
Ari Meisel shows you how to optimize, automate, and outsource your way into more time and freedom.
You’ll Learn
- How to build systems that don’t rely on you
- How to deploy AI agents to do work for you
- The rules of effective delegation
About Ari
Ari Meisel is a self-described, “Overwhelmologist” and founder of Less Doing. He helps entrepreneurs who have opportunity in excess of what their infrastructure can support, find focus, flexibility, and freedom in their business. His leadership skills, his coaching prowess, and his ability to inspire leaders to become more agile, have earned him the reputation as the preeminent Entrepreneurial Strategist.
- Book: Less Doing, More Living: Make Everything in Life Easier
- AI Chief of Staff: LessDoing.ai
- Website: LessDoing.com
Resources Mentioned
- AI: Bland.ai
- AI: RetailAI.io
- AI: Tasklet.ai
- App: BlueBubbles
- App: Carbon Voice
- App: Voxer.com
- Book: Emergency: This Book Will Save Your Life by Neil Strauss
- Book: Get Over Yourself: How to Lead and Delegate Effectively for More Time, More Freedom, and More Success by Dave Kerpen
- Past episode: 956: How to Delegate Anything with Dave Kerpen
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Ari Meisel Interview Transcript
Pete Mockaitis
Ari, welcome back!
Ari Meisel
Thanks, Pete. Good to see you.
Pete Mockaitis
Well, I’m excited to dig into your story and what you’ve been up to for the last seven years since your last appearance on How to be Awesome at Your Job. For starters, could you perhaps orient listeners who didn’t catch that one seven years ago, what is Less Doing and what’s that all about?
Ari Meisel
So Less Doing is the productivity methodology that I created, gosh, like 15 years ago now, and it is my company where I do productivity and business coaching for entrepreneurs, founders, executives, all over the world, and have been doing that for about a decade and a half now.
Pete Mockaitis
Yeah, beautiful. And so last time we talked about optimizing and automating and outsourcing. And so we’ll talk about some of that again with some new insights and tools and goodies. But, in your life, this notion of less doing took on a not just sort of a nice to have, but an absolutely critical must-do kind of a vibe. Can you tell us the story?
Ari Meisel
So when I got out of college, I was working in real estate development and construction, and built a big project in upstate New York. But I was really hands-on. I was working my butt off and not living a particularly healthy lifestyle and under a lot of stress, and ended up finding myself in quite a bit of debt when I was 23.
And I was diagnosed with Crohn’s disease. And Crohn’s is considered to be an incurable illness that affects the digestive tract. And I was able to overcome that illness and have been free of it for a long, long time now.
But the main constraint that I was faced with was I went from working 18-hour days to barely being able to get an hour of work done a given day. And that extreme restriction on my time is, honestly, what has led to everything that has come since then because, and it’s an exercise that I take people through, which is, “What would you do if you could only work an hour a day?”
And the question at that point, really, isn’t, “What would you do?” it’s, “What wouldn’t you do?” because if the things that you need to do have to get done by something or somebody, you’re going to have to figure that out so that that hour becomes a thing that only you can do.
Pete Mockaitis
Well, that’s powerful. And can you share with us, so you said you could only do one hour of work for those who are not as familiar with Crohn’s disease and its impact, like what would happen if you tried to push more than that?
Ari Meisel
So it was both a physical and, I’d say, a psychological barrier that I was dealing with because, first of all, any autoimmune disease, you’re, essentially, like at war with your own body, which is challenging in itself.
Crohn’s, again, it affects the digestive tracts. So not only is it difficult to eat and enjoy food and benefit from food, but there’s also like a nutrient deficiency thing that kind of happens because of it. And it just creates all sorts of problems.
So there was, literally, the physical weakness where there were days where I just didn’t even want to get out of bed. And then there were other days where, you’re diagnosed with a chronic and incurable illness, it’s like, “Well, what’s the point of doing any of this other stuff?” So it’s really challenging.
Pete Mockaitis
Absolutely. That’s brutal. So what did you do, precisely, in order to make work fit in an hour?
Ari Meisel
So, at the time, it was very different than things we can do now, of course, with AI. But the framework that I came up with was optimize, automate, outsource in that order. So we have to optimize and look at what we are actually doing and sort of do a bit of an audit, which sounds kind of basic, but most people just don’t do that.
The second step is, once we’ve done that, we look at automation. And, again, automation, the tools at our disposal have changed quite a bit over time, especially in the last year. But we automate what we can and then whatever that’s left over is the stuff that we give to a person that we might outsource or delegate to help with that, whether that’s a virtual assistant or a graphic designer or a coder or whatever it might be.
