In the short time I've been "back" to YNAB (I first bought the software last year, but ran into a couple roadblocks and essentially left it alone until last week—forum members, details are in my Journal if interested), I've been incredibly impressed with the sheer amount of control and awareness it's given me over our family finances. However, though it would be impossible to list just one factor that got me to use the program again (and, for the first time, really use it seriously), I believe that my adoption of it is, at least in part, due to some more wider-ranging lifestyle changes I've been making over the past several months.
You see, I am (or at least I was) one of the most disorganized people I've ever met. If I had something I needed to do, I would alternately write it down on a sticky note and put it somewhere I'd likely never find, write it down in one of several notebooks (no reason for having several notebooks for this task, of course, except that I'd frequently misplace one or more of them), email it to myself (and usually not read it), or just tell myself rather sternly that I need to remember to do this Very Important Thing (and then forget a few minutes later).
Interestingly enough, I have a buddy at work/Church who was much like the person described in the above paragraph about five years ago, but is his very polar opposite today. The turning point came for him when, five years back, he and his wife got fed up with feeling like they were coasting along in life without any idea of where they were going, like they had no direction or purpose or control. They sat down and they developed a system of writing out their goals (to a very specific level), being sure to re-evaluate them and update them on a weekly basis. These goals ranged from the minor (e.g., buy some nachos before the game on Saturday) to the major (e.g., finish this research project) to the "life" goals (e.g., be out of debt with $100K in aggressive stocks by 2008). More on my buddy in a bit.
I didn't know any of this about him yet, but I was quickly getting to the same "fed up" point in my life. Unfortunately for me, I simply wasn't organized or smart enough to develop my own system of writing down my goals and getting them accomplished (see two paragraphs up for what happened whenever I tried). Nevertheless, I still NEEDED to be organized. I NEEDED a system. Otherwise, I'd just continue coasting along as well.
In my opinion, YNAB's strongest asset is its incorporation of a solid budgeting methodology ("The Rules"). It's not just a clever bit of budgeting software; rather, it's a clever bit of budgeting software built on a simple, powerful plan for saving. Moreover, it's completely inseparable from the methodology. To use the program effectively, you must adhere to The Rules, and both the documentation and the program itself encourages this. Use the program while living by The Rules and you achieve a certain harmony. Incorporating a complementary personal finance system such as Dave Ramsey's Total Money Makeover (TMMO) takes this to the next level—but more on that in a bit.
What I needed for my own organization and productivity was that realm's answer to YNAB: software built around a solid methodology. I found that in a program called OmniFocus and in a book (which, I admit, I am still reading) called Getting Things Done by David Allen.
OmniFocus is an extremely powerful productivity application that centers on philosophies in Getting Things Done (hereby shortened to "GTD," as it appears on most of the Inter Web). I spent a lot of time reading the manual and viewing various video tutorials for the program. It does have a learning curve as it allows you to get incredibly detailed and customized (if you want to), and it requires you to wrap your mind around a way of thinking about accomplishing all your goals that you may have never considered before. Nevertheless, I thoroughly ENJOYED reading the manual and watching those videos (and that is not typical for me!)
I Googled GTD and got the book. I started using the program while I began reading. The more I dove into the material, the more I realized the massive potential that existed with this system. It would be impossible for me to explain exactly why this works so well because there's so much to it, but here's a fairly adequate summary: in line with ideas espoused in GTD, OmniFocus becomes a "Trusted System" in which the user dumps all ideas he or she wants to work on. With very little exception, everything you want to do from getting the milk to composing a sonata goes into the system. If you truly embrace it in that way, you'll eventually KNOW that everything you want to do is there, and this eliminates any need for your mind to fret about what you're supposed to do next (just check OmniFocus). And, without having to worry about what you're supposed to do, you start coming up with new things to do (or new ways to get tasks done), which then get entered in OmniFocus as well. The process keeps repeating, your creative juices constantly being stimulated and your ideas constantly being captured.
OmniFocus is primarily a Mac application, but it's also available as a very powerful stand-alone iPhone/iPod Touch app. If you have both, you can sync over the Internet via MobileMe. That's the route I took, and it really allows me to take this system just about anywhere.
I was talking to my buddy at work about Macs (he was thinking about getting one, and I had purchased mine recently), and that led to my telling him all about OmniFocus and GTD. He then congratulated me on the journey to productivity I was taking and told me how he had developed a similar, paper-based system about five years earlier. After having lived by that system for the past five years, he says he and his wife are amazed by what they've gotten done. Their long-term "life" goals are, for the most part, all completed (earlier than expected), and they're looking at setting new ones. Moreover, getting organized allowed them to save and make more money than they'd ever dreamed possible. He told me with a straight face that at the age of 29, with a wife and newborn daughter at home, if he continued at his current rate, in 15 years max he wouldn't have to work another day in his life unless he wanted to.
At the time, I hadn't seen the entire connection between getting organized and building wealth. Of course, I wasn't nearly as good as my buddy at using mere paper and pencil to keep track of everything (one of the reasons why I needed software like YNAB and OmniFocus). I also hadn't done much reading on personal finance. Now, however, I can see that fusing YNAB, OmniFocus and the TMMO method is an incredibly powerful, life-altering combination.
Here's an example:
I initially built my budget in YNAB to mainly reflect short-term goals. With a buffer already in place, I was mainly concerned with "giving every dollar a job." To find out what those jobs should be, I started reading TMMO. It seemed to me that YNAB's buffer was equivalent to the Small Emergency Fund in Ramsey's Baby Step 1, so I moved on to Baby Step 2, the Debt Snowball. I read through the rest of the book, though, to make sure I knew where this road was going. I didn't want to get rid of all my debt and then not know where to go from there!
Next, I made a folder in OmniFocus called "My Total Money Makeover." Inside it are projects reflecting Baby Steps 2 and 3 (I'll be entering the rest shortly). I also have a project called "YNAB Budgeteering." In my Baby Step 2 folder (entitled, "Step 2: Debt Conquest"), I listed out each debt I needed to take care of in the order that they should be eliminated along with any additional steps I needed to take (e.g., call the bank for a payoff figure).
Going back to YNAB, I ran the numbers so that my primary focus was the first two debts (both of which will eliminated this month) while still taking care of other financial obligations for the next month.
Later, after waking from a pathetically small amount of sleep (insomnia has been hitting me hard lately), I lie in bed and thought that I should budget out things like next year's Christmas fund, my daughter's birthday gift (March), our LifeLock dues (May), and so on. Right next to my bed was my iPod Touch, so I turned it on, opened up OmniFocus and threw all of those into YNAB Budgeteering. While I was at it, I decided to tweak my other Baby Step projects a bit. Then I tried to go back to sleep (and, for what it's worth, I failed).
Later in the day I updated YNAB according to the To Dos I've listed in OmniFocus. My budget now reflects and anticipates certain expenses out to a full year from now. In my TMMO, I'll have two debts destroyed this month and another gone within the two or three months that follow. Pretty good progress, if you ask me, and I've only been doing this for about a week.
Dave Ramsey states in TMMO how important it is to have a written plan in order to succeed. In combining YNAB, OmniFocus and TMMO, I've been able to create a detailed, living plan that becomes more refined by the day, and I've been amazed at how quickly some of my goals are being accomplished (please see my Journal for details).
In closing, I was tempted to say "I wonder what I'll have accomplished in five years?" I realized rather quickly, however, that such a statement would ignore the power of this system. Rather than wonder aloud where I'll be in five years, just give me a little time and I'll know. It'll be written down.

