It is also a home built in 1913 and i know the town will require it to be brought up to code.

I don't know how I want to approach investing since I'm first starting off, but am eager to learn as much as possible.  

I think that is a good approach when you end up with a terrible backwards company such as Cenlar

As an agent how is the best way to approach the owner? 

One concern my lawyer brought up was that if your original intent is to wholesale the property and not purchase it yourself, this is basically a glorified Listing Contract which gives you the right to sell the house.

So get advice on your options and approach a lender without pre-conceived ideas.

After watching some online-course video clips at BP, I realized learning from a big map is the best start for me to learn something brand new, rather than digging holes on every single aspect.I'm glad that I've found BiggerPockets, a great platform and opportunity for RE investors from all over the world to share, learn, and network online, especially someone new in the industry like me who is shy and doesn't feel comfortable to actively approach "strangers" in reality due to the personality.If there's anybody here from Canada as well, I will be more than happy to connect with you.

I am not sure what my first investment should be and not sure how to approach it.

The only obstacle for us, would be finding new and creative ways to find Buyers.We've already set aside a few days to spend at the Race Track.We are always willing to learn more and take on new effective approaches to marketing.

Let me illustrate:Your current approach:Step 1: Look at 100 housesStep 2: Make offers on 10Step 3: Maybe get a counter offer from 1 motivated sellerCompared to the approach of virtually all successful investors which looks like this:Step 1: Find 100 motivated sellersStep 2: Create solutions for their specific problemsStep 3: Qualify the properties and probably buy at least 50% of them