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Every situation has a strategy. We map all of them.

WhiteOwl maintains a working library of tax strategies for the United States and Canada. Every strategy is modeled against real tax rules, so it can be matched to your actual situation rather than a generic checklist.

127

strategies live today

81

United States

46

Canada

12

areas of your finances

The moments map

Whatever is happening in your life, there is a shelf for it

Every strategy in the library, grouped by the moment in life where it becomes relevant. A handful are named; the rest stay sealed until you create an account. Pick a profile to light up the strategies that lean toward it.

81 strategies across 9 moments in life

You run your own business

11 strategies

Augusta RuleS-corporation election

You are paid in equity

6 strategies

Early equity exercise election

You own or buy property

7 strategies

Home office deduction

You raise a family

11 strategies

Child tax credit

You invest

9 strategies

Tax-loss harvesting

You give to causes

5 strategies

Donor-advised fund

Your life crosses a border

2 strategies

Foreign tax creditTax treaty benefits

You plan for later

12 strategies

Backdoor Roth IRASolo retirement plan

Every year, regardless

18 strategies

Health savings account

Placement is indicative of when a strategy typically becomes relevant, not an eligibility rule. Counts reflect the live library.

The client map

Mapped to who you are

The same library, folded onto the profiles we serve. Each count is the set of strategies that lean hardest toward that profile — on top of the broad base that applies to almost anyone.

Globally mobile & cross-border individuals

4 strategies lean toward this profile (US 2 · CA 2).

Strongest areas: Cross-border & estate, Wages & benefits.

Foreign tax creditTax treaty benefits+ 2 sealed

The count understates this profile. Cross-border work is coordination between two tax systems — treaty positions, credits, and timing applied across the whole library.

How we can help

Startup founders

14 strategies lean toward this profile (US 11 · CA 3).

Strongest areas: Business owners, Retirement, Charitable giving.

Backdoor Roth IRASolo retirement plan+ 12 sealed
How we can help

Business owners & operators

30 strategies lean toward this profile (US 18 · CA 12).

Strongest areas: Business owners, Retirement, Healthcare.

Augusta RuleS-corporation election+ 28 sealed
How we can help

Executives with stock compensation

17 strategies lean toward this profile (US 15 · CA 2).

Strongest areas: Equity & executive pay, Retirement, Investments.

Backdoor Roth IRAEarly equity exercise election+ 15 sealed
How we can help

Real estate investors

14 strategies lean toward this profile (US 11 · CA 3).

Strongest areas: Real estate, Business owners, Credits & deductions.

Home office deduction+ 13 sealed
How we can help

Investors & traders

16 strategies lean toward this profile (US 10 · CA 6).

Strongest areas: Investments, Charitable giving.

Tax-loss harvestingTax-free savings account+ 14 sealed
How we can help

HNWI, family offices, inheritors & beneficiaries

29 strategies lean toward this profile (US 19 · CA 10).

Strongest areas: Investments, Charitable giving, Business owners.

Backdoor Roth IRATax-loss harvesting+ 27 sealed
How we can help

Retirees with international ties

18 strategies lean toward this profile (US 10 · CA 8).

Strongest areas: Retirement, Cross-border & estate, Healthcare.

Foreign tax creditTax treaty benefits+ 16 sealed
How we can help

Crypto investors

9 strategies lean toward this profile (US 6 · CA 3).

Strongest areas: Investments, Cross-border & estate.

Tax-loss harvestingForeign tax credit+ 7 sealed

Most investment strategies apply to on-chain gains as well. The crypto-specific depth is in tracking and characterization, not in the count.

How we can help

Athletes & entertainers

6 strategies lean toward this profile (US 5 · CA 1).

Strongest areas: Cross-border & estate, Equity & executive pay, Business owners.

S-corporation electionForeign tax credit+ 4 sealed

Multi-city filings and duty-day allocation are handled as coordination on top of these strategies.

How we can help

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Join forward-thinking taxpayers who choose WhiteOwl for their tax needs.