2021 Toronto Virtual
CISO Roundtable

#IANSToronto #IANSEvents

Thursday, October 21, 2021 | 8:55 AM - 12:30 PM ET
Web Conference, Toronto, Ontario

This roundtable at the Toronto Virtual Forum is designed exclusively for CISOs and senior level information security executives to learn and share insights in a confidential setting.

The curriculum will incorporate a blend of strategic content, workbook exercises, and peer discussion to help with long-term success as a leader. Session themes for the day include:

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8:55 AM - 9:15 AM

IANS Opening Remarks and Introductions

Keith Gordon

Keith Gordon

Executive Vice-President, Chief Security Officer, CIBC

Keith Gordon is the Executive Vice-President, Chief Security Officer for CIBC with responsibility for Cyber Security, Fraud, Physical Security, Technology Risk Management and Business Continuity/Disaster Recovery/Crisis Management. In his previous role, Keith was the Chief Information Security Officer for Ally Financial with responsibility for Cyber Security, Technology Risk and Business Continuity/Disaster Recovery/Crisis Management. Prior, Keith worked at Bank of America in Global Information Security where he held multiple security and fraud related roles. Keith also held the role of Enterprise Information Security and IT Risk Management executive at Capital One.

Ben Sapiro

Global CISO, Great West LifeCo

Ben Sapiro is the Global CISO of Great West LifeCo and has worked in both security consulting and operations roles. Ben has security oversight for all of Great West LifeCo operating companies including Canada Life, Irish Life, Empower and Putnam. He has lived both sides of the vendor risk management world as a customer and a vendor.

9:15 AM - 10:00 AM

CISO 1:1 Ask-Me-Anything

with Keith Gordon and Ben Sapiro

Two CISOs walk into a bar and… end up talking shop because that’s what we do in infosec. In this session, Keith Gordon, CSO for the Canadian Imperial Bank of Commerce and Ben Sapiro, Head of Technology Risk and CISO for Canada Life, will have a one-on-one interview, candidly discussing their perspectives on:

  • Current events and developments in the security market
  • Running a team & aligning with the business
  • Managing the stress of the job and growing as a CISO

Part way through the session, we’ll open the floor for participation. Come with questions ready and expect to leave with actionable insights from your peers.

10:00 AM - 10:10 AM

Solution Provider Case Study #1

Jeff Freeborough

Jeff Freeborough

Managing Partner of Caldwell Toronto

Jeff Freeborough is the managing partner of Caldwell’s Toronto office and is a member of the firm’s leader team.He is a key member of the Financial Services and Professional Services practices, and is also an active member of the Data, Digital and Technologyand Private Equity and Venture Capital practice teams. Jeff advises clients on search strategy and leads executive level mandates to bring game-changing leaders to their organizations. He specializes in building management teams and boards of directors with an emphasis on transformation –specifically surrounding growth, scale-up, ownership transition, financing/capitalization, transaction, restructuring and culture shift.

Steven Martano

Steven Martano

The Caldwell Partners, Consultant, Cyber Security Practice

Steven Martano is a consultant in Caldwell Partners’ Cyber Security Practice. He recruits across the information security function, including CISOs, CSOs, cyber advisory board members, and cyber leaders in professional services.

Steven spent seven years at Russell Reynolds Associates, where he helped build the Cyber Security and Supply Chain functional practices, serving as a member of the global Corporate Officers practice.

Earlier in his career, Steven worked at Sikorsky Aircraft (then part of United Technologies Corporation), where he led operations and financial planning for multi-billion contracts for the U.S military and key international customers in the Middle East, Asia and South America.

In addition to his professional career, Steven serves as an editor and featured writer at Beyond the Box Score, SB Nation’s baseball analytics platform, and is a contributing columnist to FanGraphs’ The Hardball Times. He holds a BA from The Catholic University of America and a master’s degree in economics & finance from Trinity College.

Shamla Naidoo

Shamla Naidoo

IANS Faculty

Shamla is the Head of Cloud Strategy and Innovation at Netskope and a former Managing Partner and Global CISO at IBM. She is a Board Director at both QBE and Stonebridge Acquisition Capital and a Board Member at ReferencePoint. Shamla’s experience spans 38+ years in a variety of sectors and 6 continents, making her an expert in cross-cultural collaboration and working across industries. She is recognized as a leader in applying security to enable priorities of the business. Her background also includes authoring and teaching several courses for the University of Illinois Chicago School of Law in technology, security, and privacy law. Shamla coaches professionals on leadership, board communication and how to align security with strategic business initiatives. 

