I Almost Hired a VA Again. Here's Why I Didn't.
Feb 10, 2026 5:13 pm
I almost hired a virtual assistant last month. Again.
For someone who literally ran a VA company, hired 183 people in six months, and has preached delegation for 15 years, going three years without a VA might seem strange. But here's what keeps happening.
Projects stack up. My to-do list grows. I start thinking, "Okay, it's time. I need a human again." I'll review candidates, look at services, get ready to pull the trigger. And then I do what I always do before bringing someone on — I look at my actual task list. What specifically needs to be done?
Every single time, I stop.
Because as I go through the list, I keep thinking: A bot can do that. A bot can do that. A bot can do that.
And here's the part that really gets me. There have been a couple of times where I identified a specific task and thought, "This one. This is the thing a bot can't handle." And then I looked at it again the next day and realized — oh, now it can.
The boundary of what requires a human keeps moving so fast that by the time I identify the gap, the gap closes.
I'm not telling you this to brag or to suggest you fire your team. I'm telling you because the rate of change right now is unlike anything I've seen in 15 years of building systems. The things that required human judgment six months ago? Many of them don't anymore. And the pace is accelerating.
What actually changed
The real shift isn't any single tool (though I've been moving a lot of my work to Claude, playing with Tasklet.ai for custom automations, and using Superagent.com for agents that actually execute tasks, not just suggest them).
The shift is this: bots used to be rigid. You could automate a process, but if the situation changed even slightly, the whole thing would break. Now? AI agents can handle variance. They make judgment calls. They adjust to context. So you're getting the reliability of automation plus the flexibility that used to require a human.
And this connects to something I've been teaching for 15 years — the real value of automation has never been cost savings or 24/7 availability. It's error reduction. When you get something running where the same result happens every single time, without variance, without forgetting a step, without human error, the value of that to an entrepreneur is priceless.
Now that error reduction is combining with adaptability. That's the inflection point.
What this means for you
The idea of the replaceable founder is expanding into replaceable everything. Replaceable directors. Replaceable managers. Replaceable processes. The question isn't whether this is happening. It's whether you're using it to your advantage.
If you're a founder trying to scale, you don't need to hire five more people to handle five more workstreams. You need to figure out which of those workstreams can be handled by agents. And the iteration speed right now is incredible — I can prototype an automation, test it, refine it, and have it running in production in the same day. No hiring. No training. No managing. No letting someone go if it doesn't work out.
Two questions to sit with this week
First: What am I doing today that could be handled by an AI agent — not theoretically, not someday, but today? I guarantee the answer is more than you think.
Second: What am I doing today that I believe requires a human, but might not require one three months from now? Because that boundary is moving faster than you realize.
The paradox
In a world where AI can do so much, real human conversation — actual access to someone who can think through your specific situation — becomes more valuable, not less. Everything else can be automated. Human judgment becomes a premium offering, not a commodity.
If you're stuck because you can't afford to hire, or you've tried hiring and it hasn't worked, or you're overwhelmed and don't know where to start — this is your moment. The tools exist now to build serious operational leverage without adding headcount. But you have to know how to use them. You have to know where agents make sense and where they don't. You have to know how to design the systems that make agents effective instead of just adding more chaos.
If you want to talk through what's actually replaceable in your business right now, reply to this email. I'd love to hear what you're working on and help you think through what the next version of your business looks like when you're not the bottleneck anymore.
Make it an effective day,
Ari
P.S. Whenever you're ready, here are ways I can help:
→ Listen to the full broadcast on The Less Doing Labs (https://lessdoingacademy.com)
→ Visit talktoari.com for a direct conversation