<<<<<-It is in 3rd gear, thats as high as it goes>>>>
You need to be in a lower gear to get the engine turning faster.
Or the tow needs to be a good bit faster.
Timing? All my tractors are hand crank, so I initially time them as follows: remove #1 plug; turn engine until screwdriver on piston crown indicates piston just past TDC; adjust mag for points just opening (impulse needs to be tripped for this); check timing by turning engine slowly until impulse trips; that should just be the right side of TDC to prevent kick back.
Your timing may be wildly off in one direction; if it was 180 out or the plugs wired for wrong rotation, it should fire, back-fire and all sorts.
Hope the oil pressure is OK while towing? The carb base settings can be wildy off, so check your plugs for wetness after trying to start and adjust as necessary, a bit at a time. If plugs are dry it will probably never start! You need that choke working to be able to richen the mixture for a second or two at a time.
Other tricks are to fill with hot water (fix that leak!) and heat the plugs on a gas ring to get them real hot before popping them in (watch out for burned fingers), and try starting straight away.
Basically you need the air flow high enough to run on the main jet (not the idle jet) and that means quite a few rpm while towing - you were not achieving that in your video. Once running at good revs you can try to balance the slow running side (get it hot first). You will then know it will at least start.
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