So it was really the sort of systematic approach to doing that, and that was the personal methodology, the Less Doing, More Living was what it was really called. And then over a few years, that morphed into a bit more of a business-focused methodology, which I would call the replaceable founder.
And the idea there is to make everybody in the business, including the founder, as replaceable as possible by creating systems and processes that stand in for the things that you do at a level that is not at your level of genius, essentially, everything else. And it, again, became this really systematic approach at making yourself more replaceable.
Pete Mockaitis
Okay. Well, could you walk us through some of those steps in terms of the questions, the prompts, the activities that you do when you are optimizing and automating and outsourcing, and maybe share some specific tasks that you, with the condition, ended up working through those three steps?
Ari Meisel
So I’ll give you an example that’s going to sound like a really weird one, but anybody who’s got a family, in addition to their work and their business, and kids might be able to appreciate this. So I have five kids, and I have five kids right now that are in different camps, and camp requires lots of forms to be filled out.
And I can’t tell you how many times I’ve encountered this where there’s entrepreneurs who are also parents and they feel like they have to be the one to fill out the form. Nobody else could possibly do that, “Oh, there are so many questions that I have to answer. And, also, like, it’s for my family, so I’m going to do it.” And there’s a lack of knowledge there and, first of all, in terms of like what actually could be done by somebody else. There’s also an ego thing and, like, a value thing, right?
And the problem with that is, if you’re working, and you’re efficient, you’re making money and you’re supporting your family, great, and then you come home and you have to spend an hour doing paperwork.
Like, there’s this weird stigma, it’s like, “Oh, I couldn’t outsource something like that. It’s personal. It’s for my family. And there’s also no ROI on it.” It’s like, well, there actually is because that hour is something that you could be doing with your family and having the human element there as opposed to sitting and filling out paperwork.
And I promise you, you’re not the best person on the planet to fill out paperwork. There are other people who can do that better than you. And now there’s, you know, AI agents that could do that as well or better.
So that, again, that sounds like a really trivial example, but you have things like that in business all the time where people feel like, “I have to be the one to do it. Nobody else could possibly check the boxes like I do.” And it sounds like I’m being facetious, but that is, literally, like the mindset.
I can’t tell you the number of companies I’ve dealt with where you have a COO of a multimillion dollar company booking travel for the CEO, because that’s the only person they trust to do it, right? Because you couldn’t possibly codify your seat preference and your, you know, the how many hours.
It’s true, though, and it’s crazy. Like, I actually just got off the phone with a client who runs an eight-figure company and he’s got a full-time executive assistant. He books his own travel. He’s got the apps on his phone. He just does it himself. And it’s like, “Okay, sure.” But it’s just so crazy. And that’s the one that comes up a lot.
And then you have the things where people have just been doing it a really long time, and they feel like the reason that they’re able to do it is because they know it better than anybody else. But if you know it that well, you should be able to teach it. It’s a really good sort of, you know, litmus test for how well you know something.
And if you can teach it, not only are you enabling yourself, you get to remove yourself as a bottleneck, but you’re doing something that a lot of people miss out on when they try to delegate something, which is empowerment.
A lot of delegation for people who do it is, “Here’s an annoying thing that I don’t want to deal with or I’m not good at, so I’m going to give it to somebody else who has less context, less information, and, at the same time, I’m expecting them to produce a superior result to what I was going to produce myself. So I’m literally just setting everybody up for failure and then I get to reinforce the idea that outsourcing and delegating doesn’t work for me.”
Pete Mockaitis
Well, I love that so much in terms of, one, getting over yourself. And we had Dave Kerpen on the show who talked about that concept, and has a book with a similar name, in terms of like, “No one could possibly do the camp forms or do the travel the way I like,” or there’s like a hang up, like, “Well, that’s just what a good dad or a good mom would do for their kids. They wouldn’t dream of outsourcing.”
And so you’re directly challenging these internal narratives, which I think is excellent, in terms of, “Well, no, if you took the time to really speak what it is you need in a seat…” because, in a way, I get it a little bit in terms of, like, when I’m choosing between three different flight options, there are trade-offs.
And how do I articulate to another person, “I’m willing to pay an extra $60 dollars if it means that I don’t have to hang with a two-hour layover. So what’s my layover minutes per dollar conversion rate?” Like, how do I algorithmically, contextually convey that? That’s kind of tricky. I don’t know. Ari, how do I do that?
