The Bare Minimum for Professional Etiquette

Picture this: you’ve just hustled to get your five-year-old to school, stressing him and yourself out, because you had someone ask for an early morning meeting as a favor. You finally pull into the office parking lot thinking you’ve just made it, only to receive a notification two minutes before the meeting starts that it’s been declined. No explanation, no courtesy text, just a simple “decline.” Frustration now leads to expletives and the visualization exercise of physically harming a person. THEY WERE THE PERSON WHO ASKED FOR THIS F&*!ING MEETING.

So, breathe Greg. Channel the anger into something productive. I know… a blog. Let’s talk about how to avoid being that person and how to politely decline a calendar invite, especially if you’re the one who F&*!ING initiated it.

0. Respect People’s Time and Humanity

Before ANYTHING. Before I even write “Number 1”, the you have to realize that there are other human beings in the world other than yourself. They have things to do, people to meet, and places to be. When you do something that affects another human being, you need to think about that, and acknowledge that.

1. Acknowledge the Invite Promptly

Ok, now the actual first rule of declining a meeting is to do it as soon as you realize you can’t make it. Don’t leave the inviter hanging, hoping you might attend. This allows the other party to adjust their schedule accordingly and respects their time.

2. Provide a Reason

You don’t need to divulge your entire life story, but offering a brief, genuine reason goes a long way. A simple “I have a conflicting appointment” or “I need to handle an urgent matter” shows that you respect the other person’s time and that your reason for declining is legitimate.

3. Apologize for the Inconvenience

Acknowledge the trouble your cancellation might cause. A polite apology can soften the blow of the declined invite. Phrases like “I’m sorry for any inconvenience this may cause” or “I apologize for the last-minute notice” are courteous ways to show empathy.

4. Suggest an Alternative

If possible, propose an alternative time for the meeting. This shows that you’re still interested in meeting and that you value the other person’s time. For example, “I’m unable to make the 9 AM slot. Could we reschedule for later in the day or perhaps tomorrow morning?”

5. Use the Right Medium

If the meeting is informal or within a small team, a quick email or a message on your company’s communication platform might suffice. For more formal or high-stakes meetings, a phone call or a detailed email is more appropriate. It demonstrates that you take the meeting seriously.

6. Follow Up

If you’re the one who called the meeting, follow up after the decline. This is crucial. A simple message acknowledging the inconvenience and reaffirming the importance of the meeting can keep the professional relationship intact. “I understand the reschedule may have been inconvenient, and I appreciate your flexibility. Looking forward to our meeting tomorrow.”

Example Templates

Here are some templates that I should not have to write, because they should be obvious:

Template 1: The Quick Decline

Subject: Meeting Reschedule Request

Hi [Name],

I’m afraid I have to cancel our 9 AM meeting due to an urgent matter that has come up. I apologize for any inconvenience this may cause. Could we reschedule for tomorrow at the same time?

Thank you for your understanding.

Best,
[Your Name]

Template 2: The Detailed Decline

Subject: Request to Reschedule Meeting

Dear [Name],

I hope this message finds you well. Unfortunately, I need to cancel our meeting scheduled for tomorrow at 9 AM. An unexpected issue has arisen that requires my immediate attention.

I sincerely apologize for the short notice and any inconvenience this may cause. I value our meeting, and your time, and would like to propose rescheduling it to [Alternative Date and Time] if that works for you.

Please let me know your availability, and I’ll do my best to accommodate.

Thank you for your understanding.

Best regards,
[Your Name]

Template 3: The Phone Call Script

“Hi [Name], this is [Your Name]. I wanted to call and apologize for needing to cancel our meeting scheduled for tomorrow at 9 AM. Something urgent has come up. I’m very sorry for the inconvenience. Could we look at rescheduling for later in the week? I appreciate your understanding.”

