Please see the below for a helpful little guide we've assembled... Also documentation all landlords will generally require to ensure the most viable candidate, while on that topic it should be noted that alot of rentals in the GTA are getting many offers so it is important all of these are prepared 
Please assemble these in order to optimize your offer.  PLEASE SEND THEM TO ME IN A .ZIP FILE: You will need the following for each applicant/ guarantor:
1. Equifax OR Transunion (Full credit report)
(it is easiest to hit control+print and save each section, then compile into one document)(Navigable by Once you get the report cancel the membership.
2. Letter of employment
3. 2 Pay stubs/ Invoices
4. Government ID
5. Rental Application - please send back the completed form separately for each applicant (complete reference list, etc). Fill it out as much as you can even if other parts are non-applicable. LINK 
** Guarantors: Please note that there is no official cosigner/ guarantor form you would have to fill out the rental application form regardless. In the part where it asks
6. Landlord/ Personal reference letters (optional but recommended)
***if you are unemployed we will need to create a good story for why the landlord would accept your application, i.e. a snapshot of your bank account, showing a large sum in the account. 
8. A letter to the owner why you will be a great fit, i.e. non-smoker, no pets, responsibilities

Make sure to Allocate Funds for FIRST & LAST Payments
Generally, First and Last rental amounts are due within 24 Hours of acceptance of an offer or the offer is void. Sometimes Landlords will ask for a Key/FOB Deposit. This is typical of Condominiums and is refundable upon Key/FOB return at the end of the lease. These deposits typically are $200-300

All of these documents are required at the time of putting an offer in on a condo. I'm not sure about Oakville, but Toronto condos lease extremely quickly. It is better to have all of the documents in order before going to see places, so you don't fall in love with one, just to watch someone else take it.
As described in the buyer representation agreement and Confirmation of co-operation, you do not pay me, the landlord pays me. For tenancies its 50% of 1 month rent + HST, when negotiating 1-year contracts. Ready to start working together? Take our tenancy questionnaire
So... put yourself in the Landlord’s Position, He has 2 Offers to Lease, Yours, and Someone else's, Everything is pretty close in terms of the applications. This time (or prior too) would be a good to differentiate from the other application!
Strategies to Differentiate! (Optional)
If you have it, It is recommended that you show some “Capital Strength” which proves ability to pay. IE:  Bank and Account Statements  (“Black out” account numbers), and possibly a deed with information on a property you may own and/or may be selling, etc.  
Length of Term
If your intention is to stay in the new lease for more than a year than it may greatly help your efforts to put those intentions on paper. Ie. 2 Years vs. 1 Year, 1.5 Years vs. 1 Year.
Lastly, please see a letter you may want to assemble something similar for your current landlord. Also follow this link and add as an attachment to the letter (i'ts just a little more official)
Submit this form + templated email to terminate your current lease
Your name
City, postal
Re: Vacating (property address)
Dear (landlord),
Thank you so much for leasing your property to me.  I am writing this letter to inform you that I will be vacating my current address of (property address) and moving into a new place that better suits my lifestyle and location needs.
 I will have all of my things out of (property address) by (date they will be removed).  I have enjoyed my time here am looking forward to a new chapter of my life.
My last month's rent is prepaid (name the month). I trust you will try to have the property released and will do my best to have the place presentable to any potential new tenants that wish to view it. I will do my best to accommodate arrangements when new potential tenants request to view it!
As per the landlord and tenant board requirement please see the attached N11 form filled out.
Could you please send me acknowledgement of receipt to this email please?
Best regards,
Sign and date
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