Hi Brendan,
I appreciate the analysis. Yes, the property is not a bad investment for a potential buyer. For me though, time spent maintaining the property and sorting out tenant is a drain on my time.
My time is better spent building up my business, which is a far better source of wealth creation for me than houses. As I travel a lot internationally and have a family of 3 young girls, it would be far simpler for me to take the hit on selling the negative equity rental property and simplify my life.
The main query really though is this - if I do the share transaction say in October, but don't sell the investment property until February, then I am liable for full CGT on the shares and I cannot retrospectively apply a CGT loss subsequently gained on the sale of the negative equity property?