Skip to content

Christopher S. Penn – Marketing AI Keynote Speaker

  • Speaking
  • Newsletter
  • About
Book Christopher →
  • You Ask, I Answer: Enforcing Enterprise AI Data Boundaries?

    June 17, 2026

    ·

    ·

    Summary In today's episode, I explain how to enforce data boundaries and prevent AI agents from executing destructive actions with compromised credentials in the enterprise. Here's what this means for you. You treat AI agents exactly like untrusted human contractors and apply the same containment, access control, and oversight strategies you already use for people…

    Continue reading →

  • How to Fix Your AI Prompts: Stop Telling It “Don’t” and Start Telling It “Do

    June 16, 2026

    ·

    Christopher S Penn

    ·

    Pro tip: telling AI not to fabricate or hallucinate is unhelpful if you don’t tell it how. Here’s what someone wrote on LinkedIn recently as part of an “ultimate prompt hack” or whatever superlative they used. Never fabricate: – statistics – articles – people – URLs – etc. I shook my head. This will work…

    Continue reading →

  • You Ask, I Answer: Avoiding Enterprise AI Lockin?

    June 16, 2026

    ·

    ·

    Summary In today's episode, I tackle the enterprise-level question of how to avoid replacing vendor lock-in with agentic platform lock-in by building local AI inference capabilities. Here's what this means for you. You'll gain pricing independence and operational control over your AI by owning inference hardware rather than depending solely on cloud providers like OpenAI…

    Continue reading →

  • The Middle Is Gone: How the Disappearing Midmarket Is Forcing Every Business to Choose Luxury or Survival

    June 15, 2026

    ·

    Christopher S Penn

    ·

    Luxury. Enterprise. Upmarket. If you’ve not been following markets – especially shadow markets – you have not seen these shifts in the last 3 months: Every AI company is chasing enterprise customers hard now. Anthropic’s swimming upstream as fast as it can, with its competitors on its heels. Consumer brands of every kind have pivoted…

    Continue reading →

  • You Ask, I Answer: Implementing Real Enterprise AI Governance?

    June 15, 2026

    ·

    ·

    Summary In today's episode, I walk through how to implement real governance when AI systems are the ones deciding when to escalate to a human. Here's what this means for you. Treating AI agents like junior employees with managers, reporting mechanisms, and clear performance metrics gives you a practical framework that avoids the governance illusion…

    Continue reading →

  • Almost Timely News: 🗞️ 4 Angles on Local AI (2026-06-14)

    June 14, 2026

    ·

    Christopher S Penn

    ·

    Continue reading →

  • Writing Is Coding: Why Understanding Programming Makes You a Better Writer (and Vice Versa)

    June 12, 2026

    ·

    Christopher S Penn

    ·

    All language is code, and writing is coding. Yesterday during the SmarterX AI Writer’s Summit, one of my session attendees said, after hearing me speak about using agentic AI to write a fiction novel: ‘But am I “writing” a trashy romance novel or am I “programming” one.’ ALL language is code, and writing is coding.…

    Continue reading →

  • You Ask, I Answer: HIPAA Compliant Enterprise AI LLMs?

    June 12, 2026

    ·

    ·

    Summary In today's episode, I break down what a HIPAA compliant LLM actually means in practice for clinical enterprise deployments. Here's what this means for you. You must guarantee that patient data never leaves your control, which means running local AI infrastructure instead of leaning on cloud tools like ChatGPT or Claude. You'll also learn…

    Continue reading →

  • So What? How to Get Started with llms.txt

    June 12, 2026

    ·

    ·

    Summary In today's episode, I walk through what LLMs.txt is, why Google now considers it part of site health, and how to build one using real analytics data. Here's what this means for you. You learn that LLMs.txt does not boost AI visibility but serves as a curated briefing document that helps AI agents navigate…

    Continue reading →

  • The AI Cost Surprise: How $200/Month Became $7,000 and Why Your Company Should Buy Hardware Before It’s Too Late

    June 11, 2026

    ·

    Christopher S Penn

    ·

    Your company will probably be buying AI hardware at some point if you’re heavy users of it. I ran an assessment this morning in Opcode to see what Trust Insights Claude Code usage was for the last 30 days and see what we would have paid if we were on Enterprise instead of Max 20.…

    Continue reading →

Previous Page
1 … 17 18 19 20 21 … 623
Next Page

Almost Timely Newsletter

Join 294,000+ readers getting weekly insights on AI, marketing, and analytics.

