@MichaelRippe

interesting. chicago. takes.

 Chicago
investrly.substack.com
Joined August 2010
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The next chapter. Hello, Chicago! 💨
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I moved to Chicago two months ago. Here are the highlights so far. - Clean city - Elite Fall - Best food in USA - Thin crust > deep dish - Lakeshore path is epic - No scaffolding everywhere like NYC - Midwest nice is real - Da Bears So far it’s 10/10 on the relocation. Ask me anything.
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Waking up to a Chicago sunrise is a cheat code. Silent skyline. Zero chaos. Where’s your favorite spot to catch it?
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Chicago restaurants are S tier. - Piccolo Sogno - Tre Dita - Joe's Stone Crab - Monteverde - Adalina Prime My top five. Elite food + ambiance. Thank you for the recommendations to date. What am I missing.
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One month ago today. My person forever. 9.26.26
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Everyone keeps saying Chicago weather is the worst yet it’s been the best for two straight months.
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A great discovery of Chicago… The fantastic area of Lincoln Park on the north side has a zoo and it's free. Today we explored it. Lincoln Park Zoo was very enjoyable.
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Literally perfect day
Rippe🎯
@MichaelRippeOct 24
You won’t believe this. Another glorious fall day to enjoy the perfect weather and incredible sights. Chicago is an elite city.
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Just had a top weekend in Chicago. Here are my highlights. - Perfect midwest fall weather is chef's kiss - Lakeshore Path bike ride stuns - Green City Market - Bad Butter melt in your mouth fresh croissants - Nonna's top tier sandwiches - Monteverde home made pasta - Tre Dita sexy ambiance - Lincoln Park Zoo The city is epic. Don't listen to the lies.
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Here’s something incredible about Chicago. The food is top tier offering every cuisine imaginable with new openings to old school classics. The best restaurant I enjoyed this week was Monteverde.
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I was wrong. It’s October. The value play of the college football season. UCLA is 7-0.
Rippe🎯
@MichaelRippeJul 28
If you’ve followed me for years you know my track record on sports futures. If you’re new to follow, here is a welcome gift. UCLA O 6.5 wins in 2026. Bob Chesney is worth your consideration and this is the value play of the college football season. Bookmark this and check back this December. 🎯
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You won’t believe this. Another glorious fall day to enjoy the perfect weather and incredible sights. Chicago is an elite city.
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New York is the financial capital of the world but Chicago is home to the Bears and Bulls.
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From the moment I arrived in Chicago. The experience I’ve been told is an absolute can't miss is biking the Lakefront Trail. Tomorrow is the day. Mike on the bike. I need your tips.
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Today I chose the right path in Chicago.
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Everyone thinks Chicago is a deep dish pizza town when the reality is it’s a thin crust city.
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Not everyone agrees, so tell me what's right. I'm new to Chicago sharing fresh takes. Best recommendations make the newsletter. It's free and launches this fall. Join the journey. investrly.substack.com
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Here’s something incredible about Chicago. My Friday venture takes me onto the Lakeshore Path… A beach off the Lake in the city you can bike on. 🤯
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Only in Chicago 🚲
Rippe🎯
@MichaelRippeOct 22
From the moment I arrived in Chicago. The experience I’ve been told is an absolute can't miss is biking the Lakefront Trail. Tomorrow is the day. Mike on the bike. I need your tips.
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Perfect weather to match the view. Chicago is an elite city.
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Am I doing this right... Perfect day to break out the classic on a Chicago football Thursday. Go Bears. Go Damato's.
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