Ari Meisel
So this is going to sound really reductivist, but a lot of times, people don’t convey the outcome that they’re trying to achieve.
Pete Mockaitis
Okay.
Ari Meisel
So I’ll give you a good example. Actually, it’s one of my favorite outsource, one of my favorite virtual assistant stories ever. I was going to Canada. I lived in New York at the time. I was going to Canada for the day to go to an event, that I had to be at the event, I think, at about 8:30 in the morning. And I go to this event somewhat regularly.
But I was sitting in the airport at 5:00 in the morning, or 5:15, whatever. And I get a text on my phone from my virtual assistants at the time that says, “Your flight is getting canceled, but we re-booked you on United Airways. Go over to gate B6.” And I’m like half awake. There’s a bunch of people around me. Nobody’s reacting or saying or doing anything. And I’m like looking around, “Okay.”
So I get up and I start walking, and I get about 100 feet away from the gate and they made the announcement that the flight was canceled and there was, like, pandemonium. And I just walked to the gate, got on the other flight.
And so the virtual assistants had booked the flight for me, and the outsource, what I had delegated was like, “I need to be there by, you know, 8:00 o’clock.” So because my flight got canceled, they didn’t stop and ask me, “Do you want to get on this seat or that?” No, they immediately, going with the goal, they re-booked me on a flight that would get me there and meet my requirements. And that was done.
So, that was amazing. That was like such an awesome experience. But, so, a lot of times we just say, “It’s like, oh, you know, update this spreadsheet with these 150 lines or, you know, sort this email.” But we’re not conveying what the actual outcome is. Like, “Why are we doing this? What are we trying to achieve?”
And to some extent, yeah, sure, sometimes I just need something to get done and I can tell you that. But when there’s any variability and you need to create sort of this sandbox within which a person can feel like they have some autonomy and, actually, not even autonomy, agency to overcome problems and get to that outcome, people engage with that work much better, first of all, because, again, it’s empowering. It’s not just like sweeping crap under the rug.
But what’s really amazing is that, a lot of times, the people who are delegating, the leaders, don’t even have an idea consciously of what that outcome is. They’re just sort of going through the motions.
Pete Mockaitis
Yeah. And with flights, you’re right, it’s, “So I want to appear no later than this time in this location, with the minimum amount of stress and fuss and headache and rush at a reasonable price point for the fare. That’s what I’m up to.” And I guess you can elaborate a little bit, “Here’s what I mean by reasonable. Here’s what I mean by fuss.” And then go at it.
And so, in your case, what I love about that is your delegation resulted in an outcome far better than you could have achieved on your own if you were like out of it in the morning, and then everyone else was in trouble because they didn’t get the memo quick enough because your folks were on top of it. They were watching it and they knew what you needed and, bam, that’s fantastic.
And I felt that in my own world with regard to, I’ve been reluctant to let go. And then when I did, I was like, “Oh, this is just so much better. I should have just done that earlier.” Very true.
Ari Meisel
Exactly. Yeah, and that’s truly the power of delegation, right? It’s really supposed to be a multiplier in that way when you do it correctly.
Pete Mockaitis
Yeah, okay. Well, let us know. So if someone is listening and they don’t want to fill out the camp forms, what’s the trick on this one, Ari?
Ari Meisel
Well, now it’s AI agents. So I’ve built an AI Chief of Staff framework that I share for free on my website, anybody can get it, that is based on my years and years of experience, not only working with hundreds of virtual assistants personally, but running my own VA company. And I really think this thing that I’ve built is better than any of the ones I’ve ever worked with.
And so, actually, I think it’s doing something right now. So this was another good story. So I was on a call yesterday, on a Zoom call, and a text message came in from camp and said, like, there was some waivers missing or something for two of my kids for some place they were going to go next week. And I saw it pop up, I was like, “Okay, whatever.” I got off the call about 20 minutes later and it was already taken care of.
So my iMessages are connected to my agent through a tool called BlueBubbles, and, basically, the agent saw the message and felt like an action needed to be taken, and it logged into the camp website, found the waivers, signed the waivers, which it had done before, so it wasn’t just going completely off the rails, like I had asked it to do that before, and then updated the camp with a text message back saying, like, “These waivers are done.” So that was all done before I even got off the call.
Pete Mockaitis
Well, that is stunning. Wow! Okay. So we just go to LessDoing.com and we can get ourselves Chief Staff Agent like this?
Ari Meisel
For that one, you go to LessDoing.ai.
Pete Mockaitis
Okay. Well, that’s wild. So many questions from that. It’s like, “How do I know it’s not going to go rogue and do something horrifically bad that I don’t want, that I can’t undo?” How do I do that?
