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STR Tax Assessment

STR Tax Assessment

The diagnostic entry point for your STR tax situation

$1,000 · 10 business days delivery

Two tracks. One engagement.

Same price, same timeline, same deliverable structure. Different analytical emphasis based on where you are.

Exploration Track

You're evaluating an STR investment and want to know if the tax strategy works for your income and situation. We analyze the projected economics, entity considerations, and potential impact before you commit to a purchase.

Optimization Track

You already own an STR and want to understand whether your current tax position is fully optimized. We review your actual returns, current positions, and identify specific gaps and opportunities.

The Process

The 10-day process

From signed engagement to delivered findings. A focused, efficient timeline.

01
Day 0 · Collaborative

Engagement Signed

$1,000 payment received. Your Assessment project begins.

02
Days 0–1 · Wakefield Tax

Document Checklist Sent

Secure access credentials provided. Track-specific document checklist sent: Exploration or Optimization.

03
Days 1–4 · You

Client Document Upload

Tax returns, income documentation, property details, and entity documents submitted via secure document exchange. We review for completeness and follow up if anything is missing.

04
Days 4–8 · Wakefield Tax

Analysis Conducted

Tax profile review, STR strategy evaluation, entity assessment, material participation analysis and test selection, and opportunity mapping.

05
Days 8–9 · Wakefield Tax

Assessment Report Finalized

5–10 page report finalized and delivered via secure document exchange.

06
Day 10 · Collaborative

30-Minute Delivery Call

Findings walkthrough covering key analysis, the Opportunity Map, and recommended next steps.

The Deliverable

What you receive

A 5–10 page Assessment Report analyzing your specific situation, plus a 30-minute delivery call to walk through every finding.

The Opportunity Map section is where the Assessment delivers its clearest value: a specific accounting of strategies available to you, what's currently being captured, and what may be underutilized.

Wakefield Tax logo

STR Tax Assessment Report

5–10 pages

CONFIDENTIAL · Prepared for [Client Name]

Table of Contents

  1. 01 Executive Summary
  2. 02 Client Tax Profile
  3. 03 STR Tax Analysis
  4. 04 Entity Structure Assessment
  5. 05 Material Participation Analysis
  6. 06 Opportunity Map
  7. 07 Recommended Next Steps

Credit Toward Blueprint

Your Assessment investment applies forward

If you engage for an STR Tax Blueprint within 120 days of Assessment delivery, the full $1,000 Assessment fee is applied as a dollar-for-dollar credit toward the Blueprint engagement. The Assessment delivers standalone value regardless of whether you proceed to the Blueprint.

$1,000 credit applied to Blueprint within 120 days

Engagement Scope

What's included and what's not

What's Included

  • Client tax profile analysis
  • STR tax strategy evaluation
  • Entity structure assessment
  • Material participation analysis and test selection
  • Opportunity map identifying uncaptured strategies
  • Recommended next steps
  • 30-minute Assessment review call

Not Included

  • Tax return preparation or filing
  • Implementation of recommended strategies
  • Ongoing advisory or quarterly reviews
  • Legal advice or entity formation
  • Cost segregation coordination

These are covered in the STR Tax Blueprint: the comprehensive strategy engagement.

Frequently asked questions

The document request depends on your track (Exploration or Optimization). Typically: most recent two years of tax returns, income documentation (W-2s, K-1s, or paystubs), property details or listing information, and any existing entity documents. A track-specific document checklist is sent at the start of the engagement.

The Exploration Track is designed exactly for this situation. We analyze your income profile, projected STR economics, and potential tax impact to help you evaluate whether the strategy is viable for your specific situation before you commit to a purchase.

You receive a written Assessment Report and a 30-minute delivery call walking through the findings. The report includes an Opportunity Map showing what strategies are available, and if appropriate, a recommendation to move into the STR Tax Blueprint for comprehensive strategy development.

The Assessment is diagnostic: it tells you where you stand and what opportunities exist. The Blueprint is prescriptive: it builds a complete, implementation-ready strategy with entity recommendations, cost segregation coordination, material participation design, multi-year projections, and a sequenced action plan.

Yes. If you engage for an STR Tax Blueprint within 120 days of Assessment delivery, the full $1,000 Assessment fee is applied as a dollar-for-dollar credit toward the Blueprint engagement. The credit is reflected in the Blueprint engagement letter.

Find out where you stand

A focused diagnostic of your STR tax situation, delivered in 10 business days.

Get Started