We’re deep into fall, but the billboards aren’t cooling off.
October brought us AI bravado, fintech puns, and a surprising number of developers with a sense of humor. Here’s the latest batch of big, bold, and occasionally baffling boards lighting up the Bay.
Let’s take a drive.
1. Bland — AI customer support even your mom will like.
Finally, a chatbot your mom won’t hang up on.
2. Braintrust — Build AI that works.
Less hallucination, more explanation.
3. Brex — Agents handle the invoice before you open it
That’s intelligent AF* (*and slightly unnerving).
4. Chevron — Bringing power to America’s AI future
The fossil fuel-to-futurism pipeline. Unexpected, ambitious — and a little meta.
5. Cline — For a good time, call…
Developer humor meets psychedelic chaos. You either get it or you Google it.
6. Common Room x Airtable — AI Superpowers for GTM
A multitasking superhero for the sales set. It’s giving SaaS cinematic universe.
7. Conveyor — Security questionnaires done in seconds with AI.
Cross-out copy done right. Clean, clever, and cathartic.
8. Graphite — It’s so over / We’re so back
The emotional rollercoaster of every startup, summed up in one headline.
9. hCaptcha — Stop Fraud with hCaptcha
Agents, bots, or humans — no one’s safe. Cybersecurity with confidence.
10. Kilo — Me trying to figure out Cursor’s pricing
Conspiracy-board chaos meets SaaS transparency. Bonus points for the meme accuracy.
11. Kintsugi — No sales taxation without automation
Revolutionary spirit meets back-office automation. The accountants are rising up.
12. Lambda — The Superintelligence Cloud
Short, ominous, and perfectly confident. If AI had a final boss, this might be it.
13. Mercury — Rethink what banking can do.
A calm, cosmic take on fintech rebellion. Banking, but with better vibes.
14. Newline — Embedded payments built for fintech unicorns
Because even mythical creatures need cash flow.
15. Rillet — ERP minus the PTSD
Finally, someone said it. Therapy for your tech stack.
16. Skyflow — More Compromised PII?
Sarcasm, but make it secure. Minimal design with max paranoia appeal.
17. Snowflake — Know-it-all (in a good way)
When your data platform embraces its inner overachiever. Extra credit for the search bar visual.
18. Stripe x Canva — Canva powers the business of creativity with Stripe
A clean, confident collaboration. Proof that design and payments can actually get along.
19. Tailscale — VPN down? tailscale up.
Developer copy at its finest — efficient, self-referential, and just smug enough.
20. Usercentrics — Ads this big are expensive, but you can’t put a price on trust. Actually, you can.
A billboard with a built-in rebuttal. We love a brand that fact-checks itself.
October’s Takeaways
The AI boom is now a genre. From Lambda’s “Superintelligence” to Brex’s “agents,” every brand’s getting existential.
Humor keeps winning. Rillet and Cline prove that personality beats perfection.
Simplicity stands out. Graphite, Skyflow, Snowflake, and Conveyor make the most of white space and wit.
Partnerships are flexing. Stripe x Canva and Common Room x Airtable remind us that collabs aren’t just for pop stars.
As the nights get longer, the billboards just keep glowing — bold, weird, and wonderfully human.
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