3,800 km Road trip on my $500 Goldwing, What could go wrong?

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My Current Bikes:
-2019 Yamaha Super Tenere ES
-1991 Honda Goldwing GL 1500 SE Anniversary Edition + Trailer

Gear:
-AGV AX-9 helmet
-Olympia Moto Sports Jacket
-HWK Motorcycle Jacket
-HWK Motorcycle Pants
-BMW All Round Boots
-Bristol Thinsulate Leather Gloves
-First Classics Leather Pants
-Olympia Moto Sports Rain Gear
-Bohn Body Armor

Volgging:
-SENA 20S
-GoPro Hero5 Black + GoPro 3.5mm Mic adaptor
-Power Dewise Lavalier Mic
-Samsung S10
-Curved 90 Degree TOZ camera mount for helmet
-IMovie for Video editing

Previous Bikes:
- Honda Jazz 49cc Scooter 2,000km
- Yamaha Big Wheel Scooter 2,000km
- 1998 Honda VTX ACE 5,000km
- 2003 Suzzuki Katana 5,000km
- 2005 Honda ST1300 35,000km
- 2006 Yamaha FZ6 22,000km
- 2009 Kawasaki Vulcan 900 48,000km
- 2011 Victory Cross Country 45,000km
- 2013 Suzuki C90T Boss 38,000km
- 2014 Suzuki Vstrom 650 8,000km
- 2014 Kawasaki Nomad 1700 104,500km
- 2017 Suzuki Vstrom 1000 65,000km
- 2019 Yamaha Super Tenere ES 32,000km So Far
- 1991 Honda Goldwing GL1500 SE Anniversary Edition 6,000km So Far

I have ridden 418,000 km and counting