Dean Swan (Monday.com) - Media Tech Talk #013

Media Tech Talk #013 – Dean Swan (monday.com)

Dean Swan, Head of APAC & Japan at monday.com, joins Daevid Richards and Paul Luckett to explore the evolution of modern work — from spreadsheets and email chains to AI-powered work execution platforms.

As burnout rises and productivity declines globally, monday.com is shifting from being a traditional work management platform to a Work Operating System (WorkOS) designed to execute tasks through automation and AI.

This episode covers agile vs waterfall methodology, hybrid “wagile” approaches, COVID-driven digital acceleration, AI workflow assistants, and how media organisations are planning and delivering content at scale.

In this episode:

(00:00) – Modern work isn’t working

(02:00) – Dean’s journey: Microsoft, Dropbox, monday.com

(06:00) – What makes product-led companies different

(11:00) – Democratizing software & flexibility by design

(16:00) – Work management vs work execution

(21:00) – monday CRM & rapid product innovation

(26:00) – Agile vs waterfall vs “wagile”

(32:00) – COVID, remote work & digital visibility

(38:00) – AI assistants & automated brief intake

(43:00) – Burnout, productivity & the future of work

💬 Guest: Dean Swan – Head of APAC & Japan, monday.co

🎧 Hosts:

Daevid Richards – https://www.linkedin.com/in/daevidrichards/

Paul Luckett – https://www.luckettmediaconsulting.com | https://www.linkedin.com/in/paul-luckett/

Media Tech Talk explores ad tech, media technology, SaaS platforms, AI in business, digital transformation, agile leadership, and the systems shaping the future of work.

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