Sailing solo or single handed has many meanings in today's world. Each one has its merit and difficulty.
1. Sailing solo or single-handed in the cockpit with full crews below deck
2. Sailing single-handed with many non sailors on board.
3. Sailing solo across the ocean from port to port with GPS, SSB and Sat Phone, water maker and etc.
4. Sailing solo crossing the ocean non-stop with GPS, SSB and Sat Phone, water maker and the 24/7 sat phone connection with on call experts. Example: Jessica Watson in her Ella.
5. Sailing solo across the oceans without GPS, Sat phone etc. Just like the early days where the psychological well being plays a significant part in the survival of the voyage.
Sailing is getting much safer. The technology allows us to minimize the unknown. I will have a better chance to survive today than in those days of 50 years ago when I sail into the ocean. I choose Number 3 where feel comfortable to go solo since I am not really sailing alone - my family and friends are with me.