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Financial planning checklist – 2019

Is financial planning on your list of new year’s resolutions?

The new year is a time when many people take a fresh approach to organizing their personal finances. It may be that you want to change some of the ways you’ve been doing things, or simply make sure you stay current with the practices you already have in place. To help you plan for 2019, below is a month-by-month financial planning guide to organize and optimize your affairs.


  • Reflect back on 2018:
    • Review prior year’s investment portfolio and discuss with your advisor your strategy for the upcoming year.
    • If any significant changes or life events occurred; births or deaths, buying or selling of material assets, make sure to revise your Will and Power of Attorney(s) to reflect current wishes.
  • Review balance sheet for all family entities (i.e. trusts, corporations, family members).
    • Effectively redeploy cash balances to reduce debt or to obtain higher returns.
    • Minimize non tax-deductible debt and consolidate where appropriate.
    • Assess short-term liquidity needs; set aside emergency funds covering a minimum 3 months of living expenses.
  • Pay interest on prescribed rate loan by January 30th. If you don’t have a prescribed rate loan, consider it; the CRA’s prescribed rate is currently set at 2%.
  • Revise pre-authorized corporate tax remittance.
  • Establish priorities for charitable giving. Revise pre-authorization of payments for changes in giving.
  • If you realized a capital loss on a disposition of securities in 2018, you need to wait 31 days before re-acquiring them.
  • Consider converting non-deductible debt to tax deductible debt.
  • Consider making a 2019 RRSP contribution early in the year to take advantage of tax-free growth.
  • Maximum RRSP contribution limit for 2019 is $26,500.


  • Maximize RRSP and TFSA contributions to take advantage of tax-sheltered compound growth.
    • Consider spousal RRSP or RRSPs for kids over the age of 18.
    • 2019 TFSA contribution room is $6,000. Top up unused contribution room accumulated since 2009 and re-contribute any withdrawals from previous years.
    • Cumulative TFSA contribution room is $63,500.
    • RRSP contribution deadline is March 1st; maximum contribution limit for 2018 is $26,230.
  • Contribute to RESPs early to take advantage of compounding. Review past unused contribution room and take action, only one year’s contribution can be carried forward in a given year to receive government grant.
  • Collect receipts and other information for tax filings due in March (trusts) and April (personal).


  • First installment due on March 15th for taxpayers remitting quarterly.
  • File trust tax and information returns by March 31st, extended to the next business day (April 1st).


  • File personal tax returns for all family members by April 30th.
  • Pay any outstanding tax liabilities by April 30th (April 15th for individuals who have U.S.-source employment income).
  • Revise personal tax installments for the balance of the year.
  • Review Q1 investment portfolio results.


  • Review life and disability insurance needs and coverage.
  • Discuss income/family expectations for university/college children returning home to set expectations for the summer and September enrollment.
  • Review your notice of assessment and take appropriate action.


  • Second quarter installment due on June 15th for taxpayers remitting quarterly.
  • File personal tax return by June 15th if self-employed or U.S. tax return if you do not have U.S.-source employment income (deadline extended to June 17th).
  • Pay out any prior year accrued bonus by June 30th for companies with a calendar year end.
  • Consider sprinkling the capital gains exemption on shares in your business to other family members.


  • Review Q2 investment portfolio results.
  • Consider mid-year reflection on personal, business, family and financial goals, philanthropic/stewardship objectives etc. and develop action plan for implementation in Q3 and Q4.
  • Determine most effective tuition funding strategy for upcoming school year. Also, review student living accommodation and opportunities to buy vs. rent.
  • Encourage and support your children in establishing their own savings and investment plans.


  • Third quarter installment due on September 15th for taxpayers remitting quarterly.
  • Review shareholder’s agreement.
  • Consider the merits of incorporating and/or an estate freeze.
  • Consider transferring property to other family members to minimize current and future tax liability. If you have a child turning 18, there are additional opportunities.


  • Review Q3 investment portfolio results.
  • Review medical expenses for the past 12 months (including those of dependent parents) to determine if there are tax deduction benefits.


  • Begin year-end tax planning:
    • Review status of unrealized capital gains and losses on investment portfolio and take appropriate action to minimize taxes for the current and prior years.
    • Consider a private or community foundation to shelter large capital gains.
    • Consider flow through shares or other tax sheltering opportunities.
  • Ensure at least minimum RRIF and IPP withdrawals are made prior to year end.


  • Last installment due on December 15th for taxpayers remitting quarterly.
  • Make all charitable donations, TFSA and RESP contributions by December 31st.
  • Ensure IPP contributions are made by December 31st or fiscal year end.
  • Determine bonus/dividend policy for your company.
  • Ensure amounts paid or payable from trusts to beneficiaries are properly documented.
  • Review any existing tax planning strategies given the new Tax on Split Income (TOSI) rules introduced in 2018.
  • Any loans from the company to shareholders should be eliminated prior to year-end, otherwise shareholders will be deemed to receive a benefit equal to the value of the loan.
  • Final review of tax loss selling opportunities. Remember carryback of losses to shelter gains from prior years.
  • If using a company car, advise employer in writing regarding reduced auto benefit (if eligible).

Milestone Birthdays

  • OAS and CPP benefits typically begin at age 65. At age 60, consider receiving CPP benefits early or alternatively, delay OAS and CPP in exchange for the higher monthly amounts.
    • Benefits do not begin automatically; you must apply to receive benefits in the following 11 month period.
  • December 31st of the year you turn 71 is the last day you can contribute to your own RRSP.
  • If over 40, consider setting up an Individual Pension Plan (IPP) or Retirement Compensation Arrangement (RCA).