If life has pummeled you, and you've woken up from a financial bender -- hundreds of uncategorized transactions in YNAB with no recollection of what happend to all that money -- it's ok. Just get back on the horse and start again.
Jesse offers a humorous, and helpful, solution. Categorize all those transactions under a new category called "Bender," and start looking forward. Don't worry about what happened. Decide what your money needs to do for you now and in the near future, and assign the dollars you have now to those categories.
While reflecting on the past is important to understanding our behaviors and identifying areas of our spending where we need more clarity, it's only important to the extent it helps us get better at assigning money in the future. So pick yourself up, climb back on the horse (I mean, wagon) and give every dollar a job today.
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