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Is there any way to upgrade to Windows 10 Pro 64 bit, from Windows 7 Pro 64 bit, and retain the third party programs and data?

Windows 7 64 bit to Windows 10 64 bit
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Lee W, MVPTechnology and Business Process Advisor
Most Valuable Expert 2013

Commented:
Upgrade it.  That's it.  Direct upgrades are supported and they preserve data and configurations.  That said, there's ALWAYS a risk, so you would be wise to backup FIRST!
Andrew LeniartIT Professional | Freelance Journalist | Looking for Opportunities
Author of the Year 2019
Distinguished Expert 2018

Commented:
Hi Frank,

I've written an article on this topic at Experts Exchange which you may find helpful. Please view the following:

Upgrading to Windows 10 Version 1809 - A documented experience of the entire process

The purpose of the article was to show what (if anything) would be lost during a Windows 10 upgrade migration and how long it took, however, it's contents should be totally relevant to the question you've posed when upgrading from Windows 7 to Windows 10.

Happy to provide more info if you have any additional questions.

Hope that's helpful.

Regards, Andrew
Frank DiPiazzaPresident

Author

Commented:
Hi Andrew,
Thanks for the preview.
I'm upgrading 7 PCs from Windows 7 Pro, to Windows 10 Pro, both 64 bit.
It's a daunting task since each of those PCs are unique, in that one does bookkeeping, one does barcode printer, one does CAD, ... I think you get the picture.

I had hoped Windows 10 Pro had a way to preserve the Windows 7 Pro settings, logins, and third party software, like Quickbooks on one, Office 2016 on all, CAD drawing software on another, Barcode Software on yet another, and Medical Billing software on four of them.

So far, I have found anyone that could confirm that those programs would come forward. It would seem my choice is to install a clean copy of windows 10 pro, and reinstall all the apps afterwards. That's unfortunate.

Thank You,
Frank DiPiazza
Frank DiPiazzaPresident

Author

Commented:
Hi Lee,

I'm not certain this would work.

Sadly, I'm looking at reinstalling all the apps, on 9 PCs. I thought it was 7 of them, but it turns out to be 9 so far.
They are not all Microsoft Products, but Office 2013, and Office 2016 are on several of them too.

Thanks,
Frank DiPiazza
IT Professional | Freelance Journalist | Looking for Opportunities
Author of the Year 2019
Distinguished Expert 2018
Commented:
t's a daunting task since each of those PCs are unique

Indeed. Kind of puts a damper on a scripted automated solution as each one will need to be looked over carefully after the upgrade is completed. Different software packages upgrade differently, so with some, (dare I say most?) it's painless, but others may even require an uninstall and reinstall. No way to avoid that, unfortunately.

I had hoped Windows 10 Pro had a way to preserve the Windows 7 Pro settings, logins, and third party software, like Quickbooks on one, Office 2016 on all, CAD drawing software on another, Barcode Software on yet another, and Medical Billing software on four of them.

Let me know if I've misunderstood you, but doing a standard upgrade of Windows 7 to Windows 10 doesn't generally cause any changes to previously configured settings of "most" software packages.

I had a similar task not long ago when I upgraded an office full of Windows 7 machines to Windows 10 (all pro) and found that 90% of software packages installed on those machines were unaffected after the upgrade. No CAD, Barcode, or Medical Director billing software on my machines (they were accountants) however many had several different versions of QuickBooks installed and I can confirm nothing was affected.

One thing you will need to check is if any of the workstations have backups configured that are scheduled to run automatically or any type of scripts that have been configured into Task Scheduler as those I found needed to be modified, paying particular attention to paths.

Another is any mapped network drives. Networked drives will be lost and will need to be disconnected and reconnected again. The other thing to keep in mind is AV packages. I would recommend uninstalling any AV before installing the Windows 10 upgrade and then reinstalling them from a setup file designed for Windows 10 after the upgrade.

Microsoft Office (all versions) I have found will upgrade without any issues. I too had installations of MS Office going back to versions 2010 and all worked after Windows was upgraded without a single hiccup.

It would seem my choice is to install a clean copy of windows 10 pro, and reinstall all the apps afterwards. That's unfortunate.

That will certainly work, but I personally don't think it's necessary. You can save considerable time in just upgrading the workstations and then checking each installed software package, dealing with any issues that pop up.

Good luck and let us know how you went and which angle you decided to go with. If you have any other questions, please don't hesitate to ask. I've done quite a few upgrades of late.

