Board of Directors


Alessandro Macri'

Alessandro Macri'

Chief Executive Officer

Alessandro is an IT entrepreneur with over 25 years of experience in IT Sales and Executive Management. In the early stages of his career, he worked at global corporations such as Canon, Xerox, and Mondadori Digital in his native country.

He then led for several years his own business, IdeaPc, which later became the largest Compaq servers provider in Southern Italy.

In 2011 he joined Dell, where he led the EdTech Business Development Team based in Montpellier (FR).

In 2013 he was recruited by Certiport, a Pearson VUE business active in industry certification development and distribution, as part of the EMEA Team, where he significantly contributed to the growth of the international business by signing many new partners and by starting several markets from scratch.

In 2018, he started an outsourcing IT Engineering business with Ana Macri, focusing on developing complex learning solutions for the EdTech industries.

Since 2019, he has been working as a freelance consultant for several global organizations, including the Leading Learning Partners Association, contributing to their growth by being in charge of the global sales and business development operations.

Alessandro is fluent in four languages and holds dual citizenship, dividing his life between Switzerland, England, and the United States of America with his wife and three kids.

Ana Macri'

Ana Macri'

Chief Product & Technology Officer

Ana has 12 years of experience in Software Development and Product Management. She graduated in Computer Science at the Politehnica of Timisoara (RO) in 2009 and since then she has been working as Software Engineer for several global corporations such as Accenture, Informa, and Thomson Reuters, where she became a Scrum Master and an Agile Coach.

In 2018, she started an outsourcing IT Engineering business with Alessandro Macri, focusing on developing complex learning solutions for the EdTech industries.

Since 2018 she has been working as Head of Development and Technical Delivery Manager at the Leading Learning Partners Association, a top global IT training provider, where she developed the online learning platform Azure Academy (now Skills Academy), in cooperation with Microsoft.

Ana is fluent in four languages and holds dual citizenship, dividing her life between Switzerland, England and the United States of America with her husband and three kids.

Sinéad Hogan McSweeney

Sinéad Hogan McSweeney

Chief Learning Officer

Sinéad has been a training and certification professional in the IT industry for over 20 years. Previously Vice President of Content Development at Certiport (Pearson VUE), Sinéad administered the development of Certiport’s assessments, test preparation products, and content technologies for some of the world’s largest certification programs, including for clients such as Microsoft, HP, Adobe, Intuit, and Autodesk. Sinéad has developed numerous certification programs from startup to successful, high-volume, global certification programs in the IT industry.

Prior to joining Knowledge Pillars, Sinéad held positions including university lecturer at Trinity College, Dublin; Manager of content development with SkillsPro, Ireland; and consultant in digital educational product development for clients across Europe and the US.

Sinéad holds a Bachelor’s degree in Management Science & Information Systems from Trinity College, Dublin, Ireland.

Jadine Costantiello

Jadine Costantiello

Chief Marketing Officer

Jadine is a Marketing Specialist with 12+ years of experience working for companies such as CTU Training Solutions, one of South Africa’s Top IT Training Providers.

In 2019 she joined the Leading Learning Partners Association as Head of Marketing, where she significantly contributed to establishing and growing the brand awareness of the Association, a consortium of 33 leading training providers in 55+ countries, which was awarded Microsoft Learning Partner of the Year in 2020.

Jadine has a Bachelors Degree in Marketing Management and is a marketing and technology enthusiast.

Bryan Whatley

Bryan Whatley

Vice President Academic Business Unit

Bryan is a veteran of business development, boasting over 30 years of experience in market development, product positioning, and sales.

An IT enthusiast, he has worked at global corporations such as Black&Decker and Certiport, a Pearson VUE business, where he was ultimately VP Sales Europe and, later, VP Strategic Accounts.

Aaron Osmond

Aaron Osmond

Founding Investor and Industry Advisor

Aaron Osmond is a founding investor in Knowledge Pillars. He brings over 30 years of IT Vendor Certification industry experience. As a founding investor, he provides our team with regular strategic guidance and insights as needed to help build our business. Aaron works full time as the US Leader of the Education to Workforce team in the Global Public Sector division of Amazon Web Services. In this role, he consults with state government leaders to help them implement workforce readiness programs that will prepare their students for future cloud careers.

Prior to Amazon, Aaron served as the Vice President and General Manager of the Certiport division of Pearson from 2012 to 2020 where he led their global career and technical education business unit. From 1991 to 2012, Aaron established his career in key leadership roles in the IT education industry at companies such as WordPerfect, Novell, and Microsoft. During this time Aaron also served for 5 years as CEO of Wealth Rock, a large financial education company based in Utah.

From March 2011 until December 2015, Aaron served as a Utah State Senator representing District 10 (South Jordan, Herriman, and West Jordan). During his term, he served on the Public Education Appropriations Committees, the Higher Education Appropriations Committee, and as Chair of the Public Education Standing Committee, and then as Chair of the Economic Development & Workforce Committee.

In July of 2020, Aaron was appointed by the Governor of Utah as Vice-Chair of the Utah Board of Higher Education, where he works with other board members to oversee the state’s 16 higher education institutions. Aaron is a passionate advocate of the importance of access to degree and technical education programs for students in both our public and higher education systems in the state of Utah.