Priya Sharma was sitting at her kitchen table in Halifax on a Friday morning in April, holding a coffee that had gone cold, reading a direct deposit notification on her phone.

$1,840 from the Government of Canada.

She had filed her own taxes for the first time this year — Wealthsimple Tax, free, roughly ninety minutes including the fifteen she spent hunting for her RRSP contribution room on the CRA My Account portal. The money felt like a win. She texted her mother in Dartmouth.

Her mother texted back: Did you claim your professional development courses?

Priya had not claimed her professional development courses. Or the portion of her internet she used for client calls. Or the corner of her apartment she had converted into a studio since she started taking freelance design contracts eighteen months ago.

She went back into the return. Filed an amendment — a T1-ADJ, which sounds alarming and is completely routine. Three weeks later a second deposit arrived: another $694.

Total refund, correctly filed: $2,534. The first number felt like winning. The second number was the actual story.

This piece is about that gap. Not just Priya's $694, but the larger question it raises: which tool matches which tax situation, where the H&R Block model earns its price and where it does not, and when a CPA stops being a luxury and starts being the only move that makes financial sense.


Do Your Taxes in Canada Yourself — or Hire Someone? Start Here

Before the tools: the framing. You are not hiring someone to do your taxes. You are hiring someone to know what questions to ask — which deductions exist, which forms apply, which credits interact with each other in ways the software will not flag. Software executes your instructions. A professional asks the questions you did not know to ask.

For most Canadians in the early years of their financial lives, free software, used carefully, is sufficient. The tipping point — and this column is about where it sits — comes when the questions the software is not asking start to cost you more than a professional would.


The Software, Honestly Ranked

Four tools do the work for most Canadians. They all submit returns to the CRA via NETFILE using the same infrastructure. The CRA does not know or care which one wrote the XML. The question is whether the tool prompted you for the forms that apply to your actual life.

Wealthsimple Tax (formerly SimpleTax): the easiest recommendation for most people. Free for all Canadians on a pay-what-you-want model. NETFILE-certified for the 2025 tax year. Handles the full range of personal situations cleanly: employment income (T4), investment slips (T3, T5), RRSP/FHSA/TFSA questions, rental income, self-employment via T2125, medical expenses, and moving expenses. The interview-style interface is genuinely well-built. If you have a T4, an RRSP contribution, and maybe a savings account generating a T5, this is the only tool you need.

TurboTax: the most widely used, and the most aggressively tiered. A free version exists for simple returns; paid versions run $20 to $50 depending on complexity. The step-by-step guidance is more detailed than Wealthsimple Tax for people who want their hand held, which is legitimately valuable for first-time filers. Nothing in TurboTax's output is materially different from Wealthsimple Tax's for a standard return. You are paying for the interface, not a different answer.

StudioTax: free for federal returns, with a small flat fee for Quebec provincial filing. An older interface that rewards people who know what they are looking for rather than walking them through it. No upsells, no prompts to upgrade. Worth considering if you have done your own taxes for a few years and want to get in and out without friction.

UFile: around $20 for most situations, with a free path for simple returns and certain demographics. A solid reputation for rental income and self-employment workflows. Worth considering over Wealthsimple Tax if you have side income and find its T2125 section needs more prompting than you want to do yourself.

The trap here is subtle: people pick the tool their roommate uses rather than the one that matches their situation. Wealthsimple Tax handles a T4-only return and a T4-plus-freelance-plus-rental return, but it handles them very differently — and if you skipped the self-employment section because you did not know it existed, the software did not fail you. You did not get far enough in to find it. This is not a software problem. It is a situation-awareness problem, and it is exactly where paying someone else to ask the questions starts to look attractive.


Is H&R Block Worth It in Canada?

The direct answer: for a return with a single T4, standard RRSP deduction, and maybe a T5 from a savings account, H&R Block in-person charges you $80 to $150 to do in fifteen minutes what free software would do in an hour. The preparer is using tax software. They are not conducting analysis. For that situation, H&R Block is not worth it.

Now the honest part: there are situations where it earns its price.

