Hi Mary - I suspect that just by upgrading to a new laptop, you'll find a lot of your current system's irritants will fade away with a clean operating system, and up-to-date software. Just be sure to get adequate workhorse power to handle video, if you do video editing!
In some ways you've already made significant investment in Apple products. So you should put a "plus-check" on the ease of synchronicity, both for software and in cloud data. I assume you must already be using iCloud and the iTunes store for media, photos, etc. Of course, there are plenty of solutions to cross OS lines - so this is just one factor. I can tell you from supporting transitioning users that it takes roughly 5-10 days for a Windows user to become productive with MacOS -- it's slower in the other direction. Some of your current software licenses won't transfer to a different platform, but if you have, say, Adobe Creative Suite, they will allow you to transfer your Win license to a MacOS license, and generally you can download the Mac version from their website. (That product is so expensive that if they didn't have that option, I wouldn't recommend changing platforms!) Another software consideration: Are you interacting with people who are using complex MS macros a lot? Windows Office products use their macros differently from the Mac side (which dropped them altogether for some years). The cantankerous behaviors there are primarily in Excel. Do you have an investment in MS Access? Doesn't exist in the Mac world. In terms of security, Windows has worked hard on this. But it seems as if many people "harden" Windows systems by buying software; on the Mac side, other than virus software like Sophos, there are easy security measures integrated into MacOS (very good info available at Apple's support site). The MacOS has a number of integrated applets that you purchase on the Windows side -- though I think that might be changing.
If you do buy a Mac, you should consider buying their one-on-one service package, which is available only when purchasing a new mac. Not only will this entitle you to special tier service for your first year, you can also go into the Apple Store (sounds like you're near one) for one-on-one consultations, which can be for, say, video transfers, using iMovie, optimize settings for sync'ing between the iPad and your mac laptop, tweak for better performance, show MacOS features, etc. My recollection is that this service also can include their help in transferring over your Windows user files to your new Mac.
Another factor in your decision should be what devices interact with your laptop. You mention video -- you'll want to make sure your cameras will communicate with your new laptop. This can include cables (though adapters are often available). Older printers and scanners can catch you off-guard too -- see if drivers exist that work with your new OS (this applies to mac or windows--luckily new multifunction printers are available at reasonable pricing).
As you can tell, I've helped folks move to Mac more than the other direction. But you should check out the Windows 8 products too. The few times I used the Windows 8 OS, I found it to be more consistent in behavior and faster for standard processes than Windows 7 -- and Windows 7 was a big advance over its ancestors.