(haven't looked at the pictures I don't see why that would be the case but would need to walk through it personally)4. 

@Ryan Kirk thank you for the podcast referrals. i started listening to Sarah Larbi's podcast and it seems to fit the area i'll most likely be looking in (southern Ontario)

Walk away. 

How many current mortgages is not the important factor... it's their combined balance.In most cases you'd be paying off both the first and second (and any other liens) at settlement and the seller would walk with the difference... in this case roughly $20k.

I think my broker will be awesome and supportive with walking me through any transactions once I get them, but I'm prepared to work super hard to get my own clients.

After that it's all about deciding what sub-market is the best fit for your criteria and reaching out to realtors, brokers and the like.The article below should help you out: Choosing the Right Real Estate Market To Invest In: The 4-Step Guide to Success

I would recommend calling a few/several that are frequent contributes here on BP such as @Dmitriy Fomichenko (who I used) @Brian Eastman @Carl Fischer and others (you can tell from their 'signatures' who they are) and see who is the best fit.

You can then determine what fits your needs better based on the strategy you want to have.

I appreciate the walk through. 

Because of a surprise horror I encountered medically I became crippled about 7 year ago and i do not work or walk that occured when I was 54 and I've been bedridden ever since but I have been learning much on the Internet, 7 days a week, and read a book about every two weeks.