Hi Ryan, We have been avid readers of your Stacked Home articles, thank you for writing and sharing your knowledge with all. We are in a dilemma with some of our property decisions and would like to seek your advice. We really hope to hear back from you with your thoughts. Our situation My wife is (turning 55 in 12 months) and myself (turning 55 in 6 months), we have 2 kids. Eldest has just started working and son is currently finishing NS. We both anticipate to continue working for another 10 years, barring unforeseen circumstances. I have my own business consultancy whereas my wife holds a full time job. Our existing home We bought a freehold 3-bedroom condo in District 10 in 2006 in our joint names (no TDSR, ABSD etc in those days) and hold 50% each. In 2018, we rented out the condo and in turn we started renting a landed house. We have really liked living in a landed home since and hence...