SE light aircraft flying at night seems more than a little foolhardy to me. What is the procedure for dealing with an engine failure requiring a forced landing in a field? It's difficult enough to get this right in the daytime so do you practice it at night? How? What about total electrics failure?
What is the purpose of flying at night with one engine? "Getting caught out by increased headwinds" is a little weak - try not to plan for a dusk landing seems a lot safer.
Everything becomes much more complex at night. Ditching. Getting into a dinghy. Search and Rescue.
One exception that I would consider is a Cirrrus because it is fitted with a ballistic parachute which at least makes a forced landing a surviveable proposition.
My right to speak? 12 years in RAF - 8 on Fast Jets followed by an Airline career with a legacy carrier on 737 and all types of 747. 25,000 hours.
SE night flying? Avoid at all costs except in a Cirrus ( or similar).