Latest / Business Brain – The Entrepreneurs’ Podcast / FridAI - Cowork vs Chat and $10k to Claude

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FridAI - Cowork vs Chat and $10k to Claude · Business Brain – The Entrepreneurs’ Podcast

• 0:00
  Dave Hamilton: Business Brain episode 771 for Casual Friday Eye, July 17th,
• 0:06
  Dave Hamilton: National Tattoo Day 2026.
• 0:10
  Dave Hamilton: Do you have any tattoos, Shannon?
• 0:12
  Shannon Jean: No, I am clean. You are clean.
• 0:14
  Dave Hamilton: That's a whistle.
• 0:16
  Shannon Jean: But I, you know, I have lots of friends that have them, and they're super popular.
• 0:21
  Dave Hamilton: Yeah.
• 0:21
  Shannon Jean: It's definitely an art form. Some of the stuff that's done is incredible.
• 0:25
  Dave Hamilton: Yeah, for sure. Incredible artist. Yeah. I have three. I have the first one
• 0:29
  Dave Hamilton: I got. It was my wedding ring.
• 0:31
  Dave Hamilton: We got our wedding rings tattooed on. Yeah. That was a long time ago.
• 0:35
  Dave Hamilton: And then I have one each with my kids matching tattoos with each of my kids. Yeah, yeah, yeah.
• 0:43
  Dave Hamilton: That's awesome. Music related that are specific music things with each of the
• 0:48
  Dave Hamilton: kids. That's cool. Yeah, yeah, yeah.
• 0:50
  Shannon Jean: That's awesome. It's a great business. I know a guy that owns a couple two or
• 0:54
  Shannon Jean: three different places. We had him on the show. Did we have him? Oh yeah, we had Noel.
• 0:58
  Dave Hamilton: Yeah, we had Noel on the show. Yeah, yeah, yeah.
• 1:00
  Shannon Jean: His new Nashville place is taken off like crazy. Rockin' on.
• 1:03
  Shannon Jean: It's right next to, you know what it's right next to? I went to visit him and
• 1:07
  Shannon Jean: I pull up and I look and right, literally right next door is Third Man Records.
• 1:11
  Dave Hamilton: Oh yeah.
• 1:12
  Shannon Jean: From Jack White. I'm like, dude, this is like a famous place.
• 1:14
  Shannon Jean: You didn't even tell me where you're next to. He's like, oh yeah,
• 1:16
  Dave Hamilton: I didn't know. It's Nashville. There's a lot of that there.
• 1:18
  Shannon Jean: Yeah, you're right. You're right, you're right. So, hey, I have a question for you, Dave.
• 1:23
  Shannon Jean: Okay. We talked about this a little bit about the difference or when is the
• 1:28
  Shannon Jean: right time to be using like co-work or let's see, who has, Perplexity has one
• 1:34
  Shannon Jean: called Computer, kind of a similar type of thing.
• 1:37
  Dave Hamilton: Yeah, similar.
• 1:39
  Shannon Jean: Yeah, so we'll just stick with Cowork though. Cowork with your AI like Claude
• 1:42
  Shannon Jean: Cowork versus working with Claude in the chat.
• 1:45
  Dave Hamilton: Right, so the chat's like the default view that everybody that's used AI kind
• 1:50
  Dave Hamilton: of has started or generative AI has started with, right, you know,
• 1:53
  Dave Hamilton: and the chat is wonderful.
• 1:55
  Dave Hamilton: I don't want anything I'm about to say to diminish the value of the chat.
• 2:01
  Dave Hamilton: But folks, you've got to stop fricking using the chat.
• 2:05
  Dave Hamilton: It's, it's, it, I, you, um, I had an issue recently.
• 2:12
  Dave Hamilton: Uh, really it doesn't, it's all of these things are like it all comes together.
• 2:18
  Dave Hamilton: Um, if I find that I am in a chat session where I'm trying to get something done, uh,
• 2:28
  Dave Hamilton: If I have gone, there's a couple of kind of signs that I look for now.
• 2:35
  Dave Hamilton: If I have more than five interactions back and forth, I'm immediately asking,
• 2:42
  Dave Hamilton: should I be moving this to co-work? Should I be, you know, so that's one of the things.
