Summary

Acclaimed actor and filmmakerClint Eastwoodhas been involved in many over-the-top film , but that is not to say that , throughout his more than 70 years in Hollywood , he has not star in some awful movies . Eastwood made a name for himself in Westerns such as Sergio Leone’sDollars Trilogyand as an action star as the deed of conveyance case in theDirty Harryseries . However , he ’s also had some unfortunate missteps with out - of - character funniness movies , a westerly musical that he has even dismissed , and late - career oeuvre that would have played out well when he was a much younger human .

Now in his 90s , Eastwood has been behind terrific movieslikeUnforgiven , Million Dollar Baby , andGran Torino , but has also missed the St. Mark with questionable choices as both a star and a director . While these disappointment may not stomach as cinematic masterpiece , they are a testament to Eastwood ’s willingness to take chance in his life history and try new things . Not every project Eastwood has been a part of has been successful , but these lesser films are still an all important part to understanding the unmatched and unparalleled calling of Eastwood .

10Firefox (1982)

Directed by Clint Eastwood

A Cold War thriller conduct and starring Clint Eastwood , Firefox was a disappointing version of a novel by Craig Thomas . Based on the extraordinary super combatant woodworking plane , the MiG-31 Firefox aircraft , Firefoxwas a dissatisfactory action movie that , at 137 minute , outstay its welcomeby at least half an time of day . TheNew York Timesfilm critic Vincent Canby rightfully criticize Eastwood ’s want of control condition over the plotline and call it “ only slightly more suspenseful than it is plausible . ” Canby stated : “ It ’s a James Bond movie without girl , a Superman movie without a sense of wit . ”

9Cry Macho (2021)

Cast

A income tax return to the Western genre , Clint Eastwood was in his XC when he direct and star inCry Macho . The story of a former rodeo star help a young boy reunite with his founding father in Mexico , Eastwood playing an old mankind coming out of retirementworked well in 1992’sUnforgiven , but by this point in his life history , Eastwood was about two decades too onetime to do the story justice . Cry Machowas not terrible , but it recalled the glory day of Eastwood that could never live on up to and was a disappointing launching to his often impressive former - career workplace .

8Absolute Power (1997)

With a adept - studded cast that include Clint Eastwood and Gene Hackman , Absolute Power , unfortunately , collapsed under the free weight of a preposterous plot . A high - octane story include a intimate scandal take the President of the United States , Absolute Powerdelivered a few thrills and had an interesting chronicle about a founding father and daughter reunited after year of alienation , but all of this was not enough to save it from averageness . Absolute Powerwas a minor entry in Eastwood ’s longsighted and varied life history , and there are stack of strong movies of his to check out before making it to this one .

7Paint Your Wagon (1969)

Directed by Joshua Logan

A Western musical theater where Clint Eastwood starred opposite fabled tough - guy type actor Lee Marvin , Paint Your Wagonwas resign just as movie musicals were going out of fashionand at 154 minutes felt like it had an overlong and undue runtime . Eastwood and Marvin played their parts well in a history about two prospector partners in a Au mining townspeople who share the same wife , run by Jean Seberg , but it just never quite captured the energy and excitement needed to make a plastic film like this employment . Eastwood notoriously hatedPaint Your Wagon , and it was his first and last raid into the world of pic musicals .

6The Dead Pool (1988)

Directed by Buddy Van Horn

WhileThe Dead Poolmay hold one ofClint Eastwood ’s best movie quotesabout opinions and how everybody has one , that was not enough to save this unsatisfying film . The final andweakest launching in theDirty Harryseries , it appeared as if Eastwood realized this character had run its class and , after its release , decided to go to sleep the no - frill examiner for good . While word about bringing the character back do flair up from time to time , Eastwood had no pursuit in revisitingDirty HarrysinceThe Dead Pooland stated that he was now too sure-enough ( viaIrish Examiner . )

5Every Which Way But Loose (1978)

Directed by James Fargo

The sexual union of Clint Eastwood with an orangutang in an quirky comedy at first appear like a unknown febricity dream , until the realization that it was a real movie calledEvery Which Way But Loose . This uncharacteristically light role highlight Eastwood ’s faults as a comedy actorand shockingly led to a sequel that createdEastwood ’s worst franchisein a career filled with triumph . The most shocking part aboutEvery Which Way But Loosewas that it stay Eastwood ’s enceinte motion-picture show as its PG rating allowed the whole family to love this shaving of man and monkey .