First-time filers who are genuinely intimidated and likely to make errors that trigger CRA correspondence are better served by a human across the table, at least for year one. The cost of a CRA letter — not in money, but in anxiety and time spent on hold — can exceed $150 easily. Buy the confidence once, then switch to software once you understand how the form flows.

Major life events that introduce forms you have never seen: divorce (splitting pension credits, support payments), death in the family (final return, potential estate issues), a disability claim (T2201 and the Disability Tax Credit), first year of rental income. In these situations, the H&R Block preparer may have seen your specific situation more recently than you have. That familiarity has some value.

Language access: if English or French is not the language in which you process financial documents most fluently, and a tax office in your community offers preparation in your first language, that is a real service worth paying for.

What H&R Block does not provide, and what many people assume it does: proactive planning. The appointment is data entry, not strategy. The preparer will not ask whether you should have opened an FHSA before December 31st to create a deduction for this year's return. They will not ask whether you are approaching the GST/HST small supplier threshold on your freelance income. They will not compare this year's RRSP deduction timing against a projected income spike next year. That layer — the layer that can easily save more than the fee — is not on offer at a franchise tax clinic.


When a CPA Actually Pays for Itself

A Chartered Professional Accountant who does personal tax work is doing something categorically different from the above. You are not paying them to press submit. You are paying them to know what questions to ask, and to have an opinion about the answer based on your multi-year financial picture.

The fee: a personal T1 from a CPA typically runs $300 to $600 for a moderately complex return, depending on city and the scope of work involved. Add a Quebec provincial return, a corporate T2, U.S. cross-border obligations, or a first-year rental property setup, and the number scales.

The situations where that fee earns a multiple of itself:

Self-employment income approaching or past $30,000 in annual taxable supplies. That is the GST/HST small supplier threshold. Once you cross it, registration and remittance are mandatory. Missing this costs more than a CPA. And the HST input tax credit claim — recovering HST paid on your business expenses — is something freelancers consistently leave unclaimed, often for years. A CPA sets this up correctly once and you carry the structure forward.

Rental properties. The Capital Cost Allowance question on a rental property is not a calculation. It is a decision. You can claim CCA to shelter rental income in the current year, but claiming it reduces your adjusted cost base, increasing the capital gain you will eventually pay when you sell. In many situations, not claiming CCA is the smarter long-run choice. The software will not reach that conclusion for you. A CPA who has sold a few rental properties will.

Income above roughly $150,000. At this level, RRSP and FHSA optimization, potential income-splitting with a spouse through a spousal RRSP, and the interaction between federal and provincial marginal rates become genuine planning exercises. The RRSP vs TFSA optimizer can run the surface-level numbers, but it cannot tell you that your bonus this year pushed you into a different bracket and changed the answer. A CPA can.

U.S. citizenship or significant U.S. financial ties. This is a separate category. U.S. persons resident in Canada must file U.S. federal returns regardless of where they live, creating FBAR obligations, PFIC issues for Canadian mutual funds and ETFs held outside registered accounts, and complicated interactions with TFSA and FHSA treatment under U.S. tax law. A generalist CPA is not equipped for this. A cross-border specialist is — and the exposure if you get it wrong is large enough to make their fee look like rounding error.

CRA reassessment or audit notice. If you have received a letter that is not a notice of assessment, stop filing independently and call a CPA. The CRA does not send letters to be friendly.


What Priya's Return Actually Should Have Looked Like

Back to Halifax. Priya's situation: $72,000 employment income from a marketing firm, $18,000 in freelance design revenue, total income $90,000. She filed her T2125 — the statement of business activities for her freelance work — but claimed only her design software subscriptions.

The amendment she filed covered two things she knew she had missed: her professional development courses ($840 in motion design workshops, fully deductible as a direct business expense) and the business portion of her internet — roughly 60 per cent of her $90-a-month plan, or $648 for the year. Together, $1,488 in additional deductions. At a combined federal and Nova Scotia marginal rate of roughly 43 per cent at her income, that produced just over $640 in tax back — plus a small provincial credit adjustment that brought the deposit to $694.

