When I earn a bit more room in my budget, I'm debating whether to employ people to deliver the letters privately (along with other marketing material from businesses that I charge for) or just go with canada post.

Debating putting an offer on a live-in flip but the house needs new siding.

I have been debating on where to get my real estate license.

In March 2019 it will have been a rental for 3 years.One option:I’m debating giving the tenants notice before the 5 year ownership mark and moving back into it before selling it, or converting it into a vacation home 6 months before selling it so I can get the money out without capital gains taxes.

You have no idea how much trouble and debate you're about to unleash with this post :)

I recently switched jobs and currently debating on what to do with my 401k, now that I have options to do a roll over into my new company's plan, roll into a self-directed IRA, etc.

It is not their business to know and will only empower them to argue/debate your decision.

Because this is a never ending 50/50 debate, why do it?

Im trying to plan my business model for the next couple years and debating if I want to aim for flips or buy and holds.

Hope this is in the right place.I am looking for some advice as I currently own a coop in the Long Island, NY market and am debating if I should sell it or rent it.