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Pushkar Upadhyay

The Colorado STR Tax Playbook

The Colorado STR Tax Playbook

Most high earners never learn that the property they buy can change their tax bill. This free 10-page playbook explains the strategy in plain English, with real numbers.

What you’ll learn:

  • Why bonus depreciation is now permanent at 100%, not “disappearing”

  • The two tests your STR must pass to offset your W-2 or business income

  • How cost segregation moves deductions into year one

  • A real example: the same $750,000 price in two markets, about $15,000 apart in year-one tax savings

  • The December 31 deadline that decides which year you get the deduction

  • A checklist to take to your CPA

Why act now: To use the deduction against this year’s income, your property must be closed and ready to rent by December 31. A typical closing takes 30 to 45 days, so the window is shorter than most investors think.

Who it’s for: High-income professionals and business owners who want to build wealth through Colorado short-term rentals, boutique hotels, or micro-resorts.

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Preeti Raina

This was our second home purchase with Pushkar, and that alone says a lot. He was thorough from day one, he didn't just show us properties, he pressure-tested our thinking and made sure we were buying the right property, not just closing a deal. With the Redrocks home, that meant real homework on the STR license before we ever made an offer, so we went in with confidence instead of hoping it would work out. He stayed with us through every step of the process, due diligence, closing, renovation, and all the way through to launch. When things came up, he had answers or found them fast. He also helped us put together a great team around the property, which made all the difference in getting it guest-ready smoothly. We trust Pushkar completely. He's our realtor for every future purchase, and we recommend him without hesitation to anyone buying, especially investment buyers who need someone who actually understands the business side of the deal.

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