4The Rookie (1990)

A buddy action moving picture , The Rookiefeatured Clint Eastwood teaming up with a young detective playact by Charlie Sheen in a disappointing , overbudgeted , action calamity that lay waste to the major power of its talented casting and crew . alas , the two stars do n’t have much chemical science andThe Rookiefelt like it was morea reaction to the succeeder of films likeDie HardandLethal Weaponthan a genuine passion labor for Eastwood . Film criticRoger Ebertstated that the movie was “ jammed with material and the budget was obviously large ” but that despite everything on the silver screen , it remained “ lifeless . ”

3Pink Cadillac (1989)

The third and last collaboration between Eastwood and Buddy Van Horn , Pink Cadillacended their partnership on a sullen note with an action funniness that give a lot to be desired . A corner office bomb , the failure ofPink Cadillacinspired Eastwood to move away from the action mechanism comedy genreand just three years later he would find himself as the manager and star of the Academy Award for Best Picture winnerUnforgiven . This leap was a far cry from the faineant funniness ofPink Cadillac .

2City Heat (1984)

Directed by Richard Benjamin

The pairing of Clint Eastwood and Burt Reynolds should have been a major loge business office hit , butCity Heat , which feature the two as two law hatchet man investigating a murder , have in a modest $ 38 million on a budget of $ 25 million ( viaBox Office Mojo.).The star power of its principal was not enough to relieve the film from failureand Reynolds express he knew during film the movie would fail . “ It ’s regrettable the stuff was n’t there because Hollywood or perchance just Warner Bros. will never let Clint and I act together again , ” Reynolds say ( viaLos Angeles Times . )

1Any Which Way You Can (1980)

The sequel toEvery Which Way But Loose , Any Which Way You Canonce again paired Clint Eastwood with his orangutan friend Clyde , who had even more screen time than in the forerunner , for a serial of misadventure involving the gang , cop , and motorcycle bunch . AsEastwood ’s lowest - rated film onRotten Tomatoes , with a meagre 20%,Any Which Way You Canhad an unconnected secret plan and was a low point in the acclaimed career ofClint Eastwood . Despite this , Any Which direction You Canfound success at the box office and made $ 70 million on a budget of $ 15 ( viaBox Office Mojo ) , so critical acclaim may not be everything .

Sources : New York Times , Irish Examiner , Roger Ebert , Box Office Mojo , Rotten Tomatoes , Box Office Mojo

Imagery from Clint Eastwood’s Flags of Our Fathers (2006)

Kaitlyn Santa Juana as Stefanie looking horrified in Final Destination Bloodlines

Denzel-Washington’s-Best-The-Equalizer-2-Scene-Revealed-The-Real-Robert-McCall

Clint Eastwood and Clyde in Every Which Way But Loose

clint eastwood as gant in firefox 1982

Cast Placeholder Image

Headshot Of Dwight Yoakam

Headshot Of Clint Eastwood In The AFI Fest 2011

Clint Eastwood and Ed Harris in Absolute Power

Clint Eastwood Paint Your Wagon

Clint Eastwood wearing sunglasses as Dirty Harry in The Dead Pool (1988)

Clint Eastwood and Bernadette Peters in Pink Cadillac

Clint Eastwood talking to Burt Reynolds in City Heat

Any Which Way You Can (1980) Clint Eastwood and Clyde