Cinco Ranch Aggie said:

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Good luck with getting money back.

Seriously, the old lady that ran that place didn't strike me as someone you'd want to ask money back from.

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I also want my money back for Crocodile Dundee 2. The film got stuck and melted on the bulb and we had to wait 15 minutes while they fixed it.

I like Money Pit

If the IMDB rating is the yardstick here, from 1997-99 Matt Damon had this run of 7 that never got lower than a 7.2:

Chasing Amy
The Rainmaker
Good Will Hunting
Saving Private Ryan
Rounders
Dogma
The Talented Mr. Ripley

Brad Pitt

Meet Joe Black
Being John Malkovich (was he a big role in this? Never saw it)
Fight Club
Snatch
The Mexican

Steve McQueen, 1965 - 1968

The Cincinnati Kid
Nevada Smith
The Sand Pebbles
The Thomas Crowne Affair
Bullitt


Clint Eastwood, 1970 -1971

Two Mules For Sister Sarah
Kelly's Heroes
The Beguiled
Play Misty For Me
Dirty Harry


Clint Eastwood, 1973 - 1976

High Plains Drifter
Magnum Force
Thunderbolt and Lightfoot
The Eiger Sanction
The Outlaw Josey Wales


Alfred Hitchcock, 1954 -1963
(director only, but didn't he have a cameo in all of those?) And that's 10 in a row. Couldn't stop at five.

Dial M For Murder
Rear Window
To Catch a Thief
The Trouble With Harry
The Man Who Knew Too Much
The Wrong Man
Vertigo
North By Northwest
Psycho
The Birds

Lee Marvin had an impressive run 1961 -1966, with multiple award nominations and awards.

The Comancheros
The Man Who Shot Liberty Valance
Donovan's Reef
The Killers
Cat Ballou
Ship of Fools
The Professionals
The Dirty Dozen

Chris Pratt
Guardians of the Galaxy
Jurassic World
The Magnificent Seven
Guardians of the Galaxy Vol 2
Avengers Infinity War
Avengers Endgame

Yes, this ignores some movies in years where he had multiple releases

Well, if we're going MCU, here's 5 in a row from Robert Downey Jr.:

Avengers-Age of Ultron
Captain America-Civil War
Spider Man-Homecoming
Avengers-Infinity War
Avengers-Endgame

An L of an Ag said:

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Well, if we're going MCU, here's 5 in a row from Robert Downey Jr.:

Avengers-Age of Ultron
Captain America-Civil War
Spider Man-Homecoming
Avengers-Infinity War
Avengers-Endgame

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He saved the universe. I think he wins.