• 2:47
  Dave Hamilton: The other is, am I pasting things in constantly? Am I like, am I doing something
• 2:55
  Dave Hamilton: and then taking a screenshot and pasting it in? Like as soon as I'm doing that,
• 2:59
  Dave Hamilton: it's like chat's the wrong thing.
• 3:01
  Dave Hamilton: Or am I, you know, taking files and putting them into co-work?
• 3:05
  Dave Hamilton: If I'm doing that, it's the wrong thing. Like it put me into chat.
• 3:10
  Dave Hamilton: You know, if I'm doing that, it's like, well, wait, wait, I can just point co-work
• 3:13
  Dave Hamilton: at this and it can read the files directly. And I now get to stop copying and
• 3:18
  Dave Hamilton: pasting and all of that stuff. So.
• 3:22
  Dave Hamilton: I have trained myself to really...
• 3:26
  Dave Hamilton: Leave chat as quickly as possible. I kind of treat chat.
• 3:30
  Dave Hamilton: I hadn't thought about this before, but you remember, remember when we used
• 3:33
  Dave Hamilton: to use Google a different way before Google had like AI and had to compete with
• 3:37
  Dave Hamilton: AI, but in the, in the classic Google days, we would go to Google and the point
• 3:42
  Dave Hamilton: was to leave Google to leave.
• 3:44
  Shannon Jean: Yeah.
• 3:45
  Dave Hamilton: Right. As quickly as you could, as quickly as you can. And so that's where I
• 3:48
  Dave Hamilton: am with chat too, is it's like, if I can get a quick answer and I'm finished, great problem solved.
• 3:54
  Dave Hamilton: I rarely start anything in directly in co-work, right?
• 3:59
  Dave Hamilton: I usually start a chat and what'll happen is I'll start a chat and then ask it.
• 4:08
  Dave Hamilton: Okay, hey, whoa, here we are. Like, so, okay, you recognize that you're at a
• 4:12
  Dave Hamilton: spot where maybe moving to co-work is the right thing.
• 4:16
  Dave Hamilton: The best thing to do is ask the chat. Is now the right time to move to co-work?
• 4:22
  Dave Hamilton: And don't stop there that question is always the same for me or some version
• 4:28
  Dave Hamilton: of the same thing it's is now the right time to move to co-work if so write me a prompt,
• 4:36
  Dave Hamilton: to start the co-work session based on this chat because co-work doesn't it kind
• 4:41
  Dave Hamilton: of has the context from your chat but it doesn't have everything,
• 4:45
  Dave Hamilton: right so you want to you want a handoff uh thing and it'll create a markdown
• 4:50
  Dave Hamilton: file that you can just copy and paste in from chat into co-work and then point
• 4:55
  Dave Hamilton: it at the folder you want and you're off to the races and you're good to go fight for example yeah,
• 5:01
  Dave Hamilton: and this isn't co-work so I know I'm gonna mix my metaphors here.
• 5:05
  Dave Hamilton: Claude Cowork and Claude Code are the same thing. One is for writing software,
• 5:11
  Dave Hamilton: and the other is for managing projects. But software is literally just a project,
• 5:15
  Dave Hamilton: so they are literally the same thing.
• 5:19
  Dave Hamilton: I had a technical problem on my computer, and I was looking at the log files
• 5:24
  Dave Hamilton: and pasting entries from the log files and all that stuff, and finally I was like, this is stupid.
• 5:29
  Dave Hamilton: So I could have done it in Cowork, but I chose to do it in Claude Code. It didn't matter.
• 5:32
  Dave Hamilton: I pointed Claude code at my logs folder on my computer and I said I'm feeling
• 5:40
  Dave Hamilton: my computer is feeling sluggish to me go you,
• 5:44
  Dave Hamilton: know and it's going on don't make any and I told it don't make any changes you
• 5:49
  Dave Hamilton: do everything you're going to do is read only and here's the logs folder if
• 5:54
  Dave Hamilton: you need another folder let me know I'll give you access to it,
• 5:57
  Dave Hamilton: and it it solved the problem that I had had for eight months.
• 6:01
  Shannon Jean: Oh, that's awesome.
