My husband thinks many business owners end up counting most of their driving as business miles because they’re often on calls or networking while traveling, and almost any stop can turn into a business conversation. I’m curious how others handle this and what the simplest way is to track business mileage when you own two businesses. Right now I’m trying to record starting and ending miles and trip purpose for every drive in my phone notes, and it’s becoming a lot to manage. Is it acceptable to estimate using beginning and ending mileage for the year and then subtract a reasonable personal portion, or does the IRS really expect detailed records for each trip? Also, if you forget to log miles for a few days, is it okay to combine them into one entry?

If I have a home office, and write off a percentage of the home for a home office deduction, is it better to pay all utilities and expenses through the personal account or the business? At one time, I had a mix of both, and now I have mostly started paying through my personal account and keeping an excel spreadsheet that I fill out each year calculating the annual costs. Is there an easier way to track these home office deductions so it’s not so much research each year to gather all of the numbers?

are there any good resources on how to properly manage a short term rental? I only have a LT property with a PM, so I am sure there's quite the learning curve here.

We’re likely going to inherit a partial interest in a piece of land in the next few months. It’s currently shared on the deed with a relative, and we’ll stay co-owners for now. I want to make sure this doesn’t turn into a financial headache. The relative has paid the property taxes for years and previously allowed logging, which only brought in about $10k and covered a few years of taxes—not a great return. The land is currently assessed pretty low because there’s no official road access. I’d need to look into getting an easement, but I don’t know how that might affect the assessed value or trigger a reassessment. I’ve never owned raw land before, so I’m not even sure what questions I should be asking. Are there smart tax strategies, cost-saving moves, or common mistakes I should be aware of? Long term, I’d love to develop it once we can buy out the relative, but for now I just want to manage it wisely. Any insights from those with experience would be really appreciated.

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