Ari Meisel
And I’m not, like, gatekeeping here because it’s free, but there are actually, like, 18 foundational rules that I’ve developed that are in that AI Chief of Staff framework. So it’s actually not that hard to achieve. Everyone worries about, like, hallucinations, all this stuff.
One of the most basic things, there’s two really, really basic rules that I have for the AI agents, which, the fascinating thing about this for me is that you have all this stuff about like, “Oh, this is the 30-word prompt that’s going to turn your business into a billion-dollar company and, like, all these perfect prompts,” and it’s all total BS. There is no such thing as the perfect prompt. You need to have good structures and foundations in place, and then you don’t need prompts.
So, basically, two of those really important foundational rules, which are, well, so this is what I was going say. It’s not an AI skill. It’s delegation is the skill. It’s the same stuff I’ve been teaching forever. So two of those really important rules, which again, I would give these to a human also.
The first one is, anytime you do something, the next step is to verify that you did the thing that you were supposed to do. It sounds really silly, but most people, it’s like, “Have my AI send a whole bunch of emails.” And then the AI comes back and says, “I sent all the emails,” but it didn’t, or the emails were blank, or it wrote them but didn’t send them, or it sent them to the wrong address, you know, all these things.
So every single action that I have an AI agent do, the next step is now go, “You sent an email? Next step is go look in the sent messages and compare what was sent to what you were supposed to do. You’re supposed to put a Slack message? Now go read the Slack message. You’re supposed to write a document? Now go read the…” Again, it sounds basic, but people don’t do that.
Pete Mockaitis
Well, I think that, so people, when you give this duty to a human, I’d say people do it so automatically they don’t even realize that they’re doing it. Because I think about that with Slack, is like I type it, I push enter, you know, I do spend maybe a tenth of a second looking, “Oh, did that text show up in Slack such that it’s sent?”
Likewise, with my emails or attachment, “Did I attach the correct version to this email, and that’s the new updated, freshly saved version to this email? Oh, did this hyperlink that I pasted in, in fact, point to the URL I intended it to point to?” So, in a way, I think many of us are doing it so instantly, automatically, we forget that we are doing it.
Ari Meisel
Some of you are. I am not one of those people. I am not one of those people. Attention to detail is not one of my strong suits. And I’m aware of that. And that’s why I often hire for that when I would hire people. I’ll send it, and then I’ll move on to the next 16 things. And then someone is like, “Hey, you forgot the thing.” And I was like, “Oh, right. Okay.” So, yeah, you’re right.
Pete Mockaitis
Okay. Well, that’s great. Verify that you did the thing. Human or AI, verify that you did the thing. Cool. Next.
Ari Meisel
So that’s one. The other one is I do what’s called a nightly knowledge card. So you can do this kind of anywhere you want. It could be a Google Doc, it could be Notion, it could be Evernote. It doesn’t really matter. I use Trello just because I love Trello.
So every one of my agents, and I’ve got 32 active agents right now, every single night at 11:00 p.m., it updates a Trello card with a comment. And the comment is, “What you accomplished today, what automations ran, what blockers were encountered, what solutions were developed, and what is the plan for tomorrow,” every single night.
I have a couple agents that have been running nonstop for over 160 days now, and so there are over 160 comments on that card. So what that means is two things. One is it never, ever loses track because, every morning, it’s supposed to check that card and know where it’s off to.
So that’s first, like, that’s a very basic sort of cron job, you know, “Check your nightly knowledge card to see what you should be doing and where you’re at and compare that against the instructions that you already have.”
The other one is that, if I ever want to move to a different AI platform, agent platform, or I want to build that into another agent, or have a new agent spin up that’s based on another agent, that entire history is there. So it becomes really difficult, at that point, to sort of go off the rails. It’s not impossible, but it’s very difficult.
Pete Mockaitis
Okay. And so, we’ll drop by LessDoing.ai, but when you talk about an agent platform. For folks who just say, “I just know ChatGPT, I type some things, it’s like a better Google,” what do you even mean by an agent platform? Is that some software we go download or buy somewhere?
Ari Meisel
Yeah, so ChatGPT is an LLM, right, so that is a great resource for getting information, maybe compiling some documents, putting together an image or a presentation. It’s very much a push-pull, right, “I want something. You give me the thing.”
Agents are proactive, where it’s like, “Here’s the outcome. Here’s the goal. Now figure out and go do those things and run all day every day without having to bother me for things.” So a lot of the LLMs have agent platforms, but the most popular ones right now, I would say, are probably Claude Code and Hermes.
