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Welcome to Cloudlandia

Dean Jackson and Dan Sullivan
Artificial Intelligence
Time Management
Cloudlandia
Toronto, Canada
Technology
Perplexity
Charlotte
Four Seasons
Intellectual Property
Buenos Aires, Argentina
Employment
Chicago, United States
New York, United States
Jaguar
Toronto
Coaching
Vero Beach
Electricity
Tesla, Inc.
Silicon Valley

Join Dean Jackson and Dan Sullivan as they talk about growing your business and living you best life in Cloudlandia.

PublishesWeeklyEpisodes162Founded5 years ago
Number of ListenersCategories
MarketingBusiness

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Artwork for Welcome to Cloudlandia

Latest Episodes

AI is producing more content than ever, but the competition for real human attention has never been fiercer, and no algorithm is going to change that.

In this episode of Welcome to Cloudlandia, we open with Dean noticing a new kind of AI fatigue, th... more

The entrepreneurs quietly mastering AI right now won't make headlines, they'll just quietly take market share.

In this episode of Welcome to Cloudlandia, we trace how birth timing, access, and circumstance shape who becomes an outlier from Malcolm G... more

The way you structure your time shapes everything else, including who else can reach you, and when.

In this episode of Welcome to Cloudlandia, we get into two parallel time experiments that Dan and Dean are running, Dan's 70-day practice of using e... more

In this episode of Welcome to Cloudlandia, we explore how changing fundamental time structures unlocks behavioral transformation that willpower alone can never achieve.

Dean shares his 14-hour phone fasting experiment and the profound impact of crea... more

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Hosts

Dean Jackson
Host of Cloudlandia; frequent collaborator with Dan Sullivan focusing on business growth, strategy, and the impact of AI on work and life.
Dan Sullivan
Co-host of Cloudlandia; long-running entrepreneur and strategic coach with focus on value creation, branding, and future of work.

Reviews

4.6 out of 5 stars from 18 ratings
  • I Really Wanted To Love This Podcast….

    As I have with all of Dean’s other podcasts, I really wanted to love this podcast but Dan doesn’t seem to know how to dialog which is a two way conversational volley. Dan constantly interrupts Dean, talks over Dean and doesn’t know when to stop talking so that Dean can impart his wisdom into the conversation. It feels as if Dan is just waiting to talk and will jump in whenever the urge strikes him….even right in the middle of what Dean was saying. DEAN IS BRILLIANT if Dan would only cede his... more

    Apple Podcasts
    3
    Amazing Life Liver
    United Statesa year ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

The host banter can be insightful, but occasional guest disagreements may disrupt flow.
Listeners appreciate practical frameworks but want tighter dialogue to avoid interruptions.
Positive feedback on AI-forward content and big-picture thinking, with a desire for more concrete takeaways.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#227
Canada/Business/Marketing

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per EpisodeGender SkewLocation
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Frequently Asked Questions About Welcome to Cloudlandia

What is Welcome to Cloudlandia about and what kind of topics does it cover?

Two seasoned business builders trade rapid-fire ideas on growth, productivity, AI, and the evolving nature of work. Episodes blend practical coaching tools with big-picture debates about technology, education, and how daily routines shape long-term outcomes. Listeners likely value actionable frameworks, candid banter between long-time collaborators, and broad conversations about the future of work, branding, and markets. A notable edge is the sustained emphasis on time ownership, value-first thinking, and AI as a co-pilot across creative and entrepreneurial workflows, making it appealing to founders, marketers, and executives exploring scalable approaches to work and life.

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Which podcasts are similar to Welcome to Cloudlandia?

These podcasts share a similar audience with Welcome to Cloudlandia:

1. Free Zone Frontier
2. Anything And Everything
3. Capability Amplifier
4. American Checklist™
5. 10x Talk

How many episodes of Welcome to Cloudlandia are there?

Welcome to Cloudlandia launched 5 years ago and published 162 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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