10:10 AM - 10:55 AM

Career Development Session

with Jeff Freeborough, Steven Martano, and Shamla Naidoo
IANS is developing a CISO Competency Framework tracking the skills and competencies CISOs need to succeed as they mature in the role, both today and over the next 36 months. During this session, Shamla Naidoo, Former CISO and managing partner at IBM and Independent Director at QBE NA, Caldwell Partners’ Jeff Freeborough and Steve Martano, Partner, Cybersecurity Practice at Artico Search will:

  • Share the highlights of this research
  • Bring in experienced CISOs to discuss how they’ve developed new competencies over the course of their careers
  • Provide Q&A with executive recruiters so you can get feedback on how the market perceives these competencies and what you can do to demonstrate your capabilities

11:00 AM - 11:10 AM

Solution Provider Case Study #2


Rich Mogull

IANS Faculty

Rich is CEO and Analyst for Securosis, an information security research and advisory firm, in addition to Founder and Vice President of Product at DisruptOPS, a cloud environment monitoring platform. Prior to founding Securosis, he was Research Vice President for Gartner’s security team where he also served as Research Co-Chair for the Gartner Security Summit. Additionally,Rich has served as an independent consultant, web application developer, software development manager, and a systems and network administrator.

11:10 AM - 11:40 AM

What CISOs Need to Know About Cloud IR

with Rich Mogull
Extending IR functionality into the cloud is critical as organizations adapt to increased reliance on the cloud and react to the growing threat of attacks originating in the software supply chain. In this session, IANS Faculty member Rich Mogull will cover the critical components of cloud IR that CISOs should be aware of. He’ll discuss:

  • Differences between cloud IR best practices and those for on-prem/data center IR
  • How to either build up your in-house cloud IR capabilities or select the right partner
  • Five tips for preparing for and responding to cloud-related incidents
Expect to come away with clear action steps you can take to start bolstering your cloud IR strategies.

11:40 AM - 11:50 AM

Solution Provider Case Study #3

11:50 AM - 12:00 PM

Vendor Feedback Session

Throughout the roundtable, three vendors will provide short case studies showcasing how they believe their solutions can deliver value. The feedback session is a discussion of those case studies and solutions without the vendor present. It’s an opportunity to get inside intelligence on vendors you may be considering for your environment.
Rear Admiral Paul Becker

Paul Becker

Rear Admiral, USN (Ret)

Rear Admiral Becker is a former Naval Intelligence Officer and senior executive with a unique combination of military, business, cyber security, education and leadership experience. He’s served around the world, afloat and ashore, in peace, crisis and combat. As the CEO of “The Becker T3 Group,” he has a passion for contributing to clients’ organizational development and personal leadership growth by translating military characteristics of “Teamwork, Tone, Tenacity™” into corporate pillars of “Performance, Productivity and Profit.” Paul is a leadership instructor at the U.S. Naval Academy and previously served as a Professor of Practice at the University of Virginia’s Batten School for Leadership and Public Policy. He maintains a Top Secret/Sensitive Compartmented Information clearance

Military service includes; Director of Intelligence (J2) for the Joint Chiefs of Staff where he was the principal intelligence and cyber security advisor to the Chairman, the U.S. Pacific Command in Hawaii, the International Security Assistance Force Joint Command in Afghanistan, Commanding Officer of the Department of Defense’s largest Joint Intelligence Operations Center at U.S. Central Command in Tampa, Intelligence Officer (N2) for the U.S. Naval Forces Middle East in Bahrain and an Assistant Naval Attaché to France.

Paul holds a Masters in Public Administration from Harvard's Kennedy School of Government and a Bachelors of Science from the U.S. Naval Academy. He’s successfully managed multi-million dollar budgets, led large, diverse teams through critical startups, organizational restructuring, and fast track growth. He is Senior Fellow with the Center for Naval Analysis (CNA) and serves on several Boards, including President of the Naval Academy’s Friends of the Jewish Chapel. A dynamic public speaker and author, his articles and presentations have been widely published.

Rear Admiral Becker is the recipient of the National Intelligence Community and Department of Defense’s Distinguished Service Medals and the Ellis Island Medal of Honor. The Naval Intelligence Community recognized RADM Becker in 2016 by establishing the “Teamwork, Tone, Tenacity” leadership award in his honor.

12:00 PM - 12:30 PM

From Good to Great: Attributes that Make the Best Leaders Stand Out

with Paul Becker
What makes the best leaders stand out? In his more than 30 years of service in the U.S. Navy, retired Rear Admiral Paul Becker studied the leaders around him to understand the difference between the good leaders and the ones who are truly great. In this session, he’ll pull from that experience to:

  • Present case studies that demonstrate how great leaders work in real-world situations
  • Unpack the underlying leadership skills that good leaders need to elevate their capabilities
  • Lay out a framework for applying the actions and attributes of great leaders


2021 Toronto Virtual Facilitators


Tim Bernard

Area Vice President, IANS
Tim Bernard is the Area VP for IANS. He’s responsible for new client acquisition as well as customer success and retention in the North. Since joining IANS in 2009, Tim has played a role in growing the business from 50 customers in 2009 to over 300 to start 2020. It’s a true up-and-comer story, starting with his boyhood adoration for the perpetually woeful NY Mets, his Business Economics degree from Providence College, his unrequited love for PC’s Friar Basketball, and decade+ helping CISOs to elevate their missions. There’s never a dull moment in this industry, and he loves the challenge because the mission matters. Tim is married and has 2 kids under 10 years old. Whatever he’s doing, he would probably rather be skiing.

Web Conference

Registrants will receive a logistics email with web conference meeting information one day prior to the event.

Attendee Contact


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