The analysis paralysis you're feeling is completely normal, and honestly it's a good sign because it means you're being careful.Here's what helped me get past it.

We're trying to decide between an owner-occupied LTR and a flip - we've definitely got some stars in our eyes, maybe a hint of good old analysis paralysis.I would love to connect with any and all individuals to hear their experiences.

That missing $15K to $19K in turnover cost is the difference between a plan that has reserves and a plan that runs out of cash in month 6.Now the debt service:Mortgage: ~$844,000 at 5.75% on a 30-year fixedMonthly P&I: ~$4,925Annual debt service: ~$59,100Year-one cash flow: $37,812 NOI - $59,100 debt service = -$21,288Negative cash flow in year one.

The repercussions are dire: Dad's unit is not depreciating (IRC §168 requires property to be "placed in service" for income production).You cannot deduct the unit's portion of insurance, taxes, maintenance, or mortgage interest from other rental income.The IRS completely disallows the loss deduction if the below-market unit results in a rental loss.

If your CPA offers with their advisory service, get them to conduct a periodic review of the books as set of second eyes.Clean books = clean tax reporting (+ saved money on accounting/bookkeeping cleanups)Clean books = performance analysis/lending requirements/etc.

I transitioned from the shop floor to business ownership in 2014, launching a successful small engine sales and service company.Transitioning Professional with Mechanical & Business Ownership Background into Real Estate InvestmentWith 20 years of experience as a mechanic and business owner, there is a strong foundation in asset management and operational oversight.

Nice analysis. 

We’re combining financial analysis with hands-on experience to build a long-term rental portfolio.We are currently underwriting multi-unit rentals and select flip opportunities.

I ran a successful business myself and I've seen people with worse products/services outperform simply because their marketing was stronger.

You mentioned analysis paralysis on your basement — that tells me you're not yet confident enough in scoping rehab projects, which is exactly the skill you need before doing BRRRR.After year one, move out of the quadplex (now cashflowing $1k/month), and you'll have saved up more capital from your W2 + cashflow to fund your first BRRRR with way more confidence and a bigger cushion.One thing that helped me get past the analysis paralysis on comparing scenarios: plug both deal structures into an ROI calculator (I use the one at calculatorica.com/finance/roi) to stress-test different purchase prices, rehab costs, and rent assumptions.