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Apple wants people to replace Mac about every 7 years, when they usually declare them vintaged. You've squeezed about 10 out of yours. This is the Apple way. They want more money from their customers ASAP so they can pay their own turbo taxes and enjoy the net, faster and faster. I suspect they'd love to get Macs on the iPhone replacement schedule if they could pull that off.

As others have offered, your best option is use bootcamp to boot into Windows which should easily let you use TurboTax. Windows tends to support hardware much longer than Apple, so you might be good for another few years minimum. If I'm not mistaken, there's now a way to install the latest Windows 11 on that iMac. If so, you would basically be up to date with latest Windows.

However, if you have to have a Mac, Apple wants another big donation from you. And then start saving to do it again in about 2031 or so... UNLESS, the do- in fact- figure out a way to accelerate the upgrade cycle... perhaps with iPhone-like "long in tooth" mysterious slowdowns with each macOS update.

Else, you might consider trying the OCLP hack which- among other things- proves that vintage hardware can generally run updated macOS just fine. IMO, the main risk here is trusting what is basically a third party hack to not introduce brand new kinds of security risks not necessarily prevented by an updated macOS.

Name any appliance that does more year after year than what it did when released. His Mac does exactly what it was designed to do. It’s not greedy Apple, it’s progress. Don’t like it? Stick with what you bought.
 
Open Core Legacy Pacher


Was going to point this out…but you've posted it.

@Mikebike125, you are so mad at Apple about limitations on your iMac. Yeah, uhm. I'm typing this message in on an Early 2009 Mac Pro running Sonoma 14.6.1. Because of OCLP. And I could upgrade to Sequoia if I wanted. My Mac Pro, is in fact running a higher version of Sonoma than the 2023 M2 MBP that my job issued me.

I have a 2008 MBP also running Sonoma.

Go ahead and be mad. But finding alternatives is always a good way to feel good about getting around Apple's limitations.
 
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10 years is a good run. Do the OCLP hack or just do your taxes via web browser. Don’t blame Apple for dropping OS upgrade support for a 10 year old machine, blame Intuit for requiring a newer OS version for simple tax software lol. I just do mine via their website, easy peesy and can always log in.
The reason for Apple to not offer the OS updates for older Macs like the OP's is because of a loss of revenue. In this case, a number of personnel have to allocate a certain amount of time to "program" the new patches, and this takes time.
 
OK, kids, here’s the problem. I still haven’t seen anyone on this thread show any understanding of what it’s like to make sure that that every software change you make works on every piece of hardware that you support.

I think seven years is an insanely generous period of time. I am certain Apple’s test cluster operators and regression engineers breathe a sigh of relief every time an old model falls off of support. Supporting outdated crap with ancient assumptions and documentation can be miserable. When we were finally able to shut down my most recent major supercomputer after seven years of operation, we celebrated. It was time.

You paid them for the hardware and the OS a decade ago. That’s wonderful. You haven’t paid them a dime since for that hardware. All of the software development that goes on there is funded by hardware.

I have a 2012 iMac in similar circumstances. I have a 2016 Mac mini that is still cranking along just fine for my kids. Heck, I sold my Bondi blue iMac G3 for €30 after using it for nearly a decade. Just appreciate that the hardware was good, and outlasted its software engineering lifetime.
 
If you have your own LLC/self employed, spend the $300 to buy a more modern Mac to file your taxes and write that off as a business expense.
I don’t need to buy a modern mac for tax purposes. I have high end Linux workstation that can boot windows for taxes or accounting stuff on windows, as needed.
 
It's frustrating to see all these perfectly functional computers being declared landfill scrap for no real reason than money.

Windows is much, much better than Mac for being able to run legacy software. I can still open my 2002 copy of Photoshop 7 on the latest Windows 10 build, going on 23 years later.

Mac's annual revisions have broken lots of software over the years, sadly.

OCLP should work to give you more time with your machine. Otherwise, you could dual-boot with Windows, 10 but Windows 11 requires similar workarounds as Mac since Microsoft arbitrarily declared older CPUs inelligible. It's not as involved though -- I think it's a pretty minor registry tweak or something.
 
