Income & Investment Tax Planning
Tax projections, capital gains/losses, RSUs/equity compensation, investment income, NIIT and income thresholds.
Plan ahead. Make informed decisions. Keep more of what matters.
Tax Planning
Before Tax Filing
Proactive tax planning for professionals, business owners, investors, and families with increasingly complex financial lives.
Tax preparation tells you what you owe based on what already happened. Tax planning helps you evaluate your options while you still have choices.
Schedule an Introductory Call
Planning before decisions
are made.
are made.
You may benefit from tax planning if you:
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Have high W-2 income, bonuses, RSUs or stock compensation
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Own a business or receive K-1 income
⌂
Own rental or investment real estate
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Expect a significant capital gain or property sale
◌
Are approaching retirement, RMDs or considering Roth conversions
What We Do
Forward-looking tax planning for increasingly complex financial situations.
Real Estate Tax Planning
Rental-property taxation, depreciation, property dispositions, 1031 exchanges and coordination around real-estate transactions.
Retirement Tax Planning
Roth conversions, retirement distributions, RMD planning, Social Security/Medicare tax considerations and multi-year income planning.
Business Owner Planning
Entity structure, reasonable compensation, retirement plans, estimated taxes and coordination between business and personal taxes.
Charitable & Family Planning
DAFs, appreciated securities, charitable strategies, gifting and coordination with estate-planning professionals where appropriate.
Our Process
A structured, collaborative process to help you make more informed decisions.
1
Understand
We start with your income, investments, real estate, business interests and upcoming financial decisions.
2
Project
We estimate your current-year tax position before the year is over.
3
Model
We compare scenarios and evaluate what changes elsewhere on your return.
4
Plan
You receive prioritized recommendations and clear action items.
5
Coordinate
When appropriate, we coordinate with your tax preparer, attorney and other professionals.
See What a Tax Planning Engagement Looks Like
Current Tax Position
→
Planning Opportunities
→
Scenario Comparison
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Estimated Tax Impact
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Recommended Action Items
Sample case is for illustrative purposes only. Actual recommendations depend on each client's individual circumstances.
Who We Help
Planning for the financial situations where timing matters.
High-Income Professionals
W-2 income, bonuses, RSUs, stock options and investment income.
Real Estate Investors
Rental portfolios, property sales, depreciation and 1031 planning.
Business Owners
Business and personal tax planning that needs to be looked at together.
Pre-Retirees & Retirees
Roth conversions, RMDs and multi-year tax planning.
Families Facing a Major Financial Event
Business sale, real-estate sale, large capital gain, inheritance or retirement.
About Y Insight
Planning Beyond the Current Tax Return
We specialize in proactive tax planning for individuals, families and business owners with complex income and investment situations.
Our approach focuses on understanding upcoming financial decisions, modeling their potential tax impact, and helping clients evaluate planning opportunities before transactions occur.
Learn more about Y InsightPlanning vs. Preparation
Planning looks forward. Preparation reports what already happened.
Our primary focus is tax planning and consulting. When tax-return preparation is required, we can coordinate with the client's existing tax professional or an independent tax professional.
See the full comparisonTax Planning Engagements
A defined scope before we begin.
Fees are based on the complexity of the client's tax situation and scope of analysis. Following an introductory conversation, we provide a defined scope of work and fee before beginning the engagement.
Let’s start with an introductory conversation.
Use an introductory call to discuss your current situation, upcoming decisions, and whether a tax-planning engagement may be appropriate.