Denis Calderone

Senior Managing Director J.S. Held LLC

  • Boston MA

Security Expert | Offensive Security Leader | On-Demand CSO | Network Security Specialist

Contact

J.S. Held LLC

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Biography

Denis Calderone has worked in the information technology field for more than 20 years with the last 18 being completely dedicated to information security. He holds multiple security certifications and prides himself on viewing information security in a holistic light.

Denis’ key technical expertise is in network and application penetration testing, but mostly plays a CISO/CSO on-demand role these days for numerous consulting customers. He does not believe that the security challenges businesses face today can simply be met by installing point solutions or checking off regulatory audit check sheets. Each client faces unique problems and threats. An understanding of the industry threat profile, corporate culture, and risk tolerance must always be considered when addressing corporate security needs.

As a partner, Denis led the technical consulting arm of TBG Security and performed the role of CSO. Prior to TBG Security, Denis worked for Exodus Communications as part of their Northeast Security Practice, and for Lycos as their information security engineer.

Industry Expertise

Computer/Network Security

Areas of Expertise

Purple Teaming
Black Box Testing
Application Penetration Testing
Security Policy Development
Social Engineering
Network Penetration Testing
Cyber Security Program Development
Infosec Training
RedTeam Penetration Testing
White Box Testing

Affiliations

  • ISC (2)
  • ISACA
  • InfraGard

Articles

How to Defend Against Identity Theft This Tax Season

JD Supra

2024

The article examines the many tactics modern fraudsters have at their disposal and what taxpayers can do to protect themselves from these attacks. These days, threat actors can impersonate the IRS or tax preparation companies, create fraudulent websites, or send phishing emails designed to steal SSNs and financial information. They also may simply obtain lists of stolen and leaked identity information from which to initiate their fraudulent tax claims.

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Social

Languages

  • English

Spotlight

1 min

Insights: Cyber Risks & Opportunities in 2025

Managing cyber risk is no longer simply a technical necessity but also a strategic imperative in global business. With companies becoming more interconnected and reliant on artificial intelligence, the Internet of Things, and the rest of the digital ecosystem, they are exposed to greater opportunity and risk. In the video below, Senior Managing Director & cybersecurity expert Denis Calderone shares topics covered in the 2025 J.S. Held Global Risk Report focused on managing cyber risk in the year ahead. To view the report and learn more about cyber risks and opportunities, click on the button below: Looking to know more or connect with Denis Calderone Simply click on his icon to arrange an interview today.

Denis Calderone

3 min

J.S. Held 2025 Global Risk Report: Navigating Cyber Risk in an Era of Evolving Technology & Regulations

Managing cyber risk is no longer a technical necessity but also a strategic imperative in global business. As companies are more interconnected and reliant on artificial intelligence (AI), the Internet of Things, and the rest of the digital ecosystem, they are exposed to greater opportunities and risks. In this video, Senior Managing Director and cybersecurity expert Denis Calderone shares topics covered in the 2025 J.S. Held Global Risk Report focused on managing cyber risk in the year ahead. The global regulatory landscape is evolving rapidly in response to the increasing severity of cyber threats. Governments and regulatory bodies, including the U.S. Securities and Exchange Commission (SEC), the European Union (EU), and the U.S. Transportation Security Administration (TSA), have introduced cybersecurity mandates that require businesses to strengthen their defenses, improve incident reporting, and ensure compliance with new industry standards. The 2025 Global Risk Report by J.S. Held provides perspectives on these regulatory shifts, helping businesses navigate the complexities of cyber risk and compliance. The growing frequency and severity of cyberattacks are reshaping how businesses approach risk management. The J.S. Held 2025 Global Risk Report explores key issues facing business today, including: Business Interruption from Cyber Incidents: High-profile cases like Change Healthcare’s 2024 breach demonstrate how cyberattacks can halt operations, lead to regulatory scrutiny, and result in massive financial losses. Reputational and Legal Fallout: Cyber incidents can trigger lawsuits and damage a company’s reputation, often leading to prolonged trust recovery periods with customers and investors. Loss of Sensitive Data: Data breaches can expose critical information, including personal, financial, and proprietary data, amplifying risks of identity theft and fraud. Tightening Regulatory Landscape: New cybersecurity laws, such as the EU’s NIS2 Directive and Cyber Resilience Act, alongside the US SEC’s disclosure rules, demand stricter compliance from businesses in key sectors. Complexities in Cyber Insurance: Many companies lack clarity on whether their policies cover ransomware or meet legal and operational needs, leaving them exposed to potential financial risks. Ransomware Dilemmas and Legal Risks: Paying a ransom may violate international sanctions, creating additional legal complications for organizations already dealing with cyberattacks. Proactive Cybersecurity Enhancements: Companies implementing advanced cybersecurity measures like MFA, EDR, and immutable backup systems improve their defenses and reduce risks of disruption. AI-Powered Threat Detection: Artificial intelligence enables companies to identify fraud and cyberattacks faster by analyzing patterns and anomalies in real time, minimizing damage, and reducing costs. Increased Demand for Cyber Insurance: As companies across industries seek better coverage, insurers have opportunities to innovate new products, though exclusionary clauses are becoming more common. Business Continuity and Resilience: Organizations with strong cyber hygiene, incident response plans, and dependency mapping are better prepared for attacks and may benefit from reduced insurance premiums. Cybersecurity risk is just one of the five key areas analyzed in the J.S. Held 2025 Global Risk Report. Other topics include sustainability, supply chain, cryptocurrency and digital assets, AI and data regulations. If you have any questions or would like to further discuss the risks and opportunities outlined in the report, email GlobalRiskReport@jsheld.com. To connect with Denis Calderone simply click on his icon now. For any other media inquiries contact : Kristi L. Stathis, J.S. Held +1 786 833 4864 Kristi.Stathis@JSHeld.com

Denis Calderone