What she still has not claimed:

Her cell phone. She estimates 60 per cent of her usage is client calls, project coordination, and cloud storage for deliverables. Her annual plan runs $960. Deductible portion: $576. Savings at her marginal rate: about $250. Small, but real.

Her home office. She uses a dedicated 120-square-foot room in her 780-square-foot Halifax apartment exclusively for client work — video calls, rendering, file storage. That is 15.4 per cent of her total space. The T2125 has an entire section called "Work-space-in-the-home expenses" for exactly this. Deductible: 15.4 per cent of annual rent ($25,200) and electricity ($1,320). Eligible costs: roughly $4,080. Savings at 43 per cent: approximately $1,755.

She left over $2,000 on the table. Not because the law does not allow it. Because she did not know the section existed, and the software does not announce itself the way a person across a table would.

More importantly: Priya has not opened an FHSA. She qualifies. She is a first-time home buyer for FHSA purposes, she has Canadian income, she is a Canadian resident. The 2025 annual contribution limit is $8,000, and if she contributes before December 31, 2025, she can deduct that $8,000 on her 2025 return. At her combined marginal rate, that deduction is worth roughly $3,400 in tax reduction — the equivalent of nearly two months of take-home pay, returned by the CRA, while the $8,000 grows tax-free inside the account. Use the TFSA calculator to see how her registered account room stacks up; but for home-purchase planning, the FHSA deduction is the most valuable move available to her right now.

That $8,000 could sit in a HISA inside the FHSA — at the top rate on Canadian Finance Hub's live HISA rates page today, 3.25 per cent — generating $260 in tax-free interest in its first year while also producing a $3,400 deduction on her return.

That is not the software's fault for not flagging it. Wealthsimple Tax will ask whether you have an FHSA if you tell it you are a first-time buyer. Priya did not reach that section, because she did not know to look. A CPA having a twenty-minute conversation about her situation would have spotted it immediately.


The Decision You Are Actually Making

Choosing a tax tool is not a question of convenience. It is a question of how much complexity your return contains, and whether you know enough to know what you do not know.

SituationRight move
Single T4, RRSP contribution, maybe a T5Free software — Wealthsimple Tax or TurboTax Free
T4 plus investment slips, basic RRSP/FHSAAny of the four software options, carefully
Self-employment under $30,000, simple expensesWealthsimple Tax with T2125, or UFile — go slowly
Self-employment over $30,000, approaching HST thresholdCPA for setup; software for ongoing once structure is in place
Rental property, first yearCPA to establish the CCA strategy; software after
Income over $150,000 with registered account complexityCPA for planning; software misses the planning layer
Major life event — divorce, death, disabilityCPA or H&R Block in-person, not solo
First time filing, T4 only, genuinely nervousH&R Block in-person once; software after
U.S. citizenship, significant U.S. financial tiesCross-border specialist. No exceptions.

One provincial note worth making explicitly: Quebec residents file two returns — federal with the CRA and provincial with Revenu Québec, using RL-1 slips instead of or alongside T4s. Most software handles both, but the Quebec return adds enough complexity to push the DIY threshold down by one category. If you are Quebec-resident with anything beyond a single-employer T4, the case for a CPA is stronger than elsewhere in the country.


The refund is not the point.

A refund means you overpaid your taxes throughout the year and the government has now returned your own money to you, with no interest, after you confirmed under penalty that your return was accurate. A larger refund is not inherently better — it can mean your employer over-withheld, which is an interest-free loan you made to the CRA every paycheque. The goal is not a large refund. The goal is an accurate, complete return filed at the correct withholding level, structured so that next year's situation is already anticipated.

For most Canadians in their twenties and thirties, free software handles that goal adequately. For those with self-employment income, property, or incomes above $100,000, it handles it less well every year — because the questions it does not ask are getting more expensive.

Priya's $694 amendment was easy. The $2,000 in home office and cell phone deductions she has not yet claimed is next. The FHSA she has not opened yet is costing her $3,400 in foregone deductions, compounding, and will continue to until someone asks her about it.


Editor's note: The Kitchen Table is a weekly column. Nothing here is financial advice. For personalized guidance, consult a CPA registered with CPA Canada.