Would you trust AI to reply to your emails yet?

actually i already did
unless it's a critical email

I'm heavily using AI but I don't trust it. Every step it actually is making I want to review. And it's about code, emails, working with files etc. But for emails I actually useing Superhuman with Superhuman AI. It's not cheapest solution but works really nice in my case.

Yeah, I’d trust AI to write drafts. Been doing exactly that for about two years.
But only in isolated inboxes, not my main one. Context leakage is still a real risk, so I keep experiments sandboxed.

Now I’m actually building a system that uses a local LLM to handle replies. Keeps data private, runs fully on-device, and still learns tone from prior threads. It’s slower than cloud APIs, but worth it for control and compliance.

The real test isn’t whether AI can write — it’s whether it can decide when not to. That’s where local reasoning + context boundaries start to matter.

This looks interesting. I’ve tried a few “AI inbox” tools before but most of them feel like they’re trying to replace Gmail instead of working with it. That never sticks because people have too much muscle memory built around their inbox.

What you described about keeping the same Gmail setup but just making it smarter actually makes sense. The part about learning your tone and workflow is what got my attention. Most tools just copy-paste generic responses that sound robotic.

For me, the biggest pain is context switching. I can handle volume, but jumping between threads and remembering what each person said kills my focus. If AI could truly understand that context and keep the conversation flow natural, I’d use it every day.

Curious how deep it goes when learning someone’s writing style. Does it adapt over time or just stick to the initial few examples?

Haha, that’s been on my mind too — I’ve been tinkering with lightweight AI automations lately, including small ones that write short replies or summarize messages. It’s wild how good they’re getting, but the “trust” part still depends a lot on tone and nuance.
I actually built a small test tool using Avery just to see where it breaks — fun learning experience more than anything 😄

That’s a great write-up, Rohan — I completely relate to the Gmail chaos 😅. I’ve tested a few AI-assisted inbox tools myself, and while the tone-matching part has improved a lot, the context awareness still feels off. AI replies often sound “correct,” but not humanly personal.

I’ve been studying user interaction patterns for strategy-based games ), and it’s surprising how similar the emotional timing problem is — even in gaming, users pick up on the smallest cues that break authenticity.

I think once AI learns to adapt tone dynamically (not just mimic it), we’ll finally start trusting it with real conversations.

Nice breakdown, the “AI-bolted-on vs. AI-first” framing is solid.
What I’ve noticed testing similar tools is that people don’t actually want automation; they want reduced friction without losing control.
You’re right, keeping the original Gmail UI is key.
Have you thought about offering a “confidence score” on each AI-generated reply to build more user trust?

Would you trust AI to reply to your emails yet?

I certainly would! Especially if there were granular controls, like three levels of handling replies:

1. Just write it and auto-send it.
2. Draft it, and let me read it first, then send.
3. Hands off - for a small allow-list, never mess with them. I'll handle it.

And I'm torn on booking meetings. I can see how convenient that would be, but having to manage my schedule gives me a fighting chance at remembering a particularly important meeting. I feel like I might lose some important context of why a given meeting was scheduled at a certain time if I'm too far out of the loop. But in general I think this is a fantastic use of a well-tuned AI agent.

YES I DID MOST OF I USE IT

Thanks for sharing - your website and offering looks great! Hoping to need such a tool once my own Virtual CHRO tool is tested and launched! I would trust AI provided there were clear guardrails as to what it cannot respond to and the areas it knows it must avoid where a human is needed to review.

Would you trust AI to reply to your emails yet?

I wouldn't trust AI to do almost anything, to be honest.
Almost any software product that includes AI deserves to have the AI functions disabled immediately or to be thrown to trash straight away.

For me, the trust issue isn't the AI writing quality — it's knowing what's being sent before it goes out. I'd be comfortable with AI handling routine stuff (meeting requests, simple questions), but anything nuanced needs a review first.
Curious how Superinbox handles that. Is it easy to edit drafts before sending, or more auto-pilot?

Depends. Maybe if I can set up a prompt that maintains my tone. Also depends on the context of the incoming email.

No, I would not trust AI to answer my mails, as yet

Congratulations