Life Situation: I'm 30M w/ wife and 3 kids ages 8, 6, & 4. My wife has lupus and some other medical issues. My oldest has some attachment issues due to some undesirable life experiences before I got full custody of her. My middle-child has mild autism (previously Asperger's). We live in a rural area in western Maryland (2.5 hours to closest airport/large city, 1 hour to closest small city). I'm currently a Customer Success Manager for an advisor practice management software suite. I've performed well with my current company over 3 positions the past 8 years but have run out of growing room without moving to Chicago (would be great for my growth but another cold area). My wife is a stay-at-home mom until my youngest starts school. Neither of us have a degree.
Aside from becoming financially independent, we'd like to relocate to a more desirable location before the kids get much older. Our current location has very little job opportunities, is far away from everything other than general outdoors, and the majority of the population are... the word Redneck comes to mind. Ideally, we'd like to find a location with good schools, a warmer and more diverse environment, and ideally a place with performing arts opportunities for my wife. We've been searching for about a year now but have found all of the more desirable areas we've researched to require a huge jump in cost of living. Fort Collins, CO. is currently at the top of the list as an ideal combination but other areas we've looked at have a similarly high cost. I'm also unsure what my best career moves would be given my current position and lack of a degree. I've considered entrepreneurship off and on over the years but unsure my best moves there either. Ultimately, I'm trying to determine my best options to become financially independent while also raising my family in a more desirable environment.
Gross Salary:
$3,246.26/month in salary
Pre-tax:
$202/mo HDHP/Dental/Vision
$180/mo HSA
$98/mo 401k
$8/mo additional life insurance
Taxes:
$546.44/mo
Net:
$2212.76/mo
Current Expenses (rough estimates from Mint, just started trying to track better):
Rent: $788
Electric: $135
Internet: 70
Water: 90
Cell: $108
Car Insurance: $137
Rent Insurance: $27
Netflix: $8
Spotify: $15
HostGator (hosting): $30
Restaurants, fast food, convenience stores: $500
Wal-Mart/Sam's Club: Groceries, household, etc. $900 (just started trying to break down numbers for better tracking
Gas (car): $100
Misc: $400
Assets:
$4400 401k (mostly low cost index funds, 1 high-growth fund, full stock allocation)
$6000 HSA (half in TD trading acct, index fund)
$800 2004 Hyundai Santa Fe w/ ~165k miles
$400 savings
Liabilities:
none, just paid off last loan
Specific Questions:
What are some ways that I can make a transition from a very low salary/cost area to a much more expensive area?
With no degree and a successful background in customer service (primarily around the RIA/investment industry), what skills/careers/businesses would likely earn me a higher income?
----------Update------------
I realized that I didn't really leave much to go on related to skills/career possibilities. To expand on that a bit, I started off in customer service, then moved to import training specialist, and have been on the Customer Success side the past 3.5 years (like a combo of training, inside sales, relationship management, general retention). I've maintained mid to high CSAT scores including the highest global score last year of 9.86 and have always been in the top quartile for Net New Revenue hitting 242% of target in 2017 (#1) and 197% of target in 2018 (#2 or 3). I'm a stereotypical INTJ personality and tend to excel with troubleshooting, training, and most logic-based activities. Without knowing what skills will pay off best, I'm currently attempting to learn basic programming starting with Python and probably following with Java.
I previously thought about becoming a CFP but moved away from that since it requires a Bachelors as prerequisite and I can't justify the cost commitment of pursuing a degree given my current financial/family position. I've been leaning toward trying to start a business on the side of my current position and work on growing it to replace my current income.
I've also worked as an elegant wedding DJ the past 1.5 years on the side with reasonable success (most weekends April-Oct, very good reviews with 2 exceptions) though I don't really have the voice or high-energy personality for it. Previously dabbled with building basic websites and some affiliate marking in my teenage years. Have been paying $30/month for my reseller hosting for years though I haven't touched any of my sites since before mobile-friendly sites became popular.
To add to the above questions, I'm also open to suggestions on any useful certifications that don't require first getting a degree.
----------Update 2:-----------
I've historically struggled to maintain a positive or even balanced budget. I've been able to generally spread out my bonuses, tax return, and DJ income to pay off debts and cover budget overages, birthdays/holidays, and a few sets of concert tickets per year. The above numbers are based on my consistent predictable income.
Other income:
Bonus: target ~$4400 if I hit 100% of net new goal. 30% accelerator (1.3%) for anything over 100% (lucky past 2 years)
Taxes: need to adjust. I had a fairly large return at the end of 2017, less so for 2018 as the DJ company I work for doesn't deduct any federal or state taxes currently.
DJ Income: About an additional $8k last year
CC Cash Back: $10-40/month (used for half of bills and most other expenses, also used to cover reimbursable travel when visiting clients, I pay them off weekly)
Cell Phone: $108 for 2 lines on ATT shared data plan, ~$65 reimbursed as I occasionally use for client meetings