• Developing Your Personal Brand: Best Practices From Thought Leaders
    2026/04/10
    This episode of Coffee with Digital Trailblazers, hosted by Isaac Sacolick, features a discussion on personal branding and thought leadership in technology. Key speakers shared their experiences and best practices, emphasizing authenticity, consistency, and gradual progress in building a personal brand, likening the journey to a marathon rather than a sprint. Chapters
    • (00:00:01) - Coffee With Digital Trailblazers
    • (00:01:17) - A toast to Thought Leaders at the Coffee Hour
    • (00:03:20) - A Taste of the Blog
    • (00:04:48) - Lead From The trenches: My
    • (00:10:07) - How to Build a Brand Through Digital Speaking
    • (00:12:20) - CIO Network: The First Moment
    • (00:17:38) - CIO Confessions: Personal Brand
    • (00:21:12) - Speaking Out Loud
    • (00:23:14) - Cyber Resilience: The 5 Ps
    • (00:25:08) - Cyber Resilience: The challenge of communicating your message
    • (00:28:59) - Have You Got a Brand?
    • (00:34:19) - Developing Your Personal Brand
    • (00:36:11) - Coffee Hour for Introverts
    • (00:40:50) - Heather's Advice for Publishers
    • (00:42:48) - How to Build a Brand on LinkedIn
    • (00:47:16) - How to Build a Personal Brand
    • (00:49:54) - Caffeine Hour: Nora's Journey
    • (00:50:32) - What are some of the realities people should have as they're embark
    • (00:53:59) - Derek Martin on Spelling Your Brand
    • (00:57:05) - Writing for Social Networking
    • (00:57:43) - How to Build a Brand with Your Friends
    • (00:58:27) - A Week in the Life of Band
    • (00:58:50) - AI Coding Competencies
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    1 時間
  • Redefining Data Governance: Is the Data Owner Role Obsolete in the AI Era?
    2026/04/03
    The meeting, hosted by Isaac Sacolick, focused on redefining data ownership in the AI era. Panelists discussed evolving responsibilities, emphasizing context-specific governance, AI readiness, and accountability. They highlighted key challenges, including managing complex data contexts and the need for data owners to possess AI literacy, distinguishing between generative and agentic AI approaches. Chapters
    • (00:00:00) - Coffee With Digital Trailblazers
    • (00:00:32) - Is the Data Owner Role Obsolete in the AI Era?
    • (00:03:22) - The Data Owner's Role in the AI Era
    • (00:05:47) - Interview
    • (00:07:02) - The role of a data owner in the AI era
    • (00:08:11) - The New Data Ownership: What's the Role of the Traditional
    • (00:13:51) - Data Owners and Their Expanded Role
    • (00:16:21) - The Role of Data Owners in the AI Era
    • (00:18:37) - On Data Ownership in the Agentix Era
    • (00:24:00) - data owners: The role of AI agents in the AI era
    • (00:29:06) - The Need for Context in AI
    • (00:34:09) - Coffee With Digital Trailblazers
    • (00:36:09) - How should data owners express who, when, how to use their
    • (00:40:54) - Data Governance: The Context of AI
    • (00:42:19) - Data ownership and the resilience of the organization
    • (00:44:05) - The CDO's role in AI Governance
    • (00:54:41) - Inventing the Agent in the Digital World
    • (00:56:10) - Data Governance: Agile vs. SAS
    • (00:57:46) - The New Data Owners: Final Thoughts
    • (00:58:50) - Coffee With Digital Trailblazers
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    1 時間 1 分
  • Managing AI Agents: New Skills, Operating Models, and Tools
    2026/03/20
    In a recent episode of "Coffee with Digital Trailblazers," participants discussed the management of AI agents. Host Isaac Sacolick and guests debated whether organizations should treat AI agents like employees. Insights highlighted concerns over performance management approaches, emphasizing the need for governance and effective monitoring of AI capabilities. There's a growing consensus that stronger oversight frameworks are essential for the responsible deployment of AI agents in enterprises. Chapters
    • (00:00:00) - Coffee With Digital Trailblazers
    • (00:01:16) - How to Manage AI Agents
    • (00:02:26) - Will AI Agents Get the Accountability They Deserve?