Interesting mix of responses here instead of just the usual “well it’s old according to Apple so get on with it”. OP, last I checked there is a way to use open core legacy to install newer version of MacOS on older Macs. I didn’t try it myself as mine was slow and old, but you might have a better luck! (And yes the lack of target display mode due to being 5K sucks, and not in line with sustainability through circular usage)
 
Also recall that, when the 27" iMac came out, its 5k Retina resolution was a pretty big deal—Apple boasted about having to develop custom timing controllers to achieve it—and outstripped the resolution supported by the DisplayPort protocol available at the time. Target Display Mode would have required two cables, which besides being quite un-Apple-like, would have undermined the promise of Thunderbolt 3 being advertised on that machine and the contemporary 2013 "trash can" Mac Pro.

Appreciate the many years you had with your fully supported iMac, accept that its inability to effortlessly turn into a monitor is not due to any malfeasance on Apple's part, and embrace its next adventure on OpenCore Legacy, another OS, or in your closet. 😉

Sent from my late 2014 27" iMac with the help of OCLP
 
I have a Late 2015 27" iMac and just found out that because Apple won't let it upgrade to OSX 13 that I cannot run the current version of TurboTax. I am sure there are many more programs that will also be impacted. Now before you all get on me about this, realize that with my iMac I got the upgraded video card, have the 3TB Fusion Drive and added 32GB of RAM. I have no idea why this can't be allowed to download the newest OS. After thinking about it, I said, maybe I should just get a mini and use this iMac as a monitor, right? Wrong. Apple had a display port on the 2009-2014 iMacs and then removed it in 2015. My iMac runs perfectly and I just can't believe that with all the "reduce your carbon footprint" stuff that Apple won't even let me use this as a monitor.

Now I'm faced with just putting this in the closet to collect dust. This is such a WASTE.

I understand that Apple tests their new software with older Mac's and can see that the system may run slower or have some risks that we don't know about, but how about let us load it and give us a warning that we acknowledge that we are running it at our own risk? Or how about a version that has some of the features turned off? Or how about just using it as a monitor?

Come on Apple.
Make a second volume

Instal windows or Linux

Run turbo tax

Problem solved

You’re welcome

OR


use oclp

Upgrade macos

Run turbo tax

You’re just as welcome
 
Hot take: be angry at the IRS not Apple.

Here in the UK we have a nice gov.uk web site you just plug all the crap into and it works it out for you. And it handles all the weird complexities around tax quite happily. Don't have to install anything or use any third party software.
 
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Good luck filing taxes online if you have your own LLC or self employed or have anything nonstandard other than w2 and simple investments.

I do indeed run my own business, and I file my own taxes online (lots of clients, lots of expenses, lots to report, etc.). It's more time consuming than a person with no deductions and one employer, but it works just fine.
 
I have a Late 2015 27" iMac and just found out that because Apple won't let it upgrade to OSX 13 that I cannot run the current version of TurboTax. I am sure there are many more programs that will also be impacted. Now before you all get on me about this, realize that with my iMac I got the upgraded video card, have the 3TB Fusion Drive and added 32GB of RAM. I have no idea why this can't be allowed to download the newest OS. After thinking about it, I said, maybe I should just get a mini and use this iMac as a monitor, right? Wrong. Apple had a display port on the 2009-2014 iMacs and then removed it in 2015. My iMac runs perfectly and I just can't believe that with all the "reduce your carbon footprint" stuff that Apple won't even let me use this as a monitor.

Now I'm faced with just putting this in the closet to collect dust. This is such a WASTE.

I understand that Apple tests their new software with older Mac's and can see that the system may run slower or have some risks that we don't know about, but how about let us load it and give us a warning that we acknowledge that we are running it at our own risk? Or how about a version that has some of the features turned off? Or how about just using it as a monitor?

Come on Apple.
Why don't you shout at TurboTax for locking out older OS versions from running it??
 
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