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Sep 15, 2026
What to Automate First in a Small Business
I'm sitting with a man who runs eight hotels and I'm about to ask him the boring questions. Timeline, budget, and do you want this scoped as one process, one department or the whole company. I get about half of that out and he takes the pen off me. "I'm going to take X amount of hours and this is the number of hours and this is the price per hour is what it's going to cost to do this, this process etc. And then we'll make that commitment and then we'll see. But we won't get any commitment beyond that." Fixed hours, fixed price, one process, nothing promised past it. That's a better scope than the one sitting in my own proposal template, and he built it out loud in one breath while I was still reading from mine. Then, unprompted, he widened the starting scope from one hotel to all eight.
Sep 15, 2026
What to Automate First in a Small Business
I'm sitting with a man who runs eight hotels and I'm about to ask him the boring questions. Timeline, budget, and do you want this scoped as one process, one department or the whole company. I get about half of that out and he takes the pen off me. "I'm going to take X amount of hours and this is the number of hours and this is the price per hour is what it's going to cost to do this, this process etc. And then we'll make that commitment and then we'll see. But we won't get any commitment beyond that." Fixed hours, fixed price, one process, nothing promised past it. That's a better scope than the one sitting in my own proposal template, and he built it out loud in one breath while I was still reading from mine. Then, unprompted, he widened the starting scope from one hotel to all eight.

Sep 8, 2026
Google Workspace Automation for Small Businesses in Marin
The best tool in her office is free, and it is the only one she can describe I'm on a call with the owner of a Bay Area design firm and I ask her what's actually working. Not what she bought. What's working. She goes straight to the meeting notes. "Which has been a lifesaver. We used to have somebody sit in the office taking notes." They used to pay a person to sit in the room and write down what got said. That job is now done by a free meeting notes tool and they're still on the free plan. Never upgraded, never needed to. That was the first tool in the whole office she described to me herself. There's plenty else installed in there. Every time I asked about any of it she handed the question over to the person on her team who does the technical side, four separate times in one call. She's not slow and she's not disengaged, she's the founder, she's the one who pushed AI into that office in the first place. She just can't tell you what any of the expensive stuff does. The cheapest thing in the building was the only thing that landed.
Sep 8, 2026
Google Workspace Automation for Small Businesses in Marin
The best tool in her office is free, and it is the only one she can describe I'm on a call with the owner of a Bay Area design firm and I ask her what's actually working. Not what she bought. What's working. She goes straight to the meeting notes. "Which has been a lifesaver. We used to have somebody sit in the office taking notes." They used to pay a person to sit in the room and write down what got said. That job is now done by a free meeting notes tool and they're still on the free plan. Never upgraded, never needed to. That was the first tool in the whole office she described to me herself. There's plenty else installed in there. Every time I asked about any of it she handed the question over to the person on her team who does the technical side, four separate times in one call. She's not slow and she's not disengaged, she's the founder, she's the one who pushed AI into that office in the first place. She just can't tell you what any of the expensive stuff does. The cheapest thing in the building was the only thing that landed.

Sep 1, 2026
The work you can't automate is usually in somebody else's system
Sep 1, 2026
The work you can't automate is usually in somebody else's system


