Arjun Pillai
Recent posts focus on hiring & team, demand gen & marketing and product & building.
Brands mentioned (90d)
LinkedIn snapshot
Post performance
Likes + comments per post, last 6 months
Top posts
- 2mo agomediaView →
I keep telling the team this isn't a new form factor, it's the next iteration of the product. Every AI agent before this one lived in a box: a form, a widget, an avatar stuck in the corner. We knew there was a better w…
♥ 147💬 126↗ 0273 total - 7mo agomediaView →
This is a message I sent to my team at Docket. But I'm so worried about it that I thought to post it to all of you too. Anoop Thomas Mathew (AT) taught me the word Sycophancy yesterday while I was trying to explain wha…
♥ 157💬 36↗ 0193 total - 5mo agotextView →
Microsoft has 450M commercial M365 seats. They've sold Microsoft Copilot for 2 years at $30/seat. 3.3% adopted it. When given the choice between Copilot, ChatGPT & Google Gemini, 92% walked past the built-in option.…
♥ 113💬 47↗ 0160 total - 6mo agomediaView →
Finished my speaking at TiEcon 2026 & wanted to flag something I’m helping put together — the AIBoomi Bootcamp, May 18–20. It’s built for Indian founders building in (or moving to) the Bay Area. Three afternoons, three…
♥ 149💬 11↗ 0160 total - 5mo agomediaView →
Last month, I capped how much my team could spend on AI Tools. That decision is exactly why I think we're walking into the trough of disillusionment for AI. Look at the last two weeks. 1. Microsoft pulled Claude Code…
♥ 118💬 15↗ 0133 total
Recent posts
All posts in the feed →- 20d agomediaView →
About 1% of the people on your website submit the form. The other 99% bounce. You did the marketing. You paid for the traffic. They showed up thinking about you, had a question, and left. After about 14 years building…
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When you raise a round, some pieces of the term sheet go untold. I know many founders who optimize for the highest valuation. No harm in optimizing for valuation. You should get a fair price for the finite equity you're…
♥ 79💬 5↗ 084 total - 22d agomediaView →
I lost a deal that I was so confident I'd win. My buyer picked a tool that took 9 months to implement over one that took 9 days (mine) I was astonished on the call when they said they are going with another vendor whi…
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Showed up planning on three hours. Could have easily stayed for six. Docket partnered with sequel to co-host the Human Moments, Agentic Momentum executive dinner at Quince during Dreamforce week. One long table, one con…
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141 days. Zero calls. A $48K deal, closed lost. The CRM named both approvers on day 28. Neither ever showed up. 129 of those 141 days sat in a stage called "Validating sponsorship." That was one of our deals. It opened…
♥ 43💬 7↗ 050 total - 1mo agomediaView →
141 days. Zero calls. A $48K deal, closed lost. The CRM named both approvers on day 28. Neither ever showed up. 129 of those 141 days sat in a stage called "Validating sponsorship." That was one of our deals. It opened…
♥ 38💬 6↗ 044 total - 1mo agomediaView →
Showed up planning on three hours. Could have easily stayed for six. Docket partnered with sequel to co-host the Human Moments, Agentic Momentum executive dinner at Quince during Dreamforce week. One long table, one con…
♥ 67💬 6↗ 073 total - 1mo agotextView →
This week at Pavilion GTM2026 in New York, the marketers I talked to kept asking me the same two questions. Who else has deployed this? Which marketer who has used it can I talk to? They've seen plenty of swanky demos.…
♥ 28💬 2↗ 030 total - 1mo agomediaView →
This week at Pavilion GTM2026 in New York, the marketers I talked to kept asking me the same two questions. Who else has deployed this? Which marketer who has used it can I talk to? They've seen plenty of swanky demos.…
♥ 36💬 2↗ 038 total - 1mo agotextView →
We had an awesome launch of Docket Frameless 45 days ago. But did the AI First Experience really make a difference to our Marketing Metrics? YES - it did change all the metrics. Not just changed, but exponentially incr…
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Your buyers can tell within about fifteen seconds whether the AI on your website actually knows anything. They go home and talk to genuinely good AI every night. So when they hit something on your site that answers a qu…
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OpenAI just announced Dots. SpaceXAI bought https://Dot.com aaaand redirected to Grokbot. Did someone say interception of deals?
♥ 26💬 7↗ 033 total - 1mo agomediaView →
We had an awesome launch of Docket Frameless 45 days ago. But did the AI First Experience really make a difference to our Marketing Metrics? YES - it did change all the metrics. Not just changed, but exponentially incr…
♥ 21💬 0↗ 021 total - 1mo agotextView →
Everyone talks like the AI train already left the GTM station. It hasn’t. Product and engineering have been through a real structural shift. Roughly 90% transformed in a few months. Marketing is sitting at about 10%. Sal…
♥ 52💬 3↗ 055 total - 1mo agomediaView →
We're giving away a Lucid Gravity at Unbound. Come find the Docket team at Booth 9 in Boston, September 16 to 18, and take a look at what we've been building. If you're spending money getting buyers to your website and…
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