Before joining Directions on Microsoft, Rob worked at Microsoft for 14 years where he designed technologies for Microsoft products and services, including Exchange Server, BizTalk Server, and Xbox Live.
Rob received a B.S. in electrical, computer, and systems engineering from Harvard University.
Latest Content by Rob Sanfilippo
Analyst Report
Updated: October 5, 2025 · by Rob Sanfilippo
Copilot Studio Benefits and Risks
Copilot Studio is a low-code tool for building agents that can use generative AI to help users find data and...
Analyst Report
Updated: September 22, 2025 · by Rob Sanfilippo
Microsoft Azure Consumption Commitment (MACC) Brings Discounts, Negotiation Leverage
Microsoft Azure Consumption Commitment is an agreement to spend a specified amount on Azure to get benefits such as discounts...
Analyst Report
Updated: September 12, 2025 · by Rob Sanfilippo
SQL Server Management Studio Update Will Integrate GitHub Copilot
A new version of SQL Server Management Studio, Version 21, brings rejuvenation with a Copilot and other productivity features for...
Charts & Illustrations
Updated: September 8, 2025 · by Rob Sanfilippo
Centrally Managed Azure Hybrid Benefit for SQL Server
Illustration shows screenshot of the centrally managed Azure Hybrid Benefit for SQL Server UI.
Analyst Report
Updated: September 8, 2025 · by Rob Sanfilippo
How to Track Azure Hybrid Benefit Use Rights for SQL Server
Azure Hybrid Benefit could reduce costs for customers using SQL Server–based offerings in Azure, but tracking is required to ensure...
Roadmap
Updated: September 3, 2025 · by Multiple Authors
Compute, Networking, and Infrastructure Roadmap
Describes the components and services of Azure and on-premises datacenter components, including virtual machines, networking, and storage. It discusses the...
Analyst Report
Updated: September 1, 2025 · by Rob Sanfilippo
How to Track Azure Hybrid Benefit Use Rights for Windows Server
Azure Hybrid Benefit for Windows Server promises substantial cost savings, but effective tracking is required to ensure license compliance and...
Webinar
August 27, 2025 · by Rob Sanfilippo
Building and Licensing Copilot Agents
Microsoft is emphasizing an “agentic” approach to AI-based assistants where agents can extend Microsoft 365 Copilot and be made available...