment SaaS tool that scaled service delivery and contributed to Sienna Group’s acquisition by ConnectWise. • Served as Virtual Chief Security Officer (vCSO) for a Criminal Justice Information (CJI)-handling firm, leading monthly compliance reviews, updating policies, and ensuring CJIS certification retention. • Consulted as Data Privacy Officer (DPO) for a global marketing company, managing GDPR compliance efforts through bi-monthly travel, risk assessments, and cross-border coordination. • Oversaw the development and implementation of cybersecurity programs, including an Information Security Program and Risk Assessment Tools (RATS), ensuring user-friendly deployment and support for SOC 2 compliance and data classification strategies. • Executed DISA STIG implementations over 2 years for a tax software firm, approving change control/system configurations, and conducting intensive 2-week on-site risk assessments for hospital systems with board-level reporting.

FairWarning, IncVice President of Global Customer Operations

Jun. 2009 - Oct. 2015St. Petersburg, FL• Oversaw all post-sales operations—including customer success, implementation, renewals, support, and IT security—for a global healthcare SaaS company serving 300+ enterprise hospital clients, managing a $1M budget and a team of 8 direct and 40 total reports. • Promoted from Implementation Manager to Director after joining as the 10th employee, helping scale the company through strategic process optimization, customer enablement programs, and operational leadership. • Led 50+ concurrent healthcare software implementations globally, ensuring regulatory compliance, seamless onboarding, and client satisfaction. • Designed and delivered onsite training programs for hospital clients across the U.S., France, Norway, and the U.K. • Built and led dedicated Customer Success and Renewal teams focused on client satisfaction, resulting in reduced churn and increased upsell and cross-sell revenue across the portfolio. • Launched online peer/user groups and acted as Salesforce Administrator. • Managed the IT security function and led the organization through a successful SOC 2 Type 2 AICPA certification audit, reinforcing trust and compliance with HIPAA data standards.

Full Spectrum and Vapor MobileDirector of Operations / Information Security / Program Management

May. 2007 - Mar. 2009Tampa/St. Petersburg, Florida AreaProject Management: • Established the generally accepted project management knowledge and practice in the application and systems development departments • Managed software and hardware implementations by defining and communicating the project plan, reporting on project milestones, service level agreements, and resource allocations to executive team, department leads, and support staff • Identified the project stakeholders, determine their requirements and manage and influence those requirements to ensure successful projects • Implemented a standard SDLC for application and system software development projects Operational Management: • Reengineered applications to ensure there alignment with business processes, tactical planning, and strategic vision • Implemented software development QA processes and QC standards to control the software development process and improve the quality of the finished product • Authorized and oversaw the deployment, monitoring, maintenance, development, and support of all hardware and software based on company requirements • Researched new technology solutions in support of new initiatives, opportunities, and procurement efforts • Developed and implement IT policies and procedures, including those for architecture, information security, disaster recovery, standards, purchasing, and service provisioning • Managed IT staff including recruitment, supervision, scheduling, development, evaluation, and disciplinary actions

Special Data Processing CorpDir. of Bus Services and Information Security

Feb. 1996 - May. 2007Tampa/St. Petersburg, Florida AreaResponsibilities: • Provided strategic direction for the protection of the organization’s information assets as the Information Security Officer • Payment Card Industry (PCI) Data Compliance. Managed the effort to validate compliance with the data security regulations of the credit card associations. This process included the completion of compliance validation assessments and network vulnerability scans. • Migrated/Developed systems to Oracle 10g OLTP and OLAP model versus current OLTP only model • Contributed to the Strategic and “Business As Usual” committees to prioritize IT projects and resources • Led the Rapid Application Development team using Oracle 10g and J2EE applications • Worked with vendors in developing RFI’s and RFP’s to evaluate, test, purchase and implement software packages • Developed JRD’s to outline the requirements based on the initial project scope documents and white papers • Managed a staff of up to 20 in the development, implementation and launch of new programs and security applications built with PL/SQL, Oracle Forms, J2EE and Unix • Trained department users on new system installations/implementations and software packages • Supervised marketing partner projects from requirements gathering, program development and project startup • Responsible for Customer/Partner data validation, security and transmission • Monitored and evaluated production system processes using reporting metrics and business analysis

Arthur AndersenBusiness Consultant

Jan. 1995 - Mar. 1996Tampa/St. Petersburg, Florida AreaAs a Business Consultant at Arthur Andersen, I spearheaded a project to enhance data modeling and streamline sales and operations processes for an inbound call center in Tampa/St. Petersburg, Florida Area.