Subscribe Free

Recent Posts

  • Why Small AI Models Like Jev Are Replacing Frontier LLMs for Classification TasksOctober 6, 2026
  • Stop Buying AI Visibility Tools: Get Real SEO Data From Search Console InsteadOctober 5, 2026
  • Almost Timely News: 🗞️ Highly Opinionated Method of Building AI Agent Skills (2026-10-04)October 4, 2026
  • When AI Gets Too Helpful: Preventing Data Exfiltration by Unbounded AgentsOctober 2, 2026
  • Why Always-On AI Agents Are a Resource Nightmare: The True Cost of Meta Muse and Token WasteOctober 1, 2026

Categories

  • #BlogSomething2012 (7)
  • Accessibility (13)
  • Account-based marketing (8)
  • Advertising (831)
  • Affiliates (8)
  • agencies (40)
  • AI (1,977)
  • Almost Timely (470)
  • Amazon (8)
  • analytics (814)
  • Anthropology (4)
  • Artificial General Intelligence (14)
  • Artificial Intelligence (1,592)
  • Assisted Search (2)
  • Attribution (61)
  • Audio (49)
  • Augmented Reality (2)
  • Awakening (587)
  • B2B (53)
  • B2C (6)
  • Bias (43)
  • Blog Tag (5)
  • Blogging (210)
  • Blogroll (10)
  • Blue Belt (10)
  • Books (130)
  • Borrowed Time (2)
  • Brand (135)
  • Buddhism (62)
  • budgeting (15)
  • Business (366)
  • Business Intelligence (6)
  • Careers (217)
  • Chatbots (32)
  • Citizen Analyst (2)
  • Client Service (21)
  • Code (57)
  • Coffee (2)
  • Collaboration (7)
  • Community Management (29)
  • Conferences (168)
  • Content (422)
  • Content Marketing (391)
  • COVID (14)
  • Creative (44)
  • Customer Data Platform (5)
  • Customer Experience (53)
  • Customer Service (33)
  • Dashboards (19)
  • Data (369)
  • Data Science (259)
  • Data Visualization (18)
  • Demand Generation (12)
  • Design (12)
  • Digital Transformation (10)
  • Diversity (17)
  • DIY (15)
  • ecommerce (6)
  • Economy (135)
  • Education (87)
  • Email Marketing (144)
  • Enterprise (18)
  • Ethics (112)
  • Ethnography (2)
  • Facebook (76)
  • Finance (11)
  • Fireside Chat (2)
  • Foodblogging (56)
  • Friday (16)
  • FridayFeeling (2)
  • Funny (10)
  • Future (33)
  • GDPR (12)
  • Generative AI (1,400)
  • Google (233)
  • Google Ads (15)
  • Google Analytics (181)
  • Google Data Studio (30)
  • Google Search Console (22)
  • Google Tag Manager (39)
  • Governance (25)
  • Green Belt (1)
  • Guest Post (13)
  • Health (16)
  • healthcare (5)
  • IBM (51)
  • Influence (65)
  • Influencer Marketing (64)
  • Innovation (18)
  • Instagram (26)
  • Interview (17)
  • Japan (3)
  • Jedi mind tricks (45)
  • Jobs (52)
  • Korean culture (2)
  • Law (209)
  • Leadership (99)
  • Learning (52)
  • LinkedIn (82)
  • LinkedOut (398)
  • Livestreaming (6)
  • Machine Learning (460)
  • Mainstream Media (10)
  • Management (49)
  • Marketing (3,250)
  • Marketing automation (196)
  • Marketing Data Science (280)
  • Marketing Technology (913)
  • Me (10)
  • Measurement (115)
  • Media (10)
  • Messaging (8)
  • Metrics (437)
  • Mind Readings (148)
  • Mobile (20)
  • Money (94)
  • Motivation (18)
  • Music (43)
  • MySpace (7)
  • New media (142)
  • News (9)
  • Newsletter (160)
  • Ninjutsu (111)
  • Non-profit (6)
  • On ko chi shin (97)
  • Parenting (5)
  • Personal branding (43)
  • Personalization (7)
  • Photography (42)
  • Photoshop fun (6)
  • Pinterest (1)
  • Planning (20)
  • PodCamp (70)
  • Podcasting (248)
  • Politics (102)
  • Predictive Analytics (49)
  • Premium Content (1)
  • Presentations (34)
  • Privacy (92)
  • Productivity (166)
  • Professional Development (105)
  • Public Relations (424)
  • Random (9)
  • Rant (69)
  • Real Estate (10)
  • Recipe (7)
  • Red belt (5)
  • Remarketing (5)
  • Reporting (26)
  • Research (44)
  • Review (98)
  • ROI (41)
  • Sales (106)
  • search engine optimization (142)
  • Second Life (7)
  • Security (33)
  • SEO (267)
  • Small Business (31)
  • Social media (557)
  • Social networks (297)
  • Speaking (102)
  • Statistics (29)
  • Story (19)
  • Strategy (1,068)
  • Taxes (5)
  • Technology (577)
  • the5 (5)
  • Thought Leadership (17)
  • TikTok (6)
  • Topic Modeling (10)
  • Training (20)
  • Travel (15)
  • Trends (30)
  • Twitter (108)
  • Uncategorized (13)
  • User Experience (9)
  • Video (324)
  • Videos (1,501)
  • Virtual Reality (4)
  • Watson (23)
  • Webinar (19)
  • White Belt (16)
  • World of Warcraft (58)
  • Writing (32)
  • You Ask I Answer (174)
  • YouTube (107)

