We back into the "strike price", meaning the maximum price we're willing to pay for a property, by starting with a conservative ARV and then backing off our required profit, the rehab cost, the time value of money (carrying costs and interest), and a contingency reserve for unexpected expenses.

But I started off really conservative because I lost a bundle of money on my first go-round. 

I'm a very conservative investor and may look through a hundred deals a month, and at the end of the year only invest in 4-5.

For example I hold the core of my real estate holdings without debt (because I'm a conservative investor and I'm more concerned about preventing a loss of money than I am with attempting to maximize potential return).

Definitely stretching my operational capacity little by little sounds like a conservative and reasonable approach to growing the scope of my business. 

Since Camby / the Tri-County Conservancy District won't allow the utility service the tenant receives to be in the tenants name, and since it is a flat fee, I'd ask if the tenant if they'd like to add it to the rent or if they'd like me to send them a copy and they pay me separately.

And that's the most conservative side of things, using many prevailing things out there such as house hacking or using FHA and annual/bi-annual move you can get a 20:1 leverage, earning on $20 for every $1 you invest.     

My projected Occupancy rate during this high season July - September is around 81%- 93% this is more on the conservative side mainly because everyone near me are super hosts but the houses that have exactly same amenities, architecture and so on do on average a 95%-97% occupancy rate but they are super hosts have airbnb plus and so on so it'll take me some time to get there but I'll catch up soon.

For my first one here, I tried to be a bit more conservative. 

I fear i may be a bit aggressive on my allocation (i fear i am more likely low than high, i like my underwriting to be conservative).