Collateral Dialogue

MailChannels
Collateral Dialogue

Introducing "Collateral Dialogue," a MailChannels podcast. Join CEO Ken Simpson and selected guests for a thought-provoking exploration of the computer and network security landscape—subscribe on Apple Podcasts, Spotify, or your preferred podcast platform.

Episodes

  1. OCT 31

    Email's Untapped Potential: Nicolas Toper on What's Next

    This episode features an engaging discussion with Nicolas Toper, a seasoned entrepreneur known for founding Crit Send and later Inbox Booster. Nicolas delves into his unique educational journey at the CNA school in France, highlighting how its unconventional night-class system catered to working individuals and shaped his entrepreneurial path. He shares the challenging transition from academia to launching his startups, emphasizing the real-world applications and difficulties of innovating within the email delivery and marketing space. His insights shed light on the evolving landscape of email technology and startup culture, providing a valuable perspective for aspiring entrepreneurs and industry professionals. (00:00:00) - Introduction to Nicolas Toper and the Podcast Theme (00:00:19) - The Enduring Value of Email (00:00:34) - Nicolas' Educational Path and Early Influences (00:03:08) - Starting Crit Send During a Master's Thesis (00:06:06) - The Evolution of Email Technology (00:09:39) - The Founding and Challenges of Crit Send (00:15:16) - Transition to Silicon Valley and Y Combinator (00:19:01) - The Concept Behind Inbox Booster (00:22:13) - Overcoming the Challenges of Spam Filters (00:25:05) - The Role of AI in Enhancing Email Delivery (00:30:06) - How Big Tech Influences Email Practices (00:35:04) - The Potential of AI to Transform Email Usage (00:40:00) - Discussing the Impacts of Silicon Valley Investment Trends (00:44:14) - Future Directions for Email Technology (00:49:35) - The Technical Side of Inbox Booster (00:52:09) - Decentralizing Email to Enhance Security and Accessibility

    58 min
  2. Delivering Email People Actually Want - Laura Atkins, Email Deliverability Expert

    12/13/2023

    Delivering Email People Actually Want - Laura Atkins, Email Deliverability Expert

    In this episode of the Collateral Dialogue, host Ken Simpson delves into the intricate world of email deliverability with Laura Atkins, a renowned expert with over two decades of experience in the field. Laura, an anti-spam and email deliverability specialist, shares her journey from molecular biologist to a leading figure in the email industry, highlighting her contributions and experiences that have shaped today's email landscape. Starting with her early encounters with spam in grad school, Laura narrates her transition into the world of email, discussing her role at MAPS (Mail Abuse Prevention Service), her insights into the development of email technologies, and her eventual foray into consulting. She offers a unique perspective on the evolution of email deliverability, discussing the early days of fighting spam, advising major companies, and the significant changes in technologies and strategies over the years. Laura also sheds light on her current consulting work, helping large organizations and government entities navigate the complexities of email strategy and compliance. She emphasizes the importance of sending communications that recipients actually want, a simple yet profound principle in her approach to deliverability. (00:00:00) - Introduction and Overview of Email Deliverability (00:01:57) - Laura's Background and Move to Ireland (00:03:03) - Transition from Silicon Valley to Ireland (00:05:40) - Early Days of Anti-Spam Efforts (00:09:12) - Working at MAPS and Fighting Spam (00:10:54) - Start of Deliverability Consulting (00:12:10) - Evolution of Email Deliverability (00:16:02) - Modern Challenges in Email Marketing (00:19:10) - Current Trends and Clientele in Deliverability (00:22:44) - The Impact of IP and Domain Reputation (00:27:14) - Advanced Machine Learning in Email Filtering (00:30:34) - Confirmation of Interest and List Management (00:36:02) - Evolution of IP Reputation and its Relevance (00:39:11) - Importance of Domain Reputation (00:44:02) - The Future of Email Service Providers (00:47:35) - Security Risks and Email Deliverability (00:52:03) - Challenges Facing Modern ESPs (00:56:28) - The Role of AI in Email Security

