What kind of problems will I encounter upgrading from 10.6.8? Will my MS Office:mac 2008 still work? How about my timemachine?

I bought my MacBook Pro to replace a company mac that I continued to do sales work for on commission. I stopped doing so after being hired by a competitor. The problem is I partitioned the hard drive for "work" and personal use. I lost the password for administrator for the "work" side years ago and the personal side is full. We bought a new Brother printer that was wifi and bluetooth functional, but on trying to set it up with the laptop, it informed me that I need to update the operating system. To make matters worse, during a recent remodel the power cord to my WD 1T hard drive I had used for time machine got lost and I can't seem to get a Toshiba 1T I bought on a sailing cruise to save pictures with, was configured as a windows unit and I have to use the NTFI? interface to access it, but it won't run Time machine. So now I'm not sure what to think, I would really like to run time machine and back up the computer before updating, and I'm concerned that all my apps won't function with the new op system.

Another FYI'er stuck

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  • I have an iMac which runs on OSX 10.8.5 (Mountain Lion) and I'm still using Microsoft Office for Mac 2008 with no apparent problems. I also still use Time Machine (USB connected) and mine is also a WD 1T hard drive. I'm even using very old apps like iMovie 6 and iDVD which are vintage 2006 and were transferred from my old Mac.

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