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Agreed it is very easy to look back sitting on $10-15k/month and say I wish I would have done things differently during life's journey. That is hindsight.Well I don't think anyone truly regrets $15K/month. However, it is hard in the middle of adult hood to find balance. Demands of family, work all clash. And you could be doing everything right, but still pull the short straw and lose it all. Being prepared hurts current lifestyle, but I don't regret making tough choices early on----rather I took them as challenges. For the responsible types, its only through the review mirror that you could say "I should have spent more". But that is only hindsight.
I try to articulate moderation throughout life's journey when I am asked for my thoughts. Be cost conscious (not a spendthrift) during one's accumulating years of 30-55 in particular but enjoy the journey. There are a lot of cost effective ways to have enjoyable vacations, both national and international, cost effective sports and recreation activities that don't need the top tier equipment, there are ways to have a modest nearly new vehicle without breaking the bank or carrying a significant auto loan, the kids don't need designer clothing when Old Navy and the like will do, etc, etc. It is a lot more fun to hike the back country at age 30 than it is at age 60 and Disney World is way more fun with preteens and teens than it is as a grandparent. There are times to wait and times to just do it.
If one can do that and still fill one's TFSA room and a good portion of RRSP room, I'd suggest that would be a well balanced life.