In our latest episode of Welcome to Cloudlandia, we explore the remarkable growth of our coaching program, from its modest beginnings in 1994 to the bustling network of 18 associate coaches providing 600 coaching days annually. This evolution underscores the importance of adaptability and foresight as we hint at exciting expansion plans for 2026.

Beyond the professional landscape, we delve into the nostalgic appeal of different climates and regional traditions. We compare the frigid allure of snowy winters with the sun-drenched charm of Florida and San Diego, offering a cozy reflection on why people choose to embrace extreme weather.

Our conversation then turns towards the intricate dance of leadership and organizational structures. We explore the shift from rigid hierarchies to fluid, networked systems, imagining the profound changes in productivity that have paved the way for today's entrepreneurial landscape. From the global dominance of the US dollar to the speculative world of cryptocurrency, our discussion unveils the strategic significance of these economic elements, adding a light-hearted twist to our take on Canadian healthcare services.

SHOW HIGHLIGHTS

We discussed the remarkable evolution of our coaching program, starting from 1994 with 144 workshops conducted solely by me, to a network of 18 associate coaches delivering 600 coaching days annually.

Dean shares his experiences from the icy north and reflected on the gradual adaptation to warmer climates, providing insights into the unique economic opportunities that arise from natural challenges.

We explored the nostalgic memories of childhood winters, contrasting them with the warm climates of Florida and San Diego, and discussed the cultural differences in regional terminology.

The episode delved into the shift from rigid hierarchical structures to more fluid, networked systems, highlighting the transformative impact of technology on productivity and organizational dynamics.

We imagined the productivity revolution that could have occurred if a writer in the 1970s had access to a modern MacBook, pondering the implications for decision-making and strategic planning.

The conversation touched on the global dominance of the US dollar as the world's reserve currency, and the minimal impact of foreign trade on the US economy compared to other export-driven nations.

We questioned the viability of Bitcoin as a true currency due to its lack of fungibility compared to the US dollar, and discussed gold's role as a hedge against currency inflation.

The episode highlighted the Canadian dollar's strategic role as a financial hedge, particularly in relation to tax burdens and global business ventures.

We examined the concept of "sunk cost payoffs," encouraging reflections on optimizing investments in fixed costs to achieve greater returns through training and education.

The episode concluded with a light-hearted discussion on Canadian healthcare services, and the humorous notion of using Chicago as a secondary tier for healthcare needs.

Links:
WelcomeToCloudlandia.com
StrategicCoach.com
DeanJackson.com
ListingAgentLifestyle.com

TRANSCRIPT

(AI transcript provided as supporting material and may contain errors)

Dean: Mr Sullivan, mr Jackson, fresh from the frigid north, oh my goodness.

Dan: Dan I you know. Yeah, I'm just happy to be back. It's sunny and warming. I'm going to say it's warm yet because it was only got up to like 6.3 or something yesterday, but it's warming up and it's warmer than it was. I did escape, without defaulting, my snow free millennium. I didn't get a cold this time, that's true. And I didn't get any snow on me, so that's good yeah.

Dean: Well, we're actually in Chicago today and it's 49. Oh my goodness, wow, we're actually in Chicago today and that's 49. Oh my goodness, wow, it's deciding to see if it can upset Orlando, the area, a last valiant attempt before the total freeze sets in.

Dan: Yeah, exactly.

Dean: Exactly.

Dan: Well, Dan, what a great couple of workshops we had this week. They were really I know about one of them, I know about one.

Dean: That's actually a good thing to say. You know when you're developing a company.

Dan: Absolutely yeah.

Dean: I was telling people that in 1994, fifth year of the program, I did 144 workshop days that year and the reason being I was the only coach. So then in 95, we started adding associate coaches and we're up to 18 now. We just had our 18th one come on board. Come on board and this year the total coaching team will do 600 coaching days compared to 144 back in 1994 and I will do 12 of them.

Dan: I was just gonna say yeah, 12. You got three groups times four, right yeah? Yeah yeah, that's great the connector.

Dean: the connector calls which I, which I, which I absolutely love. I just think those two hour coaching calls are superb.

Dan: I do too. Two hour zoom. Two hour zoom calls are the perfect. That's the perfect length. Anything more is too much.

Dean: Yeah, so if you add those up, that would be using eight hours as a workshop day that would be 16 more days of coaching in a year, but that's significantly fewer than my 144. The problem with the 144, you didn't have much energy for creating new stuff, right?

Dan: Yeah, and you were. Yeah, I guess that's true, right, and some of it you were having to. The good news about the position you're in right now is you really only do the same workshop three times, right, Like you do a quarterly workshop, but even that by the third time you've learned.

Dean: Well they actually change. I mean they're probably 90%. In other words, number two is 90%, brings forward 90% of number one, and number three brings forward Because you've economized. You know I can do this quicker, I can do this. You add some new things, you get some new ideas.

Dan: And you see what land is right, how things land.

Dean: Yeah, yeah. By the time you get to number three, you've probably in my case, I've certainly created some new material. That just came out of the conversations. It's a nice. It's a nice setup that I have right now yeah, I love that in these.

Dan: You know you're already, you're booked out for 2025.

Dean: As am I.

Dan: This is a great. This is the first year going in that I'm kind of embracing the scaffolding. We'll call it.

Dean: My sense by 26, we'll have a fourth. We'll have a fourth quarterly workshop. Just because of the growth of the membership, but what that is more, choice for the participants during any quarter. They'll have four opportunities Anyway.

Dan: I'm really enjoying being back in Toronto. That's such a great and our group is growing. That's nice. It'll be the place to be before we know it.

Dean: It will be. There will be a certain cachet that you have that you know. I don't know how we'll signify this, but do it at the mothership. I do the program at the mothership.

Dan: I do the program. Oh, that's the best, yeah, yeah. That's so funny I've gotten. I've got the Hazleton is fast turning into the official hotel too, which is great. I've got Chad hooked over there and Chris does there, so that's good, we get the whole so is she thinking about coming into PreZone? We're working on her for sure. I think that would be fantastic, yeah, and same Norman's coming back in March, so that's great, oh, good.

Dean: He'll be in Toronto. Is he doing anything new besides the multitude of things he was doing before?

Dan: Well, you know, he sold his main business, so he is now, you know, a new chapter.

Dean: But he still didn't sell the ambition.

Dan: The ambition didn't go with the sale.

Dean: Yeah, the waste management company.

Dan: That's right, that's right Right. Yeah.

Dean: And I remember him coming. I forget when it was but they had just had a hurricane that especially affected the Carolinas.

Dan: South.

Dean: Carolina and he came in for a party, you know, for before free zone, and I said how are you doing, norm? And he says well, you know, I don't. I can't talk about this everywhere, but I certainly do enjoy a hurricane every once in a while, because he's in the waste management.

Dan: Right, exactly, and also in the plywood business, also in the plywood business.

Dean: Yeah, both before and after both before the hurricane and after the hurricane people buy plywood. Yeah, both before and after the hurricane and after the hurricane, people buy plywood, so yeah.

Dan