Regards, Andrew
Lee W, MVPTechnology and Business Process Advisor
Most Valuable Expert 2013
Commented:
Windows 10 upgrades are fully supported.  MOST software will work.  Office should be fine.  Third party programs depend on the third party.  We can't tell you as you haven't told us what those program are - SPECIFICALLY.  Some versions of AutoCAD will work... newer versions of most software will work.  You need to contact the makers of those programs - they are the only ones who can definitively tell you one way or another.  If the company has kept current (seems unlikely given they've waiting for Windows 7 to officially die to do anything about it), then they shouldn't have problems.  If they're using 12 year old versions of software, they could very well have problems.  Further, if they don't want to keep reasonably current going forward, they are likely to encounter problems in the future.  I have one client with a line of business app running on Windows 10 and every 6 months they have to call support and get it upgraded because the feature updates (which are essentially new versions of Windows) keep breaking the program!)
Frank DiPiazzaPresident

Author

Commented:
Thank you.
I now have to find a windows 10 pro 64 upgrade package to try, rather that a new copy, unless that would work as a upgrade if started on the Windows 7 system. Perhaps with a question, Upgrade or Clean Install?
Lee W, MVPTechnology and Business Process Advisor
Most Valuable Expert 2013

Commented:
If you want to play it safe, buy new hard drives (SSDs - they're fairly cheap and fast), clone the existing drives to the SSDs, then upgrade the SSD.  If it works, great! If not, put the old drive back in the PC and they can work again on Windows 7 until they figure it out.

You can also prolong their misery buy buying extended support for $50-60 per computer for one year from most Microsoft partners that sell software.
Frank DiPiazzaPresident

Author

Commented:
Thanks Lee, but several of those computers are actually running 16 bit apps in a Virtual, or DOS emulator.
They are old programs, some with no current replacement. That is the reason for the delay. Some are disappointed they are being forced to move to Win 10.

There are only as few apps that are running like that. Win 7 virtual, with XP so they can continue running the apps that worked will for them with XP. Win 7 came with that XP solution, and I see Win 10 does not.
Frank
Frank DiPiazzaPresident

Author

Commented:
Lee,

So far that's the plan.
I picked up some Cloning Kit's from NTI, but I've had a problem cloning the drive twice. Still trying to solve the issue.
I'm going to try a different Computer next.

If you want to play it safe, buy new hard drives (SSDs - they're fairly cheap and fast), clone the existing drives to the SSDs, then upgrade the SSD.  If it works, great! If not, put the old drive back in the PC and they can work again on Windows 7 until they figure it out.
Andrew LeniartIT Professional | Freelance Journalist | Looking for Opportunities
Author of the Year 2019
Distinguished Expert 2018

Commented:
Frank,

I now have to find a windows 10 pro 64 upgrade package to try, rather that a new copy, unless that would work as a upgrade if started on the Windows 7 system.

Any Windows 10 installation media will automatically detect if a prior version of Windows is already installed and will offer the choice of upgrading, retaining all settings, or doing a fresh install.

I always download the latest available version of Windows 10 using the free Microsoft "Create Windows 10 Installation Media" tool available from here:

https://www.microsoft.com/en-au/software-download/windows10

When using the tool, you are given the option to upgrade, or save the installation media (ISO) to disk, or to create a bootable USB thumb drive to use. I always select the latter and then just use the USB stick as my installer, regardless of whether I'm upgrading a workstation or installing a completely fresh copy needing to re-install all the apps. During the running of the above tool, you can also use it to upgrade and download on the fly, or to create install media for a different computer.

Perhaps with a question, Upgrade or Clean Install?

Confirmed. During the upgrade process, you will be asked if you wish to upgrade, or perform a new install.

Regards, Andrew
Lee W, MVPTechnology and Business Process Advisor
Most Valuable Expert 2013

Commented:
Given support expires in 24 hours, I would strongly suggest you go ahead and buy extended support for another year.  This stuff should have been looked into and test long before now, but rushing through it now is not a good idea.  Get the support and then start testing.

Most of the programs used likely have modern equivalents - except that they may require other equipment upgrades.  Otherwise, 32 bit Windows 10 MAY work but that won't be possible to upgrade - you can't change bit levels with upgrades.
Distinguished Expert 2019
Commented:
are you sure that program works under windows 10 ?
that seems the key question here

here my preferred upgrade guide :  https://www.tenforums.com/tutorials/139745-upgrade-windows-10-windows-7-free.html
Frank DiPiazzaPresident

Author

Commented:
Four of these upgrades just went away. They want to replace their four year old computers now.
Five of them are going to be upgraded, at this point. :-/
Distinguished Expert 2019

Commented:
could you answer my question plse?
you can run the update assistant : https://support.microsoft.com/en-in/help/3159635/windows-10-update-assistant
Frank DiPiazzaPresident

Author

Commented:
I'll look that over before I begin. Thank you.
Frank DiPiazzaPresident

Author

Commented:
Thank you for the help and the posts. One down, many to go.
Distinguished Expert 2019

Commented:
let them come !