• 6:03
  Dave Hamilton: Yeah, and I could have done it in co-work. I just happened to do it in cloud
• 6:06
  Dave Hamilton: code, but it really doesn't matter. Yeah, it's all kind of the same.
• 6:08
  Shannon Jean: Yeah, so the co-work thing, from what I'm hearing, is like
• 6:13
  Shannon Jean: when you're either bringing in lots of outside data files or outputting lots
• 6:20
  Shannon Jean: of data files, co-work is probably a better solution for you, right?
• 6:25
  Dave Hamilton: Yeah, or if you have a project that is going to run for a long time.
• 6:32
  Dave Hamilton: And in which case you want co-work there too.
• 6:35
  Shannon Jean: Okay. So that's like, I have a whole project folders within Claude,
• 6:40
  Dave Hamilton: But that's different than co-work. That's different, but that's kind of a good indication.
• 6:45
  Dave Hamilton: Like if you're putting it into this project folder, why now you might have 10
• 6:50
  Dave Hamilton: different chats. Like I have a project folder called podcast ads.
• 6:54
  Dave Hamilton: I'm about to convince myself to move this to co-work by the way,
• 6:57
  Dave Hamilton: as we're having this conversation.
• 6:59
  Dave Hamilton: But I haven't yet, right? And so in that.
• 7:03
  Dave Hamilton: Project are essentially four different chats i have three podcasts,
• 7:08
  Dave Hamilton: uh and so i have a chat for each podcast that helps me write the scripts for our sponsors,
• 7:14
  Dave Hamilton: and then i have a fourth chat that helps me answer the queries that come in
• 7:19
  Dave Hamilton: when a sponsor says hey i'm looking for shows to advertise on
• 7:24
  Dave Hamilton: and they want like thoughts about each show i have claude draft those up for
• 7:27
  Dave Hamilton: me of course i i review them and edit them and you know.
• 7:30
  Dave Hamilton: Season to taste and all that but it it gets me past blank page syndrome and
• 7:33
  Dave Hamilton: it makes it so that it's really fast
• 7:36
  Dave Hamilton: and so i have those four chats in there but i'm constantly putting documents
• 7:39
  Dave Hamilton: and i'm taking like pdfs and putting them in there so that it can review them
• 7:42
  Dave Hamilton: and maybe i should be doing that in co-work i don't know but it works that that
• 7:47
  Dave Hamilton: particular thing works well as a project because they all
• 7:50
  Dave Hamilton: it's four separate chats but they're all related to each other and have similar things,
• 7:55
  Dave Hamilton: where i generally use projects is,
• 7:58
  Dave Hamilton: i'll have like i have one that i for each of my businesses like for example
• 8:02
  Dave Hamilton: i have backbeat media expansion,
• 8:04
  Dave Hamilton: and when i have an idea about something new to do with the business i start
• 8:09
  Dave Hamilton: it in the bbm expansion folder and i
• 8:12
  Dave Hamilton: have that with all the businesses yeah and that way it kind of has this
• 8:16
  Dave Hamilton: general sense of all of these crazy things that might be going on and say you
• 8:20
  Dave Hamilton: know this thing that you tell me about now it's kind of related to these two
• 8:24
  Dave Hamilton: other things that sort of died on the vine six months ago and maybe we should
• 8:28
  Dave Hamilton: pull all them together and like and then
• 8:31
  Dave Hamilton: usually from there when there is when there's a there there then it jumps to a co-work session.
• 8:36
  Shannon Jean: That's fascinating yeah that's cool makes sense that's yeah because i i do a
• 8:41
  Shannon Jean: lot of this where i'm moving stuff in and out and i think it might be better uh served by using
• 8:47
  Dave Hamilton: Co-work yeah i would my my um,
• 8:52
  Dave Hamilton: Again, my default is go to co-work. Convince yourself why you should stay in
• 8:59
  Dave Hamilton: chat, not why you should leave and go to co-work.
• 9:02
  Dave Hamilton: That's really kind of the trick.
• 9:05
  Dave Hamilton: And you'll wind up in co-work more often. The one...
• 9:09
  Dave Hamilton: I've said that Cloud Code and co-work are the same thing, and by and large they
• 9:13
  Dave Hamilton: are, but there is a difference.
• 9:18
  Dave Hamilton: Chat is available on the web, right?
