You can also give the order to pay your bills automatically only if they are under a certain amount and have e-mail notifications sent daily as the due dates of your bills draw near. Whether your service handwrites checks or pays electronically, a bill aggregator must dip into your bank account to make those payments. And naturally, giving out your bank account information may justifiably cause some hesitation on your part. So even if an aggregator claims to be storing your personal info on a secure server, you're going to want some legal guarantees in the event of a screwup on their part. A good service will also agree in your contract to cover any late fees they may accidentally cause.
Pricing is currently consistent among the three leading services.
Each additional transaction is 75 cents. You have to compare this not just to the cost of a stamp for each of your bills, but more importantly to the aggravation and the time it takes to process all the bills yourself each month. It may cost you some money, but it could save some of your sanity. Check out the consumer version of these services if you don't need the extra perks, such as being able to download to your software or your business's logo on your checks, and if you don't have many transactions - you'll pay half the cost. Pay from your Palm.