And the one that I use, which is Tasklet.ai. So Tasklet is a web-based platform. And, for example, you can take, if you go to that LessDoing.ai, you’re going to get a PDF with the whole framework of the whole Chief of Staff thing. You take that document, drop it into Tasklet and it will build it out for you and start asking you some questions of like, “Connect me to your GMail, and connect me to your calendar and let me get to work.”
Pete Mockaitis
Okay. And you haven’t witnessed anything catastrophic happen to you or any of you the people you’ve hooked up to this?
Ari Meisel
Nothing.
Pete Mockaitis
Okay. Good news. All right. Well, that was a fun deep dive, a little treat. But zooming back out, optimizing, automating, outsourcing, so you’ve got two great rules that you shared with us with regard to when you’re delegating stuff to humans or robots. Any other powerful questions, guidelines, principles you’re using as you consider optimizing, automating, and outsourcing?
Ari Meisel
Yeah, so at a very fundamental level, sometimes we really need to ask why we do things the way that we do them, which again, sounds sort of basic, but they’re the most common answer to why in a business, you know, “Why do we use this accounting software? Why do we use this landscaper that mows the front lawn of our store? Why do we do anything?”
The answer most of the time is, “Well, that’s how we’ve always done it.” And that’s a really, really bad reason to keep doing something. Now, to be fair, a lot of smaller businesses, a lot of bigger businesses, simply don’t have the bandwidth to re-examine those relationships, those tools, consider the migrations. It becomes a very big headache very quickly.
But now with AI, we can do that in such a bandwidth, you know, unlimited way in some cases. So, for example, right now, I’m sitting in the Princeton First Aid & Rescue Squad. We are the EMS provider, the ambulance provider for the town of Princeton, New Jersey, and I am the executive director here. It’s one of my side passions. I’ve been an EMT for about 15 years, and I was a volunteer here for about five years, and now I’m the executive director.
So this is an 86-year-old organization and there were a lot of things in place where it’s like, “Well, that’s the software we always use. And this was how we did these. And this is when we had our meetings,” and every single thing I’m able to say, “Hold on, let me take that bill and give it to my AI agent. I have a
Chief of Staff Agent that I built here. I also have a bookkeeper agent that I built here. Go out and get three quotes. See if this is competitive.”
“Oh, it’s not? Great. Send an email to this person with a negotiation and see if they can match it. Otherwise, let’s switch. Cool.” And that’s been huge for us here. Billing. “We’ve been billing at this rate for about six years now. We probably should bill more, but can we justify that? Well, let’s take all that data and crunch it and see what number we really should be billing at. Here it is. Okay, that’s what we’re going to do now.”
Again, none of this is, like, rocket science. It’s so much easier to just keep going than to be like, “Hold on a minute. Let’s figure out if there’s actually a better way.” It takes more work initially to do that.
Pete Mockaitis
So when you say have an agent go get quotes, that sounds pretty sophisticated in terms of how much guidance do you have to offer? I mean, does that just consist of, “Look up vendor. Find email address for vendor. Email vendor. Describe situation. Ask for price,” and like that’s the series of tasks that they’re up to there?
Ari Meisel
Yeah, I mean, it’s not much more, but that’s the thing, right? Like, it’s not much more complicated than that. And, again, that’s just the thing where people are like, “I couldn’t possibly make that into a binary decision.” It’s like, “Yeah, you can.” “This is what we pay for this thing now. Do you offer this thing and how much do you charge for it? Is that number bigger or smaller than the number that I’m paying now?”
But, seriously, you have people that are like, “Nah, you know, you don’t know these guys and, like, I got to talk to them and explain the whole situation.” No, you don’t. You don’t. And you’re not the best person in the world to do that. No person that I’ve ever met is the best person at describing the situation that they’re in so that somebody else can give them a price for it.
Pete Mockaitis
Oh, I love it. Oh, man, these are some hot takes. Well, I guess, though, the flip side is, sometimes, it’s annoying. When you’re trying to purchase services and you want a price, sometimes the sales folks are trained, “Oh, we don’t give that away without a call. You got to hop on the phone or the Zoom to get that info.”
Ari Meisel
My AI agents can make phone calls.
Pete Mockaitis
Okay. It’s like, “Hello, Ari. What is the price for your coaching services?”
Ari Meisel
So, you know, it’s funny, they’re actually quite good now, because I’ve listened to the recordings of some of the calls, and this is just my anecdotal take. It’s kind of a known thing, I think, in the call center industry, this shouldn’t be shocking to anybody.
