The boat brand/design style can matter in how hard it is to run wiring. Knowing how to do wiring correctly (speaking specifically about power here) is a benefit. There are a lot of chances for doing it in a less than robust way. Example: make sure everything is correctly fused and that connections are reliable/sealed.
Are you really convinced that you need an LSS-2 transducer on the TM? Do you truly understand the drawbacks of this? Many who want more than conventional sonar at the bow opt to put an HD transducer on the TM - some after discovering that side-scan on a rotating mount isn't so functional after all. This gives regular sonar plus DownScan, but not side-scan.
Is there already a side-scan transducer at the stern of the boat, or are you putting the only one of these on the TM? I think side-scan is of way more value at the stern, and virtually useless on the TM.
Ended up going with the HDI skimmer. My brother and father-in-law are more electrically inclined than I am so they will be helping me with the wiring, fusing and what not.