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HC Monthly, September

This month’s theme 👇 Planning For 2026: how enterprises can scale a flexible workforce Human Cloud Monthly, September 2025 Request Invite 📍 Human Cloud Virtual

Matthew MottolaMatthew MottolaSeptember 15, 20252 min read
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This month's theme 👇

Planning For 2026: how enterprises can scale a flexible workforce

Human Cloud Monthly, September 2025

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📍 Human Cloud Virtual Office

🗓️ Thursday, September 25, Noon EST

Overview

It’s budgeting and planning season for the next 4 months. 

Every enterprise leader is under stress to have a flexible workforce strategy right now. They face the pressure of diminished budgets, downsizing, and the workforce preferring independence.  Yet flexible talent spend is still less than 1% of total external spend.

After talking with at least 20 enterprise executives this past week at SIA, it’s clear that companies are struggling to integrate flexible talent within their existing contingent talent program, processes, and infrastructure.   

In this month’s session we’ll focus on how enterprises can scale flexible talent in 2026.

We’ll discuss:

  • Opportunity and Business Case Development – Why enterprises need flexible talent and how to measure success
  • Change Management – How to overcome the yes…then crickets
  • Success Stories – How platforms and solutions have successfully scaled their flexible workforce 
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July, Human Cloud Monthly Recap

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Your Hosts

Matthew Mottola

CEO

Global face of how flexible talent drives growth and innovation.

Former venture backed Founder, Published Author, Microsoft’s Freelance Product Leader, and current Investor in the space.

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Tony Buffum

Head, Enterprise Strategy

Renowned HR expert.

Former VP of HR Client Strategy at Upwork, CHRO at FLIR Systems and VP of HR at Stanley Black & Decker.

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Human Cloud

Human Cloud connects companies to the world's best flexible talent solutions through AI driven search, contextual matching (think Amazon recommendations for business case and feature sets needed), and an embedded service layer that can be managed internally.

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Matthew Mottola

Matthew Mottola

CEO, Human Cloud

Matthew Mottola is the CEO of Human Cloud, the leading sourcing platform for companies to scale their future workforce. A serial entrepreneur, angel investor, and author of The Human Cloud book, published by HarperCollins; Matthew has been at the forefront of workforce tech for 15+ years. With an extended passport, Matthew has lived, led companies, and spoken across 50 international stages, while leading and advising global brands from Microsoft, to Novo Nordisk, to G7 Governments. On any given day you can find Matthew fighting his IDE in Singapore, San Francisco, or his hometown of Newburyport, Massachusetts.

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