# @chloeshih on YouTube

- **Type:** Video
- **Original URL:** https://youtube.com/watch?v=chWNkwHHSYg
- **Gondola URL:** https://gondola.cc/posts/71546764-chloeshih-youtube
- **Thumbnail:** https://img.gondola.cc/tr:w-,h-,fo-auto/postThumbnails/a70f28b728.jpg
- **Posted:** 2026-10-05T15:00:37.000+00:00
- **Account Owner:** chloe shih ✧･ﾟ (@chloe.shih) — https://gondola.cc/chloe.shih

## Caption

Thank You to Our Sponsor!
✹ Granola: your AI notepad for meetings → https://granola.ai/officedrama

We’ve spent decades making everything faster, easier, and more convenient, but what if we optimized away some of the things that *actually* make us human?

Srinija Srinivasan is basically a founding mother of the internet. She was employee #5 at Yahoo, spent 15 years there as Editor-in-Chief and VP, helped shape how the early internet was organized, chaired the board of SFJAZZ, served on Stanford’s Board of Trustees, and later co-founded Loove, bringing technology and the arts together. And now, she’s building an entirely new kind of college. 

In this ep, we talk about:
→ what it was really like helping build Yahoo! in the early internet
→ what makes the best business partnerships actually work
→ why imagination, creativity, and curiosity matter even more in the age of AI
→ why art is so hard to make money from
→ the human cost of optimizing everything for efficiency
→ why convenience might be the wrong North Star for technology
→ how we can build technology that makes us more human

Submit your Coworker Confessions 👇
https://bit.ly/coworker-confessions

If you like what you hear please follow, rate 5 stars on Spotify and Apple Podcasts ⭐️ and leave a comment! 🫶 It's free~

Apple Podcasts: https://podcasts.apple.com/us/podcast/the-human-cost-of-convenience-ex-vp-yahoo/id1752596006?i=1000793267302
Spotify: https://open.spotify.com/episode/06RGcM3q6c5TdmdsTuSc0k?si=fN0INeWwQhC-SOnnSlQERA&utm_source=copy-link

𝙎𝙊𝘾𝙄𝘼𝙇𝙎
🌸 instagram → https://www.instagram.com/chloe.shih
OD instagram → https://www.instagram.com/officedrama.pod
tiktok → https://www.tiktok.com/@chloeshih
threads → https://www.threads.net/@chloe.shih
linkedin → https://www.linkedin.com/in/chloe-shih/
patreon → https://patreon.com/OfficeDrama

✹ business inquiries: business@colorsofchloe.com

00:00:00 - intro
00:01:21 - meet Srinija!
00:03:54 - how Srinija met Jerry Yang
00:11:05 - studying symbolic systems at Stanford
00:13:59 - working in AI before it was cool
00:18:20 - joining Yahoo as employee #5
00:19:41 - traits of great business partners
00:24:04 - a note from Granola
00:25:17 - surviving the dot-com crash
00:26:17 - are Gen-Z weak?
00:28:50 - knowing when it’s time to leave
00:31:11 - leaving a company well
00:32:32 - money shouldn’t dictate your life
00:36:02 - the value of art
00:41:25 - art vs capitalism
00:45:47 - why art struggles to make money
00:46:31 - can AI replace creativity?
00:50:01 - convenience is killing us
00:52:43 - the human cost of efficiency
00:58:03 - human skills AI can’t replace
00:58:48 - what education gets wrong
01:01:24 - reimagining education
01:02:56 - building Jubilee College
01:08:51 - Srinija on “lean in” culture
01:11:45 - becoming a better partner
01:17:22 - why we should become improvisers
01:18:24 - staying creative in today's world
01:22:32 - performance review
01:29:07 - outro

#officedrama #officedramapodcast #career #technology #ai #yahoo

## Stats

- **Views:** 14,614
- **Likes:** 187
- **Shares:** 0
- **Comments:** 26

## Credits

No public credits are recorded here. This does not identify who made the post.

## Tags

yahoo, officedramapodcast, 5, technology, officedrama, ai, career

---
Copyright (c) Gondola