
SaaS, Cloud, and AI Contracts: Where Technology Leaders Lose Leverage
The 186th episode of Coffee with Digital Trailblazers focused on negotiation tactics for SaaS contracts. Key topics included competitive bidding, avoiding auto-renewals, and ensuring data ownership. M...
31 Aug 1h 2min

Shadow AI at Work: Real Risks, Practical Guardrails, Hidden Innovation
The real risks and practical guardrails around shadow AI, which goes beyond traditional shadow IT with new risks including data leakage, agentic AI poor decisions, and potential legal compliance issue...
24 Aug 1h 1min

Beyond Legacy Processes: Engineering the High-Velocity Enterprise
The session sponsored by Camunda, featuring CTO Daniel Meyer, focused on transforming legacy business processes for high-velocity enterprises in the AI era. Meyer highlighted the advantages of orchest...
17 Aug 1h 1min

Networking in the AI Era: A Guide for Digital Transformation Leaders
An expert advisory panel discussed networking in the AI era, emphasized the importance of authenticity, curiosity, and relationship-building. Panelists explored strategies for meaningful connections a...
11 Aug 1h 1min

Evaluating Technologies in the AI Era: Value, Risk, Ecosystem Evaluation
This week's "Coffee with Digital Trailblazers" episode featured industry analyst Maribel Lopez discussing the evaluation of AI technologies. Key topics included the significance of aligning AI selecti...
31 Juli 1h 2min

Does IT Leadership in the AI Era Require an IT Background Anymore?
The 180th episode of Coffee with Digital Trailblazers explored whether IT leadership in the AI era necessitates an IT background. Host Isaac Sacolick and guests discussed the importance of IT knowledg...
17 Juli 59min

Reskilling Mid-Career Leaders: What Senior Talent Needs to Stay Relevant
Our discussion focused on reskilling mid-career leaders in the AI era, featuring Dean Cantave. Participants shared experiences on adapting to AI’s impact on careers, emphasizing critical thinking, col...
13 Juli 1h




















