Buy a Reese Canoe/Kayak loader from Amazon for about $30. It attaches to your trailer hitch. It has an upright bar attached to a T-Bar that swivels. You simply load one end of boart onto the t-bar. Secure this end to t-bar with bungee cord provided. You then lift the end of boat that is resting on the ground, and walk it to front of roof, while the boat pivots on the t-bar.
This simple, inexpensive solution has allowed me to load my Hobie Kayak by myself. It also provides a third support point for you boat, the other 2 supports being your roof rack.
My Hobie weighs 85lbs and presents no issues for rooftopping.
I use a small trailer when I fish locally, but going out of town, the Hobie goes on the roof.
https://www.amazon.com/Reese-Towpowe...s%2C153&sr=8-1