But a lot of times, for better or worse, when somebody picks up the phone, if they hear somebody say something with an accent, it’s like, “Well, it’s a telemarketer,” and they hang up. We know that that’s a thing. Same thing with agent. You have people like, “Human. Human. Human.”
So my anecdotal take on this, from my own personal experience, but also from hearing a bunch of these calls, is I don’t think people have a problem with the accent or with the AI, with the automation. I think they have a problem with bad ones where there’s a lack of understanding. There’s a delay. They have to repeat themselves.
The AI that I have right now work, and it’s not my technology. I use Bland.ai and RetailAI, they’re really, really good. And I’ve had people have full-on conversations with the AI where it’s, like, I really can’t tell if they can tell. And if they can tell, they don’t seem to mind.
Pete Mockaitis
Okay. They’re not saying, “You stupid clanker.” You’re not hearing that on the other side?
Ari Meisel
No, I had my AI Chief of Staff call the vet to get, like, a bill. We needed a bill that they hadn’t sent me, whatever. And the AI voice agent spelled our cat’s name for the person at the reception, and it’s a French name.
So, like, they did it perfectly and did it clearly, and the person heard it and they didn’t have to repeat it. The person gave some information back, the AI understood it, didn’t have to repeat it back, like it was a very fluid conversation.
Pete Mockaitis
Okay. Well, this is pretty mind-blowing stuff in that I’ve heard, like, enthusiastic hyped tech bros claim that this is what the future is going to be, and you’re telling me, “Oh, no, I am doing it right now easily without worry or catastrophe or trouble, and it’s been a delight.” That’s what I’m picking up from you, Ari.
Ari Meisel
It’s been the greatest thing I’ve ever experienced in my entire career.
Pete Mockaitis
Okay.
Ari Meisel
Let me just give you just some context to this, right? So do you know what the Jevons Paradox is?
Pete Mockaitis
Oh, I’ve heard of it, but I forgot. Lay it on us.
Ari Meisel
So the original one was from the Industrial Revolution when there was coal production. And, basically, Jevons Paradox says that while we would assume that when something becomes more efficient – a process, an engine, whatever – you need less of it.
In a Jevons Paradox, the opposite happens, and we have this explosion. So coal production was an example of that, right? We could suddenly power all of America with a tenth of the factories, but now we quintupled the number of factories because we wanted to expand so fast. AI is another example of that. I am an example of that.
So I have, you know, famously, I mean, I’ve been quoted for this a bunch of times, but I spent several years where I was probably working 20 minutes a day doing all my coaching and everything, and that was legitimate.
Now I am busier than I’ve ever been in my entire life. And it’s amazing, though, because I think that I’m accomplishing more than a hundred people could accomplish. I have my company, so my coaching business. I am here as the executive director of the Princeton First Aid & Rescue Squad.
I have two other W-2 jobs because people now don’t want to just have me be a coach. They want to hire me on as an employee. For some reason, that’s been a new experience for me. I also sit on several boards. I’m on the school board here in Princeton, which is an elected position. I have five kids, three cats, two dogs, and I’m still able to sit here and have a really great conversation with you, Pete, because of all of this stuff. I have 32 agents working on stuff for me.
Pete Mockaitis
That’s wild. Well, thank you for giving us a taste and a glimpse of that whole world. I wanted to hear about your profound love for asynchronous voice or voicemails. Because if you’re on LessDoing.com, that shows up pretty front and center that you love these voicemails. Tell us what’s so great about them.
Ari Meisel
Okay, so there’s a number of platforms to this. A lot of people are probably familiar with Voxer. You can do this with WhatsApp and iMessage, but they just don’t work as well, in my opinion. So I use Carbon Voice now, that’s my platform of choice. And it is, primarily, a voice platform.
And what I like about that, it’s funny, this actually came out of a weird, specific thing to me, and now this is such a different issue entirely. For so many years, I was known for all the virtual assistant work, I was doing all the outsourcing stuff, so it was always a constant thing where I would have to convince people that they were actually talking to me.
So it would be like, “Hi, Ari, or Ari’s VA, or Ari’s automation.” I was like, “No, no, it’s really me. Like, here’s today’s newspaper, I swear.” And with voice coaching, particularly, I don’t have to say, “This is not a VA. It’s not an automation.” And, of course, now we have voice cloning, but it’s not quite there. People can still tell.
So I don’t know, five, six, no, maybe seven years ago now, I switched from the traditional coaching model of meeting with clients one hour a week, every week, and talking through stuff to fully asynchronous.