    1h 22m
  3. Cloudflare: Past, present, and future - An interview with John Graham-Cumming, CTO of Cloudflare

    09/28/2023

    Cloudflare: Past, present, and future - An interview with John Graham-Cumming, CTO of Cloudflare

    Description: In this comprehensive discussion, Ken Simpson, CEO of MailChannels, converses with John Graham-Cumming, CTO of Cloudflare, to explore the company's past, present, and future. From discussing the company's journey from its humble beginnings to its IPO, key challenges and milestones, the conversation evolves to reflect on significant events and strategic decisions such as competing directly with Amazon via the R2 Blob Storage engine. Graham-Cumming provides insights into the current state of the "Supercloud" and the integration of AI in their Workers platform. The discourse also ventures into Cloudflare's approach to fostering innovation through their $2.0 billion venture capital fund, the Workers Launchpad, and their unique positioning against major competitors. Future-oriented, the conversation explores Cloudflare's plans to tackle cybersecurity threats, the role of AI and Machine Learning, potential future features, and the company's vision for shaping the future of the internet and digital security. (00:00:00) - Preview(00:01:30) - Introduction to John Graham(00:03:20) - Concept of Supercloud(00:05:00) - Cloudflare's Beginnings(00:08:00) - Evolution to Performance(00:10:30) - DNS and Initial Skepticism(00:13:00) - Growth and Re-architecting(00:16:00) - Importance of Rewriting(00:19:00) - Cloudflare's Evolution(00:22:00) - Developer Environment(00:30:00) - Supercloud and Edge Computing(00:37:15) - Privacy and Regional Restrictions(00:42:30) - AI and Machine Learning in Cloudflare(00:47:45) - Email Security and Cloudflare's Role(00:53:30) - Generative AI and its Applications(00:58:00) - Closing Remarks

    1h 1m
  4. How Canada’s Telecom Regulator Fights Phishing and Spam | Steven Harroun, CRTC

    09/19/2023

    How Canada’s Telecom Regulator Fights Phishing and Spam | Steven Harroun, CRTC

    In this insightful and comprehensive conversation, Ken Simpson, CEO of MailChannels, engages Steven Harroun, Chief Compliance and Enforcement Officer at the CRTC, on a range of critical topics surrounding Canada's digital landscape. Harroun elucidates on the CRTC's role in protecting Canadians from online abuse, providing an in-depth overview of Canada's Anti-Spam Legislation (CASL) and the types of complaints received since its inception. He sheds light on their enforcement strategies, with a particular focus on spam, phishing, and other forms of cyber abuse, including the emerging challenges posed by artificial intelligence. The discussion also ventures into the CRTC's recent policies, its proactive approach towards telecom regulation, and its strategies for managing new threats such as botnet traffic. Harroun delves into the CRTC's efforts to maintain net neutrality, foster transparency, and promote public education on CASL, while also highlighting the complexities of navigating the evolving terrain of technology and communication platforms. (00:00) - Introduction(02:15) - Canada's Anti-Spam Legislation (CASL)(05:30) - Commercial Electronic Messages(08:45) - Malware, Botnets, and Viruses(11:20) - Enforcement and Penalties(14:10) - Scams and Fraudulent Activities(17:05) - The Role of the CRTC in Protection(20:00) - Changing Nature of Complaints(23:15) - Consent and Email Overload(26:30) - Phishing Scams and Government Impersonation(29:45) - Seasonal Scams and Trends(33:00) - Vulnerable Canadians and Scams(39:00) - CRA Tax Scam and Deportation Threats(45:12) - Blocking Emails with Malware and Botnets(50:24) - Challenges of Jurisdiction and Awareness(55:36) - Role of Big Telcos vs. Little Telco(1:00:48) - Importance of Transparency and Reporting(1:05:10) - Prevention and Educating Vulnerable Communities(1:10:22) - Rise of Generative AI in Phishing(1:12:34) - Potential of AI in Spam Calls(1:15:46) - Verifying Information in Age of AI

