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Tristan T.

Tristan T.

Enrolled Agent | Tax Strategy & IRS Rep for Real Estate & Construction

I help clients reduce tax exposure, resolve complex compliance issues, and implement structures that withstand scrutiny. With 17+ years of high-volume tax and advisory experience, I have delivered results for 200+ clients across individual, small-business, multi-state, and cross-border situations. Core specializations: • Cost segregation & bonus depreciation (5–15-year recovery) • S-corp & LLC tax strategy (199A, entity restructuring) • Construction contractor taxation (percentage-of-completion, retainage, prevailing wage) • Short-term rental compliance (Augusta rule, material participation) • International & territorial tax (Puerto Rico §933 exclusion, foreign financial assets, digital-asset sourcing) • IRS representation (audits, appeals, offers in compromise)Selected results: • Secured full compliance reinstatement for a North Carolina construction firm in 48 hours, avoiding $200K in penalties and restoring operations • Served as DCAA compliance consultant that enabled a client to win a $10M U.S. Government defense contract • Delivered Year-1 tax savings of $70K–$150K for a multi-entity family office through a single strategic roadmap • Prepared and reviewed complex 2024 individual returns involving Puerto Rico bona fide residence, full §933 exclusion of over $1.45M in PR-source income (including digital-asset capital gains), Form 8938 foreign-asset reporting, and precise disallowance of deductions attributable to excluded income • Led full-cycle tax compliance and strategy for a 200+ client portfolio while maintaining 100% regulatory compliance and optimizing PTET elections, cost segregation, and multi-state reporting I work on fixed-price strategy sessions or monthly retainers. Every engagement is structured for clarity, documented outcomes, and rapid execution.

🇺🇸New York, United States$250/hr100% JSS3.77 (20)Since Nov 2018

Earnings and projects

MRR
$2k

Last 6 months ÷ 6

World#22,715 / 412k
🇺🇸Country#4,940 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $12k

Total earnings
$73k

Billed in all: $75k

World#54,544 / 412k
🇺🇸Country#10,459 / 62.1k
Per project
$1.7k

$6k in the last 6 months

World#87,267 / 412k
🇺🇸Country#14,729 / 62.1k
Projects, last 6 months
2
100% fixed0% hourly
World#88,922 / 412k
🇺🇸Country#11,762 / 62.1k
Projects in all
43

Across 50 contracts

36% fixed64% hourly
World#70,812 / 412k
🇺🇸Country#10,751 / 62.1k

Earnings, last 30 days

$75kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$74k$75k$76k$77kOct 9Oct 24Nov 8

Skill rankings: Top 5% in Real Estate

Ranked by MRR among everyone on Upwork with the skill.

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  3. #41Sales Tax332 freelancers · 🇺🇸 #19Top 12%
  4. #45Tax Planning & Advisory383 freelancers · 🇺🇸 #24Top 12%
  5. #48US Taxation459 freelancers · 🇺🇸 #19Top 10%
  6. #69Construction1,022 freelancers · 🇺🇸 #19Top 7%
  7. #95Cryptocurrency1,788 freelancers · 🇺🇸 #14Top 5%
  8. #244Real Estate4,691 freelancers · 🇺🇸 #34Top 5%