• 9:21
  Dave Hamilton: Which means that your phone sees the same chats that your computers do. It's all cloud synced.
• 9:27
  Dave Hamilton: Cowork is only seen on that one computer. Oh, okay.
• 9:33
  Dave Hamilton: Cloud code has the ability for your phone to interact with a cloud code session on your computer.
• 9:41
  Dave Hamilton: But not, but cowork doesn't really have that. There's cloud dispatch,
• 9:45
  Dave Hamilton: which is sort of that, but not in a functional way.
• 9:49
  Dave Hamilton: So that is the one thing where it's like you know do you want to leave it in
• 9:54
  Dave Hamilton: chat so that you can access it from all your devices and and that might be a real reason to do that so.
• 9:59
  Shannon Jean: Now that makes total sense yeah
• 10:01
  Dave Hamilton: I'm my guess is that's going away or being resolved like expanding like because
• 10:05
  Dave Hamilton: we should be able to get co-work stuff in the cloud like there's no reason i
• 10:08
  Dave Hamilton: can't control a co-work session on my computer with my with right right right yeah.
• 10:13
  Shannon Jean: That would make sense
• 10:14
  Dave Hamilton: All right.
• 10:17
  Dave Hamilton: I have a Claude Coworks session to tell you about in a little bit.
• 10:19
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• 10:24
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• 10:28
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• 11:35
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• 11:41
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• 12:58
  Dave Hamilton: So, uh, do you, do you have anything or should I talk about this other Claude
• 13:03
  Dave Hamilton: co-work session that I started this week?
• 13:05
  Shannon Jean: Yeah, no, I'm ready for you to start talking.
• 13:09
  Dave Hamilton: I did a crazy thing. Uh, you know, I, I Claude helped me earn that 10 grand
• 13:14
  Dave Hamilton: last week. Right. Yeah. That's all in the domain.
• 13:17
  Dave Hamilton: And, uh, I really don't think I would have gone through far enough with the
• 13:24
  Dave Hamilton: process to actually make that money. I realized Claude didn't earn the money
• 13:27
  Dave Hamilton: for me, but like, I think without Claude, I would not have made that money.
• 13:31
  Dave Hamilton: I would have, I just still would have the opportunity.
• 13:34
  Shannon Jean: Yeah, that's right.
• 13:35
  Dave Hamilton: Correct. Yeah. And, and so I started thinking, it's like, well,
• 13:38
  Dave Hamilton: this is kind of found money.
• 13:40
  Dave Hamilton: It was ironic that it showed up essentially the day that, you know,
• 13:43
  Dave Hamilton: my daughter was getting married or the deal sort of showed up that day.
• 13:46
  Dave Hamilton: I was like, okay, well, you know, kind of puts a dent in what this day otherwise
• 13:50
  Dave Hamilton: was going to look like. Sure.
• 13:52
  Dave Hamilton: But I thought, you know, I've been wondering, does it make sense,
• 13:57
  Dave Hamilton: would it make sense to let Claude essentially run an investment portfolio?
• 14:05
  Dave Hamilton: I like it. Yep. Fable came back online right about the time that all of this
• 14:09
  Dave Hamilton: was coming together. So I started, first I started a chat with Fable,
• 14:14
  Dave Hamilton: sort of saying, hey, you know, this 10 grand's coming in.
• 14:18
  Dave Hamilton: I think let's you know what what do you think about this and I started by saying
• 14:23
  Dave Hamilton: I fully understand that the risk is mine to take like yes right yeah because.
• 14:29
  Shannon Jean: It's going to be like Dave I can't give you investment
• 14:31
  Dave Hamilton: Advice correct and I'm like I don't want you to give me investment advice I
• 14:34
  Dave Hamilton: want you to take this money and trade it like yeah I know that I am leaving this,
• 14:40
  Dave Hamilton: opportunity on the table because i simply don't have time
• 14:44
  Dave Hamilton: to manage investments in a short term like you know i mean i have my investments
• 14:48
  Dave Hamilton: and that sort of thing but
• 14:49
  Dave Hamilton: like the the the day-to-day trading kind of thing it's it's not there and so
• 14:54
  Dave Hamilton: i was like okay i was like yeah okay great uh so you're willing to lose it all
• 14:58
  Dave Hamilton: like yes we don't want to but yes okay yes you know uh,
• 15:02
  Dave Hamilton: and it was like you know what do you,
• 15:05
  Dave Hamilton: what's the goal here and it asked some some sort of leading questions with options
• 15:11
  Dave Hamilton: and went through all the things and it was like okay yeah i'm i i want to do a 90 day,
• 15:15
  Dave Hamilton: experiment and i'm fine doing uh crypto and.
