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🏠 Lower Taxes w/ Ryan
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16h •
Brand new STR wondering about the average stay of 7 days for this year.
Just closed on a STR. We take ownership on 10-23. It is rented potentially for a 30 day stay in November and a 7 day rental the last week of October. The question is should we cancel the month long stay since that will take the average stay over 7 days?
1 like • 11h
Consult with Ryan but if you’re utilizing the tax loophole and the bonus depreciation for this year the avg stay needs to be 7 days or less. So unless you are planning for more reservations to off set the 30 day rental for this year it may not work out.
Jul 22 •
Referrals
Anyone have a referral to a company that can do a defined pension plan or cash balance plan? Looking to get quotes. Thanks!
0 likes • Aug 31
@Matt Borowski I apparently can’t DM at the Skool level I’m at. My email is [email protected] - thank you!
0 likes • Sep 1
@Pankaj Mittal any you can share?
Jul 13 •
STR Insurance
Hello! I am looking for some advice on STR insurance. We are converting our old primary residence that we lived in the past six years (we moved out June 2026) into a STR. We still have a home loan through the VA on the property. We currently have homeowners insurance on the property, but understand that we need to update this to reflect additional policies such as loss of income and an umbrella policy. The property will be placed in a single member LLC. My questions are: · Can anyone recommend an insurance company to reach out to about this to set it up? · Does anyone have a recommendation of what policies to get for STR insurance? Perhaps even recommended coverage amounts. · Could converting it to a STR trigger any “payback” of a mortgage loan? Has anyone experienced this? It’s our first time going through this process, so any advice on the insurance side of things is more than welcome. Thank you!
1 like • Jul 15
Great question! I needed this info too!
Jul 10 •
Tax/Usage Question
I’m a professional photographer and have 1 STR about 3 hours away from me. I had some unique questions for this situation: 1) I captured all the photos and did all the styling for the listing photos, could I bill from the photography business to the STR business for payment of a reasonable wage for the work? 2) Could I use the house for marketing purposes for the photography business - example - could I run a giveaway to my photo clients that every client that purchases a package with us in the next 6 months is entered to win a 2 night stay. I would pay for the 2 nights from the photo business to the STR business. 3) As a perk for my staff, could I offer team members a 2 night stay as a benefit of working for my photo company and pay for those 2 nights from my photo biz to the STR biz? @Ryan Bakke, CPA / @Mason Kimball, CPA
0 likes • Jul 15
@Ryan Bakke, CPA in case 2) that would be marked as a marketing expense in Quickbooks but in case 3) what would I file that under in Quickbooks for my P&L? I assumed I should pay from the photo biz to have a write off and also show income for the STR. Or is it better to not transfer the money for the staff stay?
0 likes • Jul 15
@Ryan Bakke, CPA thanks for the clarification! What would you file that staff expense as in Quickbooks?
Jun 22 •
Need plot map for STR rental
We need to get a licence for our county and it's requiring a plot map to be submitted - which we do not possess in any of our real estate documents. Does anyone have a referral for a service that does this? I quickly googled some so I know they exist but I'd like to go with a company someone has used before if possible.
0 likes • Jun 30
@Ryan Bakke, CPA @Mason Kimball, CPA - The county is requiring more detail than what is on the plot map with our assessor's office. What we have is filed from the early 70's when the house was first built. Do you have any recommendations of site plan services? I've looked online but the reviews are mixed. Below is what our county is requiring. The existing site plan doesn't have most of 2 or 3 provided on it. I left a message for a local surveyor, but beyond that, anyone else you can think of that I can reach out to? Site plan. A site plan is required for vacation rental permit and vacation rental license applications. These plans must comply with the following: 1 - Format. All site plans must be legible and drawn to scale. All site plans must include a bar scale, north arrow, project name/applicant, name of preparer, date prepared, and date of last revision. The plan must be saved as a PDF. 2 - Existing Structures and Features. Show and label the use of all existing structures and outdoor use areas including pool/spa, patios, parking areas, accessory structures, fences and outdoor burning areas (e.g. gas grill or gas firepit), and recycling/garbage bin storage location. Include addresses, dimensions and total square footage of structures. Identify existing roads, driveways, access gate, waterways, drainage features, wells, and similar features. 3 - Parking and Access. Identify the location, types and total number of parking spaces for vehicles on an off the site, and access to the property (e.g. public or private road, driveway).
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@carmen-salazar-4133
California girl navigating her first STR on the Sonoma Coastline
Active 6h ago
Joined Jun 2, 2026
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