How much power do those LED strings consume? I doubt that four of them would exceed the current rating of a 15A circuit and a heavy-duty extension cord. How much cord is there on these strings between the plug and the first light? Ideally, you would run a weatherproof extension cord with four sockets to the base of the tree.

You may want to consider one of these and plugging each set into a socket (which would mean every string would begin lighting at the base of the tree and run 403 feet from there), or using four extension cords to pickup where lower strings left off. The extension cords do not have to be 400 feet long because they just have to get from the timer to the point of origin of the next string.

myTouchSmart Outdoor Digital 6-Outlet Evening Preset Timer, Green in the Lighting Timers department at Lowes.com

If this is the product you are considering I hope you have read the "Customer questions & answers" and "Customer reviews".

Christmas Lights Outdoor 1000 LED 403ft Super Long String Lights with 8 Modes & Timer, Plug in Twinkle Fairy Lights Decor for Home Xmas Wedding Party Room Yard Tree Holiday Decorations (Cool White) - - Amazon.com

Wow! No advice but I admire your ambition.

"they should not be directly connected to another strand due to the voltage/watts."

This is because the transformer provided only has the capacity to support the 1000 lights in one strand. I suppose you could purchase a transformer with greater capacity and connect the two strands together, or just use one transformer provided for each strand.

wd, don't you think each strand will have its own transformer?

Each strand does come with a transformer. I was just explaining why strands could not be connected together powered by a single, provided transformer.

Each string has its own LED controller and each controller has to be plugged into an AC socket.

I would not want to be working around those large, horizontal branches.

Thank y’all for your comments. @elltwo Those are exactly what I was looking at and yes I did read through quite a bit of different light reviews and comments which is why I thought I’d try on here to get some advice. I agree with the use of extension cords, however, I only have 1 outlet in the front of my house with two plugs so I’m trying to figure out if I can achieve what I want without blowing something. I wanted to go with leds because of the lower electrical usage but don’t feel like they can be connected… so then do I need to buy like 4 or 5 sets of the 403 ft lights and run 2 extension cords with 3 way splitters? Would that potentially work?

I thought you were already committed to 5 sets to get 2000 lights. With one extension cord to the

myTouchSmart Outdoor Digital 6-Outlet Evening Preset Timer, Green in the Lighting Timers department at Lowes.com

at the base of the tree, you can plug in one light set directly to one of the green receptacles (outlets) and then run four extension cords up the tree from the same location to where you want to power the other individual light sets.

Think of the setup as your arm and hand. One set would go directly from a power source at your elbow up your arm to your thumb, and the others would go via extension cords from the elbow to the palm of your hand, and then to each finger.