Thank you for all the toughts on this thread!! I will expand on my initial question, but the answer about an advanced calculator I think is where I need to move. I do everything in Excel now, with a yearly cash inflow and cash outflow factoring in a 6% return.
For my real estate, I always max out my mortgage every 5 years when I renew, since the rates have been so low in Canada. I just did it again for two of my 3 rental properties, with the last refiance coming up in one year, Jan 2026. I made a decision to build a lakehouse (My dreamhouse spend) and used the excess cash from my refinance to build it. This has caused me to loose money on my rentals for the next 3 years, but I am still working, so my income makes up for that. I hope to retire at 50, in the spring of 2027, and I will still loose money for about two years, but my rentals will start to generate cash flow for me again in 2029, so I am trying to see how bad it is for me to take a short term draw from my inviestments for two years, large than my FI 4% number, then evening it out after that. If I keep my rents up with inflation, I should be generating enough income to cover my expenses in another few years. I currently have $720K in a combination of RRSPs, TFSA, and open account, and my real estate equity not counting my primary residence is at $1.7 Million.
I feel that my situation is likely like many who have real estate and trying to grow something as an entrepreneur. I maybe taking a more risky approach by leveraging all the available equity in my rentals, but its this approach that has brought me so close to FI (Or maybe at FI?) in recent years. This may be a case study opportunity that could benefit other Canadian Listeners. For additional context, I live in Rural Nova Scotia, on the east side of Canada!