Conclusion

Cancelling a meeting, especially one you’ve requested, is never ideal. However, handling it with grace, promptness, and politeness can maintain and even strengthen professional relationships. It also shows that you are a human, who actually cares about other humans. Remember, EVERYONE’s time is valuable, and acknowledging that through your actions speaks volumes about your professionalism. So, next time you find yourself in a bind, decline with dignity and respect – if you don’t you’re going to end up .

And maybe, just maybe, save a fellow parent from a stressful morning rush.

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I help companies turn their technical ideas into reality.

CEO @Sourcetoad and @OnDeck

Founder of Thankscrate and Data and Sons

Author of Herding Cats and Coders

Fan of squash, whiskey, aggressive inline, and temperamental British sports cars.

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Is Anyone Working on Agentic Authentication?

Everyone is building AI-powered tools, even people who shouldn’t be. Agents seem to be the next obvious (and big?) step. But these little bots need a secure way to act on behalf of users without causing chaos.

Richard Dulude at Underscore VC wrote about the lack of identity standards for AI agents in this LinkedIn article. I don’t know Richard or Underscore VC (sorry). But, he’s right, traditional authentication assumes either a human or a machine with static credentials, and that doesn’t work for AI agents that need to make decisions and take actions. Companies want accountability (and probably liability), and users need control of what their potentially psychedelic robot is doing on their behalf. This balance doesn’t exist yet.

This is probably for another blog post, but right now, everyone, including the bots, are using human interfaces as a stopgap. OpenAI’s Operator is a great example, agents pretending to be humans to interact with systems that weren’t built for them. That’s fine for now, but eventually, the human interfaces will be an afterthought. Like how “mobile-first” design took over, we’ll be doing “agent-first” design with human-accessible backups. Having a dedicated standard for agentic authentication might be a good first step in that machine-to-machine way of thinking and designing systems.

Agentic Proxy Credentials (APC): A Solution (A Term I Totally Made Up)

I made this up. It’s probably a bad term, but naming things is fun. This doesn’t exist… if you are a large battery and power supply company, don’t sue me. I’m spitballing here.

One possible fix is the “sucked out of my thumb” Agentic Proxy Credentials (APC). This would let users grant their AI agents secure, limited permissions to interact with systems while making sure the right level of oversight are in place. There are things that I wanted to do this very week, but I don’t trust my bots with my actual usernames and passwords:

Stop me talking to Airline Idiot Bots

Talking to airline chatbots is painful. Right now, they can only regurgitate FAQ answers. With an APC, my AI assistant could log into my airline account, check flights based on my loyalty status, and rebook me without you having to touch anything. This would make AI actually useful instead of just a slightly smarter help page.

Paying for small things without having to deal with entering my ACH data AGAIN

I don’t want to give an AI full access to my bank account. But I wouldn’t mind letting it handle small transactions in a controlled way. With APCs, I could grant my assistant time-limited access to approve payments or move money within strict limits. The AI does the work, I stay in control, and my bank account doesn’t mysteriously empty overnight… unless I’m Ambien shopping again.

AI Dungeon Master’s Assistant

D&D is great, but session prep is a time sink. I want an AI that logs into my D&D Beyond account, manages stat blocks, generates lore-friendly content, and even takes session notes. The AI handles the boring admin work, and you get to focus on making your players cry (or cheer, if you’re nice). Yes, serious stuff here.

How It Could Work

There are a few ways to make this happen, I think. I’m no longer allowed to do actual engineering at my own companies I founded, so this blog is my outlet. Everyone needs a hobby.

Is Someone Already Building This?

Honestly, I wouldn’t be surprised if Okta, OAuth, or OpenAI are already working on this and I’m just ranting for no reason. But if they aren’t, they should be. The pieces are all there, someone just has to put them together.

I need this, but I can’t find it. If anyone is working on it, let me know. I’m too busy trying to solve employee gifting at scale at Thankscrate, implementing AI into every existing business at Sourcetoad, and making sure passengers can watch TV and book dinner reservations in the middle of nowhere at OnDeck.