• 15:22
  Dave Hamilton: You know traditional securities fine okay uh i want it asked me do you want,
• 15:28
  Dave Hamilton: you know does do you want the the ai to do the trades for you or do you just
• 15:31
  Dave Hamilton: want it to tell you what to do i'm like no the problem is i won't do it yeah
• 15:35
  Dave Hamilton: i have other things to do so,
• 15:38
  Dave Hamilton: we need to find platforms that either have mcp connectors
• 15:41
  Dave Hamilton: or can take advantage of api based automation or whatever and it was like yeah i got you no problem
• 15:47
  Dave Hamilton: and so it built this it kind of came up with this idea and then it was like
• 15:50
  Dave Hamilton: all right here's the claude co-work setup document the transition document okay
• 15:55
  Dave Hamilton: yeah so i put that in it was like and i did all the planning in chat with fable,
• 16:01
  Dave Hamilton: and then the execution is going to be with opus uh,
• 16:05
  Dave Hamilton: okay in claude co-work and it's already started like i,
• 16:10
  Dave Hamilton: i it wanted to do a seven day paper trading experiment all,
• 16:15
  Dave Hamilton: right just to make sure all the systems work the way that they're supposed to
• 16:19
  Dave Hamilton: work which i was like love that yep okay if it wanted to start just firing trades
• 16:24
  Dave Hamilton: on day one i would have been like yeah sure but It was like,
• 16:26
  Dave Hamilton: no, let's be safe about this.
• 16:28
  Dave Hamilton: Make sure that the system isn't broken. You know? Mm-hmm. Yep.
• 16:31
  Shannon Jean: And did you find a platform that had an MCP or you had to use an API to connect to it?
• 16:37
  Dave Hamilton: It's interesting. It recommended two different platforms, Kraken,
• 16:44
  Dave Hamilton: for crypto, and I already had a Kraken account, so that made life really easy,
• 16:49
  Dave Hamilton: and a platform called Alpaca for securities.
• 16:53
  Dave Hamilton: And they both have API and MCP.
• 16:57
  Dave Hamilton: The interesting thing is...
• 17:00
  Dave Hamilton: Uh mcp is only available to the ai engine
• 17:05
  Dave Hamilton: and a lot of what's happening for me is happening with automation with like
• 17:10
  Dave Hamilton: cron scripts right and and
• 17:12
  Dave Hamilton: it's setting up it's doing all the work okay but it was like yeah mcps aren't
• 17:17
  Dave Hamilton: like that's great for some of the stuff but for actually executing the trades
• 17:21
  Dave Hamilton: we don't need to be using ai credits for that we can just like,
• 17:25
  Dave Hamilton: run automations locally So we're just going to, it just cooked up an API connector,
• 17:31
  Dave Hamilton: that it did in the background.
• 17:32
  Dave Hamilton: And then when I say that Claude Cowork and Claude Code are like very,
• 17:36
  Dave Hamilton: very tightly related siblings, it's this, right?
• 17:38
  Dave Hamilton: Like it wrote all this code that's sitting there on my computer and running.
• 17:42
  Dave Hamilton: And so it's kind of like what my OpenClaw setup is doing, right?
• 17:47
  Dave Hamilton: It's just sitting inside of Claude Code.
• 17:49
  Dave Hamilton: Yeah, I like that. Yeah, yeah.
• 17:51
  Shannon Jean: I think that's great. I think it's cool. It's a great experiment.
• 17:54
  Dave Hamilton: I'll keep you posted.
• 17:55
  Shannon Jean: Yeah. Yeah, see what happens. And like you said, I just found money. What do you have to lose,
• 18:00
  Dave Hamilton: Right? I mean, I have 10 grand to lose. That's exactly what I have to lose.