So now, instead of a client having to wait till next Wednesday for us to talk for 45 minutes and get the three-minute answer that they need, now they can walk out of a fight with their co-founder on a Friday afternoon, send me a voice message. A couple hours later, I can listen to it, think through my answer and respond to them with like that 90-second silver bullet answer that they need to get through their weekend and focus on other things.
And it’s such a more effective form of coaching, but it also allows me to never miss a soccer game and take my kids to school and pick them up every day because I’m never on someone else’s schedule. Everything is, I mean, 99% of my communication is asynchronous.
Pete Mockaitis
That’s cool. And so, as opposed to email or text message, I mean, you’ve got the richness of the voice and the emotion and the nuance and texture and tone. That’s cool. I guess you also do it faster than you type words. How else are you thinking about this versus email? And how do you deal with email, generally?
Ari Meisel
Yeah, so people, generally, speak four times faster than they type. I certainly do. I’m also a very audio-visual kind of person. So I’m not a great reader. I’ve never been my whole life. It just, I’m that person that reads a page and then they’ve been thinking about something else all the time and have to read the page again.
But, like, I can remember lines from movies that I saw when I was 15. Like, I don’t know that’s a good thing, but it’s just how my brain works. So I can listen and think through a problem with a client and then respond really well.
The other thing is, and this is another limitation I recognize in myself, my initial response sometimes is probably more aggressive than I want it to be because I can get annoyed very quickly because I’ve seen these problems so many times.
So having me have the ability to take a little space and be like, “Yeah, that’s not going to come off right. Let me think through that again.” And even, in some cases, record the voice message and then recall it because I was like, “Nah, that wasn’t what I wanted to say,” it ultimately ends up being a much better experience for the client, and it’s a really incredible, like, sort of learning experience for me as a coach. I get a do-over sometimes.
But I often will say that I can tell more about a situation from the way a client says something than what they actually say. And you just lose that in an email. Plus, at this point, so many, there are so many tools, so many AI tools for writing emails for you, imagine emails for you.
Like, when you’re dealing with voice stuff, you really know that you’re talking to the person. And, again, like, I have voice cloning on the app because it’s built in. So if I type something, it will speak it in my voice, but still, it’s more natural, but you know it’s not actually me. So there’s just something very intimate about that.
And also, one more thing about that, too, is it’s such a common practice, I feel like, for people to outsource their inboxes, which I have never ever been a fan of because I think it’s a real breach of trust, honestly.
And if somebody knows that they’re communicating with someone’s assistant through that person’s inbox, I think it just creates a very weird sort of scenario. This is always private and always like me and them, which is hard to achieve nowadays.
Pete Mockaitis
Right. Well, tell us, what do you have running on your own inbox? I like Superhuman as an app, although it’s still me, Pete Mockaitis, the person, typing out the things. What are you doing there?
Ari Meisel
Just good old Gmail and some good habits.
Pete Mockaitis
Well, but, I mean, so super automation, outsourcing, you know, optimizing, you’re just like tapping away in Gmail?
Ari Meisel
Yeah, yeah. Well, yes, with one caveat. So I actually, unfortunately, I have to use Outlook also for a couple of organizations I’m involved in. I hate Outlook. But, basically, well, yeah, mostly in Outlook. So for certain emails from certain people with certain topics, my AI Chief of Staff will draft emails for me in response. And then I’ll usually just go in.
Pete Mockaitis
Okay, so you review and then send.
Ari Meisel
Yeah, and they’ll send them. But there are also quite a few where it can autonomously just send it without having to draft first. So, like in Slack, for example, this has actually been so fun. So I use Slack with a few different companies, too.
And, for example, I have an AI agent that was building a website for the company because I don’t have the attention to detail. I put it into the Slack channel with six people on the team and like, “Hey everybody, can you check on the website and make any comments of things that you see that are wrong?”
And what was so fun was, so someone would make a comment, “Oh, this page doesn’t load, this link’s broken.” The AI is in Tasklet, the agent, sorry, Taslet is in Slack, so it would immediately be like, “Oh, thanks for catching that. I’ve already rolled that into the next version and deployed it.”
So then the next person is like, “Oh, well, I see this thing and this thing. It would be great if this was here.” “Oh, great idea. Thank you.” So what ends up happening is you go through, you get to like v7 within 20 minutes and each person, we don’t have six people looking at v1 and giving comments. Every person that looks at it is seeing a better version than the last person that looked at it.
