Hello, we purchased our very first TT a 35 ft towed by our truck and
Googling the specs for your TT and your Sequoia, it looks like you are good to go on towing, but it will be good to double-check to make sure.
The generator will be dependent on what you will need it for, i.e. running appliances, charging battery etc., 1000 watts can help run your lights, charge batteries up to the 3500 watt gens with a 30 amp connector so you can plug your TT in. This will run a 13K a/c on your TT and some smaller items.
You can google the generators as to the different makes, honda, champion etc., and it shows you how to add up the wattage/amps for each item in your trailer to match up with the power rating of the gen.
For us, the champion 4000/3500 watt gen is good match for us, it has a 30 amp connector and is not too loud when in use and allows us to run our a/c if need it. and for other appliances/battery charge and its price.
Not sure how the Sequoia handles when towing. We have the weight distribution setup to help with swaying problems and for the most part, it has been a lifesaver, ( you can go to youtube and search trailer towing, there are lots online).
Towing safety is also on youtube, we try to ensure we do not overload our trailer/truck when towing on the road, tires are checked, and check for weather that day.
We are full-timing but we have a storage for our things which we will not carry when traveling, so if your only camping, then your typical camping items/clothes,food, etc., should be good to go when storing in trailer.
first time driving we were nervous. Plan ahead your route, so you will be familiar if possible with the roads and traffic. good GPS/smartphone app (co-pilot etc.), is a must, but be aware that if you use a regular GPS, it will plan a route for a car and not RV.
(you can youtube/google RV GPS).
we practiced first before heading out on the major roads, to get a feel for the turning radius and the feel of the xtra weight towing. When we felt comfortable, we went on the bigger roads, avoiding smaller roads with smaller turns and then on to the highway and pulling in rest stops to regroup, practice parking etc. of course we went on sunday so not much traffic.
backing up is the hardest, if you don't have a pull-through, you might want to practice this with your girls or have someone help guide you in if you have to reverse.
hope this helps, we love it and though we have traveled with it, we still have butterflies at the beginning of our trip but then settle down once on the road.
have fun and ask again if you have other questions.
bill & jodi