• 18:03
  Shannon Jean: Yeah, but you didn't have that a few weeks ago. Nope, sure didn't.
• 18:05
  Shannon Jean: And so you weren't counting on getting it. So that's great mad money to
• 18:10
  Dave Hamilton: Play around with it. Yeah, and it's enough to, like, it's not so much that if
• 18:14
  Dave Hamilton: I lose it all, it's like going to, you know, crater me or anything like that, obviously.
• 18:18
  Dave Hamilton: Sleep um but it's enough that there should be there should be a little enough
• 18:23
  Dave Hamilton: in there to suffer some some setbacks and still have some some runway,
• 18:28
  Dave Hamilton: you know in a 90-day period to to really have a decent experiment and that's
• 18:32
  Dave Hamilton: what i asked it i'm like okay you know,
• 18:34
  Dave Hamilton: what can we do here where we can actually see meaningful results and that's
• 18:37
  Dave Hamilton: cool tuition right i'll learn something one way or another yeah and hopefully
• 18:41
  Dave Hamilton: i'll make some money maybe.
• 18:42
  Shannon Jean: It'll double your money
• 18:43
  Dave Hamilton: You never know you never know.
• 18:44
  Shannon Jean: I just don't know.
• 18:45
  Dave Hamilton: Well, I'll find out. I'll let you know.
• 18:47
  Shannon Jean: Yeah. You keep your post, keep us posted and see how things go.
• 18:50
  Dave Hamilton: But it was really interesting how it set it all up. And with the key,
• 18:53
  Dave Hamilton: the API keys and all that stuff are not stored in the session.
• 18:56
  Dave Hamilton: Those are stored actually in my one password vault, which has an API connector,
• 19:02
  Dave Hamilton: a command line connector that it can use and pull.
• 19:05
  Dave Hamilton: And so it's, it's all really like I can, I can, I have a kill switch on my phone
• 19:10
  Dave Hamilton: that I can knock it off, you know, that kind of thing.
• 19:13
  Shannon Jean: So and you're not it's not like trading options and things that are not yet
• 19:17
  Shannon Jean: take take you negative no
• 19:19
  Dave Hamilton: Yeah no the worst is zero at this point yeah great that's cool yeah i mean i
• 19:24
  Dave Hamilton: i who knows where i'll let it go eventually but but for now i i was like yeah
• 19:29
  Dave Hamilton: i zero is the is a good yeah sort of,
• 19:32
  Dave Hamilton: worst case scenario right yeah.
• 19:35
  Shannon Jean: Nice yeah i love it i know i think it's great good experiment and I love
• 19:38
  Dave Hamilton: Experiments. Same. It's the best. Yeah, yeah, yeah. And it kind of gets me doing
• 19:42
  Dave Hamilton: something that I've been wanting to do that I didn't ever start,
• 19:46
  Dave Hamilton: like, you know, in that kind of sense. So, yeah.
• 19:49
  Shannon Jean: Makes sense, man. Yeah. That's great. Very cool. So what's the takeaway from this episode here,
• 19:56
  Dave Hamilton: Dave? Yeah. Use Claude. Get the heck out of chat, man.
• 20:02
  Shannon Jean: Yeah. Get out of the chat. I got to do that more. I got to do that more.
• 20:06
  Shannon Jean: Yeah. Because I've fallen into using the chat too much.
• 20:09
  Dave Hamilton: Yeah. For sure. Yeah, get out of the chat. It's a good place to start,
• 20:14
  Dave Hamilton: but don't live there. Yeah.
• 20:16
  Shannon Jean: Makes sense.
• 20:17
  Dave Hamilton: Yep.
• 20:17
  Shannon Jean: That's awesome.
• 20:18
  Dave Hamilton: Thanks for hanging out, folks. Make sure to visit businessbrain.show slash blueprints
• 20:23
  Dave Hamilton: where you can get the full business plan based on the episode's big takeaway.
• 20:28
  Dave Hamilton: And it's not just this episode. You get it for episodes for the last,
• 20:32
  Dave Hamilton: what, there's like 15, 20 of them in there now, and they just keep growing. So go check it out.
• 20:37
  Dave Hamilton: And yeah, keep living that charmed life. Have a great weekend. See ya. Later.