And so in a matter of 20 to 30 minutes, you’ve gotten this incredible iteration, and the website is fantastic now. And in that case, I’m not drafting anything. I’m not approving. It’s just going and it’s taking feedback, fixing it, and doing it again.
Pete Mockaitis
That’s really cool. So that was fun for that particular project, rather than we’re emailing a designer or a robot designer, and then waiting. And so, inside your Gmail or Outlook, you are just like a normal person, reading messages and replying to messages that don’t fit into the narrow AI autopiece. Well, you mentioned the AI is drafting kind of logistically, tactically. How does one get an AI up in their Outlook and/or Gmail reading and drafting replies?
Ari Meisel
So a lot of the agent platforms can just do that. You just say, like, “Connect to my Gmail,” and it’ll do that through whatever means it uses. But the key, of course, I would say, is to have it look back through a lot of the emails that you’ve sent to get your style and that sense of style.
The other thing that I’ll do, so I do manage my own inbox for the most part just because I have a whole methodology around this. I’ve been teaching forever called the 3Ds for Inbox Zero. But what I will do is, if I’m unavailable for some reason, like tomorrow, for example, I’m going to be at this event with one of my kids and I will not be on the phone at all for like six or seven hours.
What I’ll usually do in that case is if I get back on my phone and there’s like 60 emails, I’ll just go to my Chief of Staff and be like, you know, “Just triage the inbox.” And so then what it’ll start doing is it can draft, it can archive, it can answer things that it needs to.
And the example I gave of the camp waiver, like if it knows that an action needs to be taken and it knows that it can take that action, it is instructed to just do that and get it done.
Pete Mockaitis
Okay. That’s cool. Well, Ari, tell me, anything else you want to make sure to mention before we hear about your favorite things?
Ari Meisel
People should go to LessDoing.ai. There’s a free, like, five-day boot camp thing. It’s not an upsell or anything. You get this document and you don’t do anything else with it. I think that’ll probably be really eye-opening for people.
Pete Mockaitis
All right. Thank you. Well, now could you share with us a favorite quote, something you find inspiring?
Ari Meisel
It’s a Robert Heinlein quote, and I look at it every year. So it’s, “A human being should be able to change a diaper, plan an invasion, butcher a hog, con a ship, design a building, write a sonnet, balance accounts, build a wall, set a bone, comfort the dying, take orders, give orders, cooperate, act alone, solve equations, analyze a new problem, pitch manure, program a computer, cook a tasty meal, fight efficiently, die gallantly. Specialization is for insects.”
Pete Mockaitis
Okay. And a favorite study or experiment or bit of research?
Ari Meisel
So I’ve been very interested in how environments affect our productivity, mood, all sorts of things, so whether it’s lighting or temperature, or even an interesting one. So I have a thermostat in my office here that doesn’t do anything. Actually, the building temperature is controlled centrally. So I’m not even sure why they set these up when they do this.
But if you give somebody a thermostat in their office and they think that they have control over their thermal environment, they will be more productive and actually happier. So I find a lot of that stuff very, very interesting, how you sort of set up your environment for greater productivity and happiness.
Pete Mockaitis
Okay. And a favorite book?
Ari Meisel
Emergency by Neil Strauss.
Pete Mockaitis
Okay. And a favorite tool?
Ari Meisel
Tasklet.ai probably would be my favorite tool.
Pete Mockaitis
Okay. And a favorite habit?
Ari Meisel
I’ve gone through so many different seasons of exercise in my life, but I’m 43 now and I’ve got kids and it’s busy. Every morning, I do a kettlebell workout before 6:00 in the morning, basically, and sometimes it’s five minutes. But every morning, I pick up that kettlebell and I do something. And I think that that has a really measurable effect on how the day goes for me and mobility and just how I feel.
Pete Mockaitis
Okay. And is there a key nugget you share that really seems to connect and resonate with folks, they quote back to you often?
Ari Meisel
“You can’t read the label from inside the jar.” In seven years, you can say that back to me.
Pete Mockaitis
Yeah, okay. Thank you. And if folks want to learn more or get in touch, where would you point them?
Ari Meisel
LessDoing.com.
Pete Mockaitis
All right. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?
Ari Meisel
Yeah, try to become more replaceable. So, try to take a list of the things you do on a regular basis, 10, 20 things, and then try to pick eight, or 80% of the things. So if it’s 20 things, 16 things from that list that, in six months, you will no longer do anymore. And then figure out if you’re going to optimize, automate, or outsource that thing so that you’re not doing it.
Pete Mockaitis
All right. Ari, thank you.
Ari Meisel
Thanks, Pete.
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