Assuming you have access to MLS (Multiple Listing Service, a place for agents to list deals).1) Look for deals that look like investor-type of deals (e.g. low purchase price, ugly houses, or sometimes MLS will even say what type of financing it is)2) If the buyer's info is there, voila.  3) Otherwise, contact the realtor to look for leads (that will be more of a uphill battle, but you never know...)

In your experience, does one approach lead to better appraisals, loan terms, or overall outcomes?

You will find these leads by doing milti layered county records database searches either yourself or getting someone else to do it.This is the same concept as list stacking which finds more motivated sellers by looking for severel motivations rather than 1.1)pick a niche motivated seller lead like pre foreclosure thats 1 level of motivation2)search for additioal debts and problems say tax delinquencies 2nd level3)search for other liens 3rd level4)search for code violations/complaints 4th level5)appraise/tax website to confirm address6).

I was wondering if there were any lease generation tools or how to go about creating a custom lease.  

My question is how do most people make the jump to the 2nd STR property if you're generating $25k per year on the high end? 

My goal is to generate more expenses on paper with the rental to reduce the taxable income for future years. 

MB and SK seem to have some of the last metropolis' that can still generate cash flowing properties. 

The people who are successful, probably are already in the business or have some background and really do not generate any more knowledge from the training.

This phenomenon could lead to a more stagnant real estate market, as homeowners opt to stay in their current homes to avoid the full force of higher assessments [4].Shift in Tax BurdenOne of the significant concerns surrounding Amendment 1 is the potential shift in the tax burden from residential to commercial property owners and operators.

Not a CPA or tax attorney but my understanding is the commission is income, taxed accordingly and deductions from the purchase are handled regardless of if the agent also generated income from that deal (if there are any deductions at all).