Archives

  • October 2026 (6)
  • September 2026 (53)
  • August 2026 (52)
  • July 2026 (48)
  • June 2026 (48)
  • May 2026 (48)
  • April 2026 (62)
  • March 2026 (52)
  • February 2026 (48)
  • January 2026 (48)
  • December 2025 (38)
  • November 2025 (40)
  • October 2025 (67)
  • September 2025 (62)
  • August 2025 (73)
  • July 2025 (48)
  • June 2025 (43)
  • May 2025 (80)
  • April 2025 (83)
  • March 2025 (78)
  • February 2025 (37)
  • January 2025 (39)
  • December 2024 (30)
  • November 2024 (35)
  • October 2024 (49)
  • September 2024 (39)
  • August 2024 (50)
  • July 2024 (40)
  • June 2024 (40)
  • May 2024 (43)
  • April 2024 (32)
  • March 2024 (40)
  • February 2024 (19)
  • January 2024 (33)
  • December 2023 (25)
  • November 2023 (35)
  • October 2023 (38)
  • September 2023 (30)
  • August 2023 (23)
  • July 2023 (26)
  • June 2023 (37)
  • May 2023 (38)
  • April 2023 (46)
  • March 2023 (32)
  • February 2023 (32)
  • January 2023 (33)
  • December 2022 (12)
  • November 2022 (36)
  • October 2022 (45)
  • September 2022 (48)
  • August 2022 (48)
  • July 2022 (49)
  • June 2022 (45)
  • May 2022 (44)
  • April 2022 (49)
  • March 2022 (40)
  • February 2022 (46)
  • January 2022 (48)
  • December 2021 (11)
  • November 2021 (16)
  • October 2021 (19)
  • September 2021 (22)
  • August 2021 (18)
  • July 2021 (12)
  • June 2021 (17)
  • May 2021 (20)
  • April 2021 (20)
  • March 2021 (21)
  • February 2021 (19)
  • January 2021 (20)
  • December 2020 (27)
  • November 2020 (40)
  • October 2020 (48)
  • September 2020 (44)
  • August 2020 (41)
  • July 2020 (46)
  • June 2020 (43)
  • May 2020 (43)
  • April 2020 (49)
  • March 2020 (39)
  • February 2020 (35)
  • January 2020 (53)
  • December 2019 (34)
  • November 2019 (36)
  • October 2019 (41)
  • September 2019 (38)
  • August 2019 (39)
  • July 2019 (45)
  • June 2019 (20)
  • May 2019 (19)
  • April 2019 (21)
  • March 2019 (21)
  • February 2019 (18)
  • January 2019 (21)
  • December 2018 (19)
  • November 2018 (17)
  • October 2018 (23)
  • September 2018 (20)
  • August 2018 (23)
  • July 2018 (15)
  • June 2018 (21)
  • May 2018 (22)
  • April 2018 (21)
  • March 2018 (22)
  • February 2018 (15)
  • January 2018 (15)
  • December 2017 (14)
  • November 2017 (18)
  • October 2017 (19)
  • September 2017 (17)
  • August 2017 (21)
  • July 2017 (13)
  • June 2017 (18)
  • May 2017 (20)
  • April 2017 (14)
  • March 2017 (19)
  • February 2017 (15)
  • January 2017 (19)
  • December 2016 (9)
  • November 2016 (12)
  • October 2016 (16)
  • September 2016 (16)
  • August 2016 (20)
  • July 2016 (14)
  • June 2016 (21)
  • May 2016 (20)
  • April 2016 (18)
  • March 2016 (20)
  • February 2016 (18)
  • January 2016 (17)
  • December 2015 (13)
