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Cherry on Top🍒

A monthly letter from Orchard Street & Daly 🍒

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You can’t just have a strong rolodex — you need to have taste

A conversation with Plenty&Co. about our industries’ futures

Hot take: It’s not your agency, it’s you

AUFI’s Nick Bell: your agency isn’t underperforming — you just hired wrong

Hot Take: Not everyone should be a manager

Our cherry-picked takeaways from the book that made Daly a Best Workplace

Hot take: Brands are becoming the landlords of social life

From Ochuko Akpovbovbo: if brands want to act as social infrastructure, they need to build spaces people actually want to live in

Your 2026 Doesn’t Need a Better Plan. It Needs a Better Vision.

Why business coach Holly Howard believes visioning (not planning) is the real foundation of founder clarity. 🌳

Emotional Profitability: The new leadership flex

Our cherry-picked take on what a 1936 bestseller still gets right about connection and culture.

Remember to take a pause (& a breath) before action

What we can learn when we tune into our discomforts

Does branding have a place in early stage VC?

Kelley Arena on how aesthetic signals do (and don’t!) drive investment decisions

It’s high time for a reset

7 cross-industry pros reflect on how they’re mentally preparing for fall

The secret to success is usually less 'sexy' more 'stability'

The most important thing you can do for your business is create an ops manual