    1h 17m
  5. How Spamhaus will protect the internet from AI-driven spam and phishing

    09/07/2023

    How Spamhaus will protect the internet from AI-driven spam and phishing

    In this engaging dialogue with Andrew Barrett of Spamhaus, we trace the organization's journey from its inception, discussing the initial vision, early challenges, and the adaptations required as the internet and cyber threats evolved. Highlighting key milestones, the conversation shifts to the present day where Spamhaus is recognized as an authority on IP and domain reputation data. Detailed insights are provided on the importance and management of IP and domain reputation, the impacts of a bad reputation, and recent trends observed in cybersecurity, including the role of artificial intelligence. The conversation concludes with a forward-looking perspective, exploring future challenges in the cybersecurity industry and how Spamhaus plans to address them. The evolution of public blocklists, the company's future vision, and the potential of AI in augmenting both cybersecurity measures and hackers' attacks are also discussed, offering a comprehensive and informative insight into the world of Spamhaus. (00:00:00) - Introduction to AI and Spamhaus(00:01:30) - The Legacy of Spamhaus(00:03:45) - Andrew Barrett's Insights(00:05:20) - The Early Days of Spam(00:07:15) - Evolution of Internet Security(00:09:00) - The Economics of Spam(00:11:30) - Sophistication in Defense(00:14:00) - The Battle Against Spam(00:16:00) - The Advent of IP-Based DNS(00:18:30) - Transformative Moments in Cybersecurity(00:21:00) - Robust Authentication Protocols(00:23:30) - Granular Assessments and Reputation(00:26:00) - Defensive Measures Against Abusive Messaging(00:28:30) - The Role of Infrastructure in Cybersecurity(00:30:00) - Authentication Protocols and IP/Domain Verification(00:33:15) - SPF, DKIM, DMARC, and ARC(00:35:30) - Maintaining a Good Domain Reputation(00:38:45) - The Role of Machine Learning in Traffic Analysis(00:41:30) - The Importance of Network Security(00:44:00) - AI and Cybersecurity(00:47:15) - Ransomware, Phishing, and Mobile Banking Malware(00:49:45) - The Future of Public Block Lists(00:52:00) - Spamhaus' Vision for the Future(00:54:30) - Reflecting on Spamhaus' Impact

    56 min
  6. Fighting Phishing in a Post-GPT World

    07/31/2023

    Fighting Phishing in a Post-GPT World

    Mike Jones, Senior Director of Product Management at Fortra Agari, joins Ken to discuss the past, present, and future of Agari’s fight against phishing. As the originators of DMARC, learn how Mike and the Agari founding team rallied the email industry around this new standard for domain name protection and built a highly successful business helping the world’s largest brands secure themselves against impersonation online. Learn about the impact of phishing attacks on businesses and individuals, highlighting the importance of email authentication and the role it plays in preventing malicious activities. Our conversation concludes with a discussion of the potentially frightening wave of phishing that will be enabled by large language models such as ChatGPT. Don’t miss this exciting and engaging episode! (00:00:00) - Introduction and Background (00:01:19) - Email Security Landscape (00:03:40) - Business Email Compromise (00:06:15) - Threat Landscape Evolution (00:09:20) - The Role of AI in Cybersecurity (00:12:45) - Agari's Strategy and Future (00:15:30) - Simplifying Email Security (00:18:10) - The Impact of Large Language Models (00:20:00) - Identity Over Content (00:23:15) - Business Email Compromise (BEC) (00:26:40) - Landscape of Threats (00:29:50) - Evolution of BEC (00:33:20) - FBI's 2022 Report (00:36:10) - Abuse of Legitimate Services (00:38:45) - Agari's Success Story (00:41:30) - Working with Large Enterprises (00:44:00) - Future of Cybersecurity with AI (00:46:20) - Agari's Future Plans

    47 min

About

Introducing "Collateral Dialogue," a MailChannels podcast. Join CEO Ken Simpson and selected guests for a thought-provoking exploration of the computer and network security landscape—subscribe on Apple Podcasts, Spotify, or your preferred podcast platform.

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