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Joshua Trupin

Dean Bedwell

Expertise: 


Microsoft licensing and negotiation strategies.

Dean Bedwell works with organizations to optimize their Microsoft licensing agreements. He also trains organizations on Microsoft licensing negotiation strategies and tactics.

Before joining Directions on Microsoft, Dean was president of Software Asset Advisors, a software licensing consultancy. Prior to that, Dean spent twelve years at Microsoft in a variety of sales and licensing roles, including management of the Canadian Business Desk responsible for negotiating agreements with enterprise and public sector customers.

Dean received a B.A. in Biology from McMaster University.

Michael Cherry

Expertise: 


Windows client OS, Office communication services, corporate governance.

Before joining Directions on Microsoft in 2000, Michael worked at Microsoft for more than 10 years where he held a variety of technical and marketing positions, including program manager for Windows Embedded and Windows 2000 IntelliMirror. Michael also worked as a technical evangelist for Microsoft’s Developer Relations Group, advising independent software vendors with enterprise resource planning and accounting products on how to exploit Microsoft’s platforms for their products. Before that, he was a senior architectural engineer for Microsoft, assisting Microsoft’s large corporate customers in understanding Microsoft’s strategy and product directions. Prior to joining Microsoft, Michael supported local area networking at a variety of companies, including a large consulting engineering company.

Michael received a B.Sc. from Pace University, an M.B.A. from Regis University, and a J.D. from the Seattle University School of Law.

Jim Gaynor

Expertise: 


Windows Server, enterprise infrastructure, and collaboration tools.

Before joining Directions on Microsoft, Jim was an infrastructure producer for the online gaming division of Wizards of the Coast, working on the popular Magic Duels game. Prior to that, he managed infrastructure and operations for the U.S. and South American offices of Golder Associates, a global consulting engineering firm. Jim also worked at the University of Washington and Ohio State University, where he supported academic and research technology and taught undergraduate computing courses.

Jim received a B.A. in philosophy with studies in computer science from Ohio State University.

Rob Helm

Expertise: 


Product roadmap and corporate organization.

As managing vice president, Rob Helm leads the analyst team and directs coverage of Microsoft’s shifting product roadmap and corporate organization. His 19 years of experience analyzing Microsoft’s technology and strategy allows him to discern the company’s overall direction from the sometimes confusing and contradictory signals it sends to customers and the industry.

Rob previously has led Directions on Microsoft coverage of Microsoft’s database management systems, developer strategy, and embedded platforms. His 13 years of prior experience in the computer industry include research on advanced developer tools, optimization of cluster applications, design of network protocols at the University of Oregon, and design and implementation of databases for the U.S. Navy.

Rob received a B.S. in computer science and mathematics from the University of Puget Sound and an M.S. in computer science from the University of Oregon.

Rob Horwitz

Expertise: 


Microsoft licensing programs and policies.

Rob Horwitz analyzes and writes about Microsoft licensing programs and product licensing rules. He also trains organizations on best Microsoft licensing practices.

Before co-founding Directions on Microsoft in 1992, Rob spent eight years at Microsoft in a variety of software development and technical marketing roles. He was a software developer on the first version of Macintosh Word and marketed Microsoft operating system- and server-based products while in the developer relations, networking product marketing, international, and OEM marketing groups.

Rob holds a B.S. in computer science from the Massachusetts Institute of Technology and an M.B.A. from Wharton.

Wes Miller

Expertise: 


Azure infrastructure services, identity management, and systems management.

Wes Miller analyzes and writes about Azure infrastructure services, including Azure Virtual Machines and Azure Active Directory, and Microsoft systems management technologies.

Before joining Directions on Microsoft, Wes was a product manager and development manager for several Austin, TX, start-ups, including Winternals Software, acquired by Microsoft in 2006. Prior to that, Wes spent seven years at Microsoft working as a program manager in the Windows Core Operating System and MSN divisions.

Wes received a B.A. in psychology from the University of Alaska Fairbanks.

Jeff Parker

Expertise: 


Microsoft organization and partnering strategies.

Jeff Parker oversees Directions on Microsoft's publishing and training businesses. He also advises clients on Microsoft partnering strategies.

Prior to co-founding Directions on Microsoft in 1992, Jeff was vice president in the New York City office of investment bank Sonnenblick Goldman. Before that, he was an analyst and CPA in the Silicon Valley office of PricewaterhouseCoopers.

Jeff holds a B.S. in accounting from California State University at Fresno and an M.B.A. from Wharton.

Rob Sanfilippo

Expertise: 


Visual Studio and other developer tools, C# and other programming languages, the .NET Framework, Azure, Exchange Server, Windows Phone, and Xbox.

Before joining Directions on Microsoft, Rob Sanfilippo 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.

Andrew Snodgrass

Expertise: 


Business applications and services, unified communications, application development, and database management.

Andrew analyzes and writes about Microsoft's data management, ERP, and unified communications solutions.

Before joining Directions on Microsoft, Andrew was vice president of IT for a global Fortune 500 company, where he directed overall IT activities and strategy for the company‘s global operations, including work sharing and collaboration, application design and development, communications, data center operations, security, compliance, procurement, and vendor management. Andrew also started and sold an independent software firm specializing in disparate data integration, cleansing, and analysis.

Andrew received a B.B.A. in information systems from Boise State University and an M.B.A. from Colorado State University.

Joshua Trupin

Expertise: 


Services, developer tools, Office 365.

Joshua Trupin analyzes and writes about Office 365 and Microsoft Services.

Before joining Directions on Microsoft, Joshua spent over 19 years at Microsoft where he guided coverage of developer and IT topics as executive editor of MSDN Magazine and TechNet Magazine. Most recently, Joshua consulted with Fortune 500 companies as an application development manager with Microsoft Premier Developer.

Joshua received a B.A. in psychology from Yale University.

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