It took a long time for me to come around but on whole, I prefer monthly obligations. At least for those things I would deem needs. For those on a fixed but modest income monthly billing can make a lot of sense and is my recommendation to clients where appropriate.
Sure, there are those diligent soles that still run a half dozen accounts putting aside monies for property, auto insurance and other taxes. If it ain't broke no point fixing. However, if you are more conditioned to consume than save the following may make sense.
There was a time when administration fees plus interest created a real disincentive to do so. Most of that has disappeared with the low interest rate environment we find ourselves in and competition has forced "tax collectors" to offer reasonable payment options.
Mortgages and car loans are likely best structured to coincide with your income if you are not 100% certain you can handle. While most should do some preliminary planning to look at the impact that this will have on their budget, I'd suggest that bi-weekly payments on a monthly salary may prove to be problematic.
Unless you've been living under a rock you know that hydro rates have and will continue to rise in the next number of years. If you heat your home with baseboards next December through February is going to be an eye-opener. I'm assuming that living off the grid is not a possibility but starting an equalized payment plan now through BC Hydro may takes some of the sting away.
I pay for my home insurance and business insurance in monthly payments too. It's probably not necessary but it's convenient. I occasionally get asked about my thoughts on whether it can be sourced cheaper from the big smoke. I've not seen any evidence and local service providers have been great. Before you shop it you might want to ask their opinion on any areas for economy.
On credit cards, I find it a bit more palatable to pay the majority immediately with the remaining prior to the due date. Automate the first payment and you will never miss one while on a camping trip. It's happened to us all.
By the way, if you are going to the trouble of paying all your monthly obligations this way are you saving into a pot for your future the same way? Yes, monthly contributions make sense.