Archive | Bear and the Bull

Sector Deep Dives

Your paycheck is late. Healthcare bills aren't.

Jan 7, 2026

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9 min read

Your paycheck is late. Healthcare bills aren't.

The healthcare timing crisis no one's talking about

What the decline of resellers teaches us about defensibility

Dec 16, 2025

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9 min read

What the decline of resellers teaches us about defensibility

Not every visible market is venture-backable

Sector Deep Dives

AI is redrawing the real estate map - where will it lead to?

Dec 14, 2025

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10 min read

AI is redrawing the real estate map - where will it lead to?

The built world is entering its software moment

5 Questions

Nov 26, 2025

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5 min read

5 Questions With Aunt Flow's Claire Coder

How a founder turned reframed period care into public infrastructure

Ilona LV

Sector Deep Dives

What a Wharton sophomore sees in proptech that the industry ignores

Nov 25, 2025

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12 min read

What a Wharton sophomore sees in proptech that the industry ignores

The future of the built world (and a rising new voice)

Elysse Lin

5 Questions

Nov 23, 2025

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7 min read

5 Questions With Percent's Nelson Chu

Why patience, precision, and reputation are the real competitive edge in private credit

Ilona LV

Fintech

If You’re Still Planning Retirement the Old Way, Read This

Nov 4, 2025

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12 min read

If You’re Still Planning Retirement the Old Way, Read This

Inside the infrastructure powering the next 401(k) revolution

The boring secret to billion-dollar outcomes

Oct 28, 2025

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12 min read

The boring secret to billion-dollar outcomes

Why showing up is the ultimate building block

Ilona LV

General

Are you vetting your investors as hard as they're vetting you?

Oct 22, 2025

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8 min read

Are you vetting your investors as hard as they're vetting you?

5 questions every early stage founder should ask a VC

Ilona LV