Timothy Carter 🤙

Living near the magic. Building a life with more freedom, travel & Ordinary Tuesdays. Tiki bars & Aloha! ✦ Writer • Entrepreneur • Disney Bubble resident

[Timothy Carter 🤙 @TimothyCarter]

I'm 54. I've been building businesses online since the AOL days.

Now I'm building something different:

A life where ordinary Tuesdays are worth looking forward to.

Entrepreneurship. AI. Travel. Family. Life inside the Disney Bubble.

A proper introduction. 🧵

[Timothy Carter 🤙 @TimothyCarter]

A better cruise-planning brief for AI:

'Organize the options around who's traveling, our available nights and the experience we want. Mark missing facts. Don't choose for us yet.'

I'd rather get a useful comparison than a confident answer to the wrong question.

[Timothy Carter 🤙 @TimothyCarter]

@KaiKananiMaui Love the vibe. Can't wait to check it out in person!

[Timothy Carter 🤙 @TimothyCarter]

What if the real test of success isn't how good your professional bio sounds?

What if it's how much you enjoy an ordinary Tuesday?

I've been writing my way through that question.

[Timothy Carter 🤙 @TimothyCarter]

I don't want to look back and realize the best parts of my life were squeezed into the gaps between meetings.

That's one reason the Ordinary Tuesday idea matters to me.

[Timothy Carter 🤙 @TimothyCarter]

Cozumel can be much more than the busiest excursion on the pier.

Sometimes the better day is finding a relaxed spot with a view and staying awhile.

[Timothy Carter 🤙 @TimothyCarter]

@WDWdrunktrooper that is AWESOME!

[Timothy Carter 🤙 @TimothyCarter]

@WDWdrunktrooper I saw your Enchanted Tiki Room post about the Jose piece you received. It looks great. Is it joining your Disney collection, or did you have a spot picked out for it already?

[Timothy Carter 🤙 @TimothyCarter]

@ScottAllen Been feeling that way too!

[Timothy Carter 🤙 @TimothyCarter]

@ScottAllen Your distinction between productivity and effectiveness landed with me. I’m shaping my next chapter around having more room for the work and people that matter, not just getting more done. How do you decide whether a goal is actually effective?

[Timothy Carter 🤙 @TimothyCarter]

@WHTM3P TOTALLY can relate to that!

[Timothy Carter 🤙 @TimothyCarter]

My favorite Disney plan is sometimes the plan we never made.

A quick stop becomes a long walk, a snack, and 'Well, since we're already here...'

[Timothy Carter 🤙 @TimothyCarter]

A first-cruise content draft started with who is traveling, how much time they have and what they want from the trip.

That feels like a useful marketing lesson: help someone understand their decision before asking them to compare your features.

[Timothy Carter 🤙 @TimothyCarter]

Sunday check-in: what's one thing you did this weekend purely because you enjoyed it?

No productivity justification required.

[Timothy Carter 🤙 @TimothyCarter]

When you run multiple creative projects, the temptation is to launch everything.

I'm learning the real skill is choosing what deserves attention now.

[Timothy Carter 🤙 @TimothyCarter]

Settle an important question: is the music as important as the drinks in a tiki bar?

I think it absolutely is.

[Timothy Carter 🤙 @TimothyCarter]

Not every opportunity deserves a yes.

Sometimes the most valuable thing you can protect isn't revenue. It's room to live.

[Timothy Carter 🤙 @TimothyCarter]

@ArleenBBoyd Your “Human 1st” line and list of hands-on interests—printing, writing, gardening, and cooking—stood out. Which has been your favorite creative outlet lately?

[Timothy Carter 🤙 @TimothyCarter]

@TamaraMcCleary Your Cirque du Soleil example of using an AI agent in a complex invoice process was a grounded look at adoption. What do organizations often miss when they move from AI pilots to real workflows?

[Timothy Carter 🤙 @TimothyCarter]

@Agent9T9 Your mix of tea, trade winds, and tinkering with AI made me smile. What are you experimenting with on the AI side lately?

[Timothy Carter 🤙 @TimothyCarter]

@montelongo You’ve built a team around home flipping. What’s a lesson from the business side that stays true regardless of the market?

[Timothy Carter 🤙 @TimothyCarter]

Disney after dark: give me a great lounge, good company, and no pressure to race across property.

What's your favorite place to slow down?

[Timothy Carter 🤙 @TimothyCarter]

@barrycunningham You’ve bought and sold more than 1,000 homes and also work as a video journalist. What led you to bring property and storytelling together?