Will That Work?
The Adrian Tan Show
138: AI, Executive Assistants and Chiefs of Staff | Hoyin Cheung
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138: AI, Executive Assistants and Chiefs of Staff | Hoyin Cheung

What changes when an executive assistant has AI tools in their workflow? Hoyin Cheung returns to The Adrian Tan Show to discuss executive support, delegation and the role of a chief of staff.

Hoyin reflects on Remo’s growth during the pandemic and introduces Hermessi, his venture offering executive assistant and chief of staff services. He explains how assistants are trained, where AI fits into their work, and why trust matters when delegating to a virtual team member.

In this episode:

• Remo’s pandemic growth and the challenges that followed.

• Executive assistants versus chiefs of staff.

• Training, career development and effective delegation.

• Integrating AI into executive support workflows.

• Security, trust and balancing work with personal life.

Originally published in September 2024. Roles, businesses and AI references reflect the original conversation.

Chapters

00:00 Book announcement

01:12 Welcome to season four

01:49 Catching up with Hoyin and Remo

03:18 Remo during the pandemic

05:40 Remo after the pandemic

07:32 Introducing Hermessi

09:35 The importance of executive support

14:03 Training and career growth

16:54 The role of a chief of staff

26:25 AI in executive assistance

33:44 Security and trust with virtual assistants

35:48 Conclusion and resources

Connect with Hoyin: https://www.linkedin.com/in/hoyincheung/

Remo: https://www.remo.co/

Hermessi: https://www.hermessi.com/

More from Adrian: https://www.adriantan.com.sg/

Connect on LinkedIn: https://www.linkedin.com/in/adriantanck/

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