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Engage Squared secures investment to support growth and scale AI innovation

Melbourne, Australia 21 September 2026 – Engage Squared is excited to share that we have partnered with Private Equity firm Alceon to support our growth and expansion across the region.


The investment – the first in the recently launched Alceon Private Equity Access Fund – gives us additional capital and operational support to expand our footprint, invest further in our AI and agent capability, and pursue selective acquisitions. Alceon co-invests its own capital alongside its investors and takes a hands-on, long-term approach to the businesses it backs, an approach the two firms said was central to the decision to partner.

As part of the acquisition, co-founder Stephen Monk will depart Engage Squared, with Alastair Cashen appointed as Group CEO who will lead alongside the existing management team, with Claudia Piscitelli appointed Executive General Manager, Australia.

Alastair Cashen, Group CEO at Engage Squared, said: 

“Engage Squared is in the strongest position we’ve ever been in. Every day we help some of APAC’s leading organisations to turn AI ambition into real business outcomes, moving beyond experimentation to enterprise-scale adoption and transformation.

This investment is about accelerating that momentum. Alceon’s track record of partnering with high-growth businesses, combined with our deep Microsoft expertise and market leadership, gives us the opportunity to invest further in our people, capabilities and customers.

We believe AI represents the most significant technology shift of our generation. As demand continues to grow, this partnership positions Engage Squared to expand our impact, help more organisations realise value from AI, and continue building the market-leading Microsoft practice in our region.”

Zac Midalia, Managing Director and Head of Private Equity at Alceon, said:

“Engage Squared sits at the intersection of two themes where we have strong conviction: the Australian lower mid-market and enterprise adoption of AI. The business has established a commanding position within the Microsoft ecosystem, building an impressive reputation for helping organisations translate AI ambition into practical business outcomes. There is a significant opportunity to invest behind that growth story, both organically and through targeted acquisitions.”

“More broadly, Alceon continues to see compelling opportunities to partner with exceptional founders and management teams operating in sectors benefiting from long-term structural growth. Engage Squared is a best-in-class example of that strategy in action, and we are excited to partner with Alastair and the team to strengthen its position in the market,” said Mr Midalia.

 

About Engage Squared

Engage Squared is a leading Microsoft partner that turns technology ambition into everyday practice. We design, engineer, secure, and land AI business solutions and modern work for large organisations. We put people at the centre of the change, so the capability you invest in becomes the way your organisation actually works.

About Alceon

Alceon is a leading multi-strategy alternative investment manager backing people and great ideas since 2010. We are dedicated to creating superior outcomes for our people, investors and capital partners across a diverse range of asset classes including Real Estate, Private Equity and Hybrid Solutions. We are exclusively focused on, and specialists in, the Australian and New Zealand investment markets.

Media Contact
Nadine Lalor – Marketing Manager Engage Squared

Contact Details 
Nadine.Lalor@engagesq.com 
0421 810 359

engagesq.com