PREMIUM LIBRARY

Advanced Investor Strategies

Professional-quality tax arbitrage, wealth conversion, and portfolio engineering playbooks designed specifically for high-earning Canadian and U.S. self-directed investors.

Curated Playbooks

Beyond the basics: tax arbitrage & wealth acceleration

Each playbook contains step-by-step implementation rules, regulatory compliance warnings (CRA & IRS), numerical case studies, and actionable checklists.

???? Canada Only PLAYBOOK 01

The Smith Manoeuvre

Convert non-deductible mortgage interest into tax-deductible investment loan interest while simultaneously building an investment portfolio.

Key topics: Readvanceable HELOC mechanics, CRA income-producing asset rules, and audit-trail preservation.
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???? U.S. Only PLAYBOOK 02

Backdoor Roth IRA Conversion

A legal, IRS-sanctioned method for high-income earners exceeding Roth IRA phase-out limits to fund 100% tax-free Roth accounts annually.

Key topics: Non-deductible Traditional IRA contributions, Form 8606 reporting, and avoiding the dreaded Pro-Rata rule.
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???? ???? Both Jurisdictions PLAYBOOK 03

Tax-Efficient Asset Location

Which specific assets belong in your TFSA, RRSP, 401(k), and taxable accounts to minimize foreign withholding taxes and dividend tax drag.

Key topics: US-listed vs. Canadian-listed ETFs in RRSPs, avoiding US dividend withholding tax, and tax-loss harvesting placement.
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???? ???? Both Jurisdictions PLAYBOOK 04

Education Savings Optimization

How to maximize the 20% Canada Education Savings Grant (CESG) up to $7,200 lifetime, and 529-to-Roth IRA rollover strategies in the U.S.

Key topics: Front-loading $14k vs annual $2,500 pacing, withdrawal sequencing (EAP vs PSE), and unused balance transfers.
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???? Canada Only PLAYBOOK 05

Corporate Investing (CCPC)

Investing retained earnings inside a Canadian Controlled Private Corporation: managing the $50,000 passive income threshold and SBD clawback.

Key topics: RDTOH, Capital Dividend Account (CDA), salary vs. dividend optimization, and corporate-class total return ETFs.
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???? U.S. Only PLAYBOOK 06

Mega Backdoor Roth

Supercharge retirement savings by funneling up to $46,000 in after-tax non-Roth 401(k) contributions into a Roth IRA or Roth 401(k) each year.

Key topics: In-plan Roth conversions, after-tax contribution limits under Section 415(c), and plan document verification.
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???? Canada Only PLAYBOOK 07

The RRIF Meltdown Strategy

Strategically unwinding RRSPs between age 55 and 71 to eliminate OAS pension clawbacks, lower lifetime income taxes, and protect family estates.

Key topics: Preserving GIS & OAS benefits, pension income splitting at age 65, and mitigating the 53.5% final estate tax bracket.
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???? ???? Both Jurisdictions PLAYBOOK 08

Tax-Efficient Charitable Giving

Donating appreciated publicly traded shares and mutual fund units directly to charity to 100% eliminate capital gains tax while receiving a full deduction.

Key topics: Zero capital gains inclusion on donated securities, Donor-Advised Funds (DAFs), and multi-year credit carryforwards.
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???? U.S. Only PLAYBOOK 09

Solo 401(k) & SEP IRAs for 1099s

For independent contractors, freelance consultants, and single-owner LLCs: shelter up to $69,000+ per year in pre-tax or Roth dollars while protecting Backdoor Roth eligibility.

Key topics: Employee deferrals vs profit-sharing, Form 5500-EZ compliance ($250k rule), spousal stacking, and QBI deduction.
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???? U.S. Only PLAYBOOK 10

Revocable Living Trusts & TOD

Bypass 9�18 months of public probate delays and 3%�7% statutory court fees, protect family privacy, and optimize Section 1014 basis step-up at death.

Key topics: Trust funding deeds, Transfer on Death (TOD/POD) designations, SECURE Act 10-year rule, and community property double step-up.
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???? U.S. Only PLAYBOOK 11

RMD Shields & Roth Ladders

SECURE 2.0 RMD rules (ages 73/75), multi-year Roth conversion ladders in retirement gap years, and defending against the surviving spouse tax penalty.

Key topics: Uniform Lifetime Table, Medicare IRMAA cliff avoidance, Qualified Charitable Distributions (QCDs), and gap-year conversions.
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???? Canada Only PLAYBOOK 12

Defined Benefit vs. Commuted Value

Master the high-stakes choice between a guaranteed monthly lifetime DB pension and taking the lump-sum Commuted Value (CV).

Key topics: Reg 8517 Maximum Transfer Value (MTV) tax haircut, 50% provincial LIRA unlocking, and breakeven return rates.
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???? Canada Only PLAYBOOK 13

Prescribed Rate Spousal Loans

Legally shift non-registered investment returns from a high-tax-bracket spouse to a lower-earning spouse or family trust under CRA ITA 74.5(2).

Key topics: CRA attribution safe-harbor, 3% rate lock-in, strict Jan 30 interest deadline, and family trust minor funding.
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???? ???? Cross-Border PLAYBOOK 14

Cross-Border Snowbird Wealth & Estate Shield

Protect Canadian residents vacationing in the U.S. or owning U.S. vacation real estate from accidental IRS residency and 40% U.S. estate taxes.

Key topics: Substantial Presence Test (SPT), Form 8840 Closer Connection, treaty estate tax credits, and CRA T1135 filings.
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???? Canada Only PLAYBOOK 15

Capital Gains 66.7% & Alternative Minimum Tax

Tactical wealth defense navigating Canada's two-tier inclusion threshold ($250k), corporate CDA reductions, and the Bill C-59 AMT overhaul.

Key topics: ITA 40(1)(a)(iii) 5-year capital gains reserve elections, spousal splitting, QSBC LCGE structuring, and Form T691.
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