    • (00:06:10) - AI Agents Boot Camp
    • (00:10:10) - How to Manage AI Agents
    • (00:11:01) - Should We Manage AI Agents Like Employees?
    • (00:15:12) - Decision Management in the AI Era
    • (00:16:29) - Is There a Rogue AI?
    • (00:24:41) - Should We Manage An AI Agent Like a Person?
    • (00:29:08) - Should We Manage AI Agents? (2 Votes
    • (00:31:22) - Coffee With Digital Trailblazers
    • (00:33:15) - How to Monitor and Control AI Agents
    • (00:36:30) - Are You Going to Put AI Agents Through Performance Management?
    • (00:39:52) - How to Manage AI Agents?
    • (00:44:03) - Security Executive Forum: Artificial Intelligence Agents and Threats
    • (00:49:35) - Machine Learning and Continuous Testing
    • (00:51:44) - Agile Leadership Skills, Operating Model Shift and Tech Capabilities
    • (00:55:26) - What an AI Native Professional Looks Like
    • (00:56:35) - AI native professionals: What's the Future of Product Management?
    • (00:58:22) - A Taste of the 2019 Star CIO workshop on AI
    • (00:59:53) - Add to Calendar
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    1 時間
  • National Entrepreneurship Week: Opportunities for Digital Trailblazers
    2026/02/20
    Participants Hosted by Isaac Sacolick, CEO of StarCIO Special Guests Tyler James Johnson Digital Trailblazers Joanne FriedmanLiz MartinezJoseph PuglisiMartin DavisJohn Patrick LuetheHeather MayDerrick Butts Summary The episode focused on discussing entrepreneurship and the challenges of becoming a solopreneur, freelancer, or startup founder. Isaac hosted a panel of experienced entrepreneurs, including Tyler, Heather, Derek, Liz, Joanne, Martin, John, and Joe, who shared their personal stories and insights about taking the leap into entrepreneurship. The panelists discussed topics such as resilience, risk management, experimentation, and the importance of having a clear business model and market fit. They emphasized the need for networking, honest advisors, and a well-thought-out go-to-market strategy. The conversation also touched on the financial and personal challenges of entrepreneurship, including healthcare costs and work-life balance. The panelists agreed that while entrepreneurship can be rewarding, it requires careful planning, a strong support system, and a willingness to adapt and learn from failures. StarCIO Research Sources 80% of small business owners say they would still start their business if they had to do it over again. U.S. BankTotal full-time self-employment in the U.S. hit its highest annual level on record in 2025, with about 16.77 million people self-employed full-time – SBE CouncilTotal Entrepreneurial Activity in the U.S. is at a historic high: 19% of adults are actively starting or running a new business – GEMGlobally, roughly 20% of adults are involved in entrepreneurial activity, around 582–665 million people. TKG•40% see good opportunities but won’t start a business because of fear of failure Chapters (00:00:00) - Coffee With Digital Trailblazers(00:00:18) - Coffee With Digital Trailblazers(00:02:01) - National Entrepreneurship Week(00:05:02) - Coffee Hour(00:05:24) - Pivot: The Entrepreneur's Story(00:06:02) - Tell me a Story about DevOps(00:09:13) - Making the Leap: Executive Search Company(00:12:39) - Exploring the Need for Continuity in Business(00:17:47) - What Pushed You To Take The Leap?(00:20:51) - Pushing the Big Leap(00:24:34) - Pivots and the Solopreneur(00:27:50) - Solo Entrepreneur: Change of Mindset(00:29:41) - Pivoting: Small Businesses(00:33:04) - John Stamatis on Leaving His Old World(00:33:43) - The Challenge of National Entrepreneur Week(00:34:42) - Coffee With Digital Trailblazers: Cross Functional Business(00:35:24) - Culture Fit and Managing AI Agents(00:36:20) - The Essential Sales and Marketing Skills for Digital Trailblazers(00:37:28) - Greed and the Next Wave of Digital Entrepreneurs(00:41:13) - Motivation and Risk in the Continuous(00:45:15) - Exploring Opportunities, Resilience and Risk(00:47:47) - Having a Board of Advisors(00:49:19) - What is a Solopreneur's First Expense?(00:50:34) - What is the Next Wave of Digital Entrepreneurs Need?(00:53:41) - A Few More Things I Learned From Starting a Startup(00:55:37) - Martin Cowen on Work-life balance(00:56:42) - Making Sure Your Clients Are On Track(00:58:10) - 8 Essential Elements for Selection of a Startup Market(01:00:02) - Coffee World: Digital Trailblazers
