35 years in tech. Now I pull apart money, travel, AI and music to find what actually works and call bullshit on what doesn’t

Southern California
Joined April 2007
Pinned Tweet
I didn’t set out to create a singer who doesn’t exist and give her a ten-song album. But here we are. Tender, Then Furious starts soft. It does not stay that way. This is ERIN. Links below
1
628
Made this at 30,000 feet. The song I mean. Anyone can do a selfie.
🤖 Made with AI
2
1
51
🎧 “I’m Not Bad, I’m Just Drawn This Way” — ERIN ✈️
26
Checking out of the Ritz-Carlton Melbourne. Heading home to LA. Some trips stay with you longer than the miles, and some trips leave part of you behind. 🇦🇺 ✈️ 🇺🇸
🤖 Made with AI
2
62
Proof of life. Ritz Carlton Melbourne, blue skies, and a life plot that’s getting increasingly difficult to explain. @ritzcarlton #Melbourne
1
1
57
Have you ever felt the comfort of knowing they really don’t matter, and then been surprised when they suddenly do? “I’m Not Good for You” — ERIN music.apple.com/album/a/6819…
51
Back in Arizona
1
89
On station off Waikīkī beach. Anyone know which one this is? #usnavy #arleighburke
1
1
95
You fall in love in Japan in 1938, but you're an immortal and your obsession goes to fight the war. When he finally comes back seven years later you are beautifully reunited... until everything goes white. Palm to Stone. A music film about love, loss, and the gestures that remain. 🎬
2
1
244
I have no idea if anyone else will like this as much as I do... but I fucking love it. ERIN, Hello Tomorrow. Hand-drawn 80s anime. 128 BPM. Everything happens in eights. I spent an unreasonable amount of time making this.
1
129
Ok this is a first for me. I was rapping with ChatGPT about my ridiculous YouTube channel and it dropped the F bomb by itself. Is this learned behavior? Am I a bad influence? Or is it in fact sentient? ChatGPT has since Astra came out been referencing shit from other conversations and the global memory seems to be real. Tell me if this has happened to you. Link to the video we created in comments.
2
2
121
After we made this video ChatGPT came more alive: Chase Cuts Hyatt Transfers To 4:3 In 13 Days. I Asked A Robot What To Do. LIVE RAW youtu.be/xVXUYtzn2wA
1
57
I let ChatGPT co-host my points show and take live questions. Then I fact-checked it. 13 claims. 12 right. It got the Chase→Hyatt cut, the Marriott 70% trap and the Amex→ANA stall right. It got the Apple credit wrong. #ChaseSapphire #PointsAndMiles
1
98
Full video and scorecard: youtube.com/watch?v=xVXUYtzn… The one that matters this month: Chase→Hyatt goes 1:1 → 4:3 on Oct 1 for Sapphire Preferred and Ink Preferred. Reserve keeps 1:1. Transfer only what you'll use on a booking you've found. Hyatt points are one-way money.
1
187
FoundersCard Elite renews at $995. That's on my own referral page. I hit Cancel Membership. The screen that came up offered $295 to stay. Same benefits. $395 behind at one price, $305 ahead at the other. Their screen says $700. So does my receipt. #FoundersCard #TravelHacking
1
74
Full video: youtube.com/watch?v=t6shd9VF… Caveats up front: that's my account's screen on Sep 15, it says "per membership term" not "per year," and I can't promise you get it. What I can say: don't renew at $995 without clicking cancel first. I'm a member. Referral link in the description, disclosed at 0:49.
67