  • November 2015 (16)
  • October 2015 (12)
  • September 2015 (18)
  • August 2015 (17)
  • July 2015 (16)
  • June 2015 (18)
  • May 2015 (20)
  • April 2015 (18)
  • March 2015 (19)
  • February 2015 (18)
  • January 2015 (17)
  • December 2014 (16)
  • November 2014 (13)
  • October 2014 (20)
  • September 2014 (17)
  • August 2014 (20)
  • July 2014 (15)
  • June 2014 (18)
  • May 2014 (19)
  • April 2014 (17)
  • March 2014 (18)
  • February 2014 (18)
  • January 2014 (19)
  • December 2013 (17)
  • November 2013 (16)
  • October 2013 (20)
  • September 2013 (18)
  • August 2013 (20)
  • July 2013 (20)
  • June 2013 (20)
  • May 2013 (20)
  • April 2013 (19)
  • March 2013 (17)
  • February 2013 (18)
  • January 2013 (20)
  • December 2012 (18)
  • November 2012 (18)
  • October 2012 (23)
  • September 2012 (17)
  • August 2012 (21)
  • July 2012 (19)
  • June 2012 (23)
  • May 2012 (19)
  • April 2012 (20)
  • March 2012 (21)
  • February 2012 (19)
  • January 2012 (20)
  • December 2011 (22)
  • November 2011 (20)
  • October 2011 (20)
  • September 2011 (19)
  • August 2011 (23)
  • July 2011 (24)
  • June 2011 (19)
  • May 2011 (19)
  • April 2011 (19)
  • March 2011 (21)
  • February 2011 (19)
  • January 2011 (18)
  • December 2010 (26)
  • November 2010 (24)
  • October 2010 (19)
  • September 2010 (20)
  • August 2010 (17)
  • July 2010 (17)
  • June 2010 (18)
  • May 2010 (15)
  • April 2010 (15)
  • March 2010 (17)
  • February 2010 (16)
  • January 2010 (12)
  • December 2009 (10)
  • November 2009 (12)
  • October 2009 (15)
  • September 2009 (20)
  • August 2009 (22)
  • July 2009 (21)
  • June 2009 (19)
  • May 2009 (10)
  • April 2009 (11)
  • March 2009 (11)
  • February 2009 (13)
  • January 2009 (12)
  • December 2008 (10)
  • November 2008 (15)
  • October 2008 (19)
  • September 2008 (18)
  • August 2008 (19)
  • July 2008 (26)
  • June 2008 (25)
  • May 2008 (16)
  • April 2008 (24)
  • March 2008 (18)
  • February 2008 (26)
  • January 2008 (22)
  • December 2007 (25)
  • November 2007 (19)
  • October 2007 (20)
  • September 2007 (28)
  • August 2007 (16)
  • July 2007 (30)
  • June 2007 (23)
  • May 2007 (20)
  • April 2007 (26)
  • March 2007 (45)

Christopher S. Penn – Marketing AI Keynote Speaker

Practical, engineering-grade AI strategy for enterprise audiences. No hype, just results.

Boston, Massachusetts · Speaking worldwide

Explore

  • Blog / Insights
  • Speaking
  • Newsletter
  • About
  • Contact

Connect

  • LinkedIn
  • Trust Insights
  • RSS Feed

Newsletter

Almost Timely — weekly AI & marketing insights for 294,000+ readers.

Subscribe Free

© 2026 Christopher S. Penn – Marketing AI Keynote Speaker

Powered by WordPress and CrispyTheme

  • Privacy Policy
  • Terms of Service