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    1 時間 2 分
  • CIO and CMO: Partnering on AI to Drive Growth
    2025/12/05
    Participants Hosted by Isaac Sacolick, CEO of StarCIO Special Guests Adrianna HosfordElena Putilina Digital Trailblazers Joanne FriedmanLiz MartinezJoseph PuglisiMartin DavisJohn Patrick LuetheDerrick ButtsHeather May Summary Today’s panel explored AI’s role in driving revenue and growth through the collaboration between CIOs and CMOs, with discussions centered on customer education, data security, and cross-departmental partnerships. Participants shared their experiences and perspectives on AI implementation in marketing and IT, including the use of synthetic audiences, data analytics, and personalization strategies. The group emphasized the importance of forming cross-functional councils, establishing joint KPIs, and addressing security considerations while exploring future opportunities in areas like health tech and synthetic data. Transcript [00:00:00] Speaker A: Foreign. [00:00:05] Speaker B: Welcome to this week’s Coffee with Digital Trailblazers. Welcome back from the Thanksgiving weekend where we took Friday off and give everybody a break to be with family and to do your shopping and just to to veg out and watch some sports, maybe do some reading. And we are back here this week with a super special episode that I’m very excited about. We’ll be talking about the CIO and CMO relationship and more broadly the relationship between IT leaders and digital marketers and the digital trailblazing leaders in those groups. And how do we partner on AI not just to get more efficiencies or improve our workflow. How are we actually driving growth around this? And I think this is a very important episode. Thank you for joining this week. Part of the reason I’ve been excited about this episode is that we’ve been talking and I’ve been doing a lot of writing about how using AI only for productivity improvements, only for employee experiences and only for workflow gets translated to cost savings. Eventually the CFO catches up with that and gets and calls in the cards and says how are we going to actually realize the cost savings? And most of that ends up coming from headcount. And we’ve seen this rodeo before. For those of you who have led digital transformation efforts, you can’t modernize, you can’t transform by just becoming more efficient or just by improving productivity. You need to transform by using technology and now AI to a competitive advantage. And part of that is looking for ways to dri... Chapters (00:00:00) - CIO & CMO: The CIO-CMO Relationship(00:04:06) - CMO vs CIO: How to Partner with AI at Digital(00:07:00) - What Do You See as the Growth Opportunities in Working With Customers(00:10:13) - CIO Network: Growth Opportunities in the AI Era(00:15:31) - Top Executives: Growth Opportunities in AI(00:18:02) - CIO Network: CMO vs CIO(00:20:30) - CIO vs CMO: Shared Growth Mandate(00:22:33) - What is a Growth Mandate?(00:23:31) - CIO Network: CMO Growth Opportunities and CIO Relations(00:26:48) - Immersive Marketing: Synthetic Audience and Sentiment Analysis(00:30:04) - Coffee With Digital Trailblazers(00:31:53) - CIO and CMO Partner on AI to Drive Growth(00:32:47) - CMO Network: Safety & Security Is Everyone's Job(00:35:30) - CIO Network: The Future of Personalization in Marketing(00:36:52) - AI Partnership: Joint KPIs(00:38:28) - CIO vs CMO: Defining a Growth Mandate for(00:40:46) - Holistic IT: Data-centric Approach(00:44:20) - CMO & CIO Network: On AI(00:47:21) - How to Collaborate with AI in the Future(00:49:15) - Last Thoughts on SEO, AEO and Travel(00:52:01) - CIO Network: How to Build Growth Opportunities with CMO(00:52:39) - CMO & CIO Network: The Future of Data & Security(00:54:29) - AI in Healthcare: Partner on Patient Experience(00:57:36) - CIO Network: Health Tech and Patient Experience
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    58 分