Insights & Strategy

The MyBookly Blog

Tax strategy, accounting playbooks, and market commentary built for crypto investors, day traders, and prediction market participants.

🪙 Crypto Investing
Dilan Ropero • 9 min read

Tokenized equities are coming. The accounting behind them isn't ready.

Tokenized stocks inherit crypto's reporting problems and add securities complexity on top. What happens when the February tax slip never arrives?

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💸 Crypto Investing
Dilan Ropero • 8 min read

Getting Paid in Crypto: Bounties, Grants and Contract Work in Canada

A protocol paid you in USDC and you never converted it. Something still happened for tax purposes. How the CRA treats crypto received for work, how to value it, and the GST/HST trap for builders paid entirely from offshore.

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🗂️ Crypto Investing
Dilan Ropero • 8 min read

Wallet and Treasury Structuring for Canadian Crypto Businesses

One wallet doing personal spending, company revenue and treasury is the most expensive habit in this industry. What the CRA actually requires, why self-transfers are not dispositions, and where commingling becomes a tax bill.

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⚖️ CRA
Dilan Ropero • 9 min read

Sole Proprietorship or Incorporation: The Honest Version

Everyone tells founders to incorporate, usually someone who benefits from it. The deciding factor is simpler than you think: does the money stay in the company, or do you take it all out to live on?

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🏗️ Business Tax
Dilan Ropero • 8 min read

The Productivity Mega Deduction: What Canadian Businesses Can Actually Write Off

Canada's proposed Productivity Mega Deduction lets businesses write off 100% of eligible purchases in year one. Here is what qualifies and why business structure matters.

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📉 Crypto Investing
Dilan Ropero • 7 min read

Borrowing Against Your Crypto Isn't Taxable. Getting Liquidated Is.

Taking a crypto-backed loan is generally not a disposal. But if your collateral gets liquidated, that usually is, and it can leave you with a taxable gain and no cash to pay it.

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🌐 Crypto Investing
Dilan Ropero • 8 min read

Which Crypto Transfers Get Reported Under CARF, and Which Don't

Moving crypto to a hardware wallet feels private. Under CARF, the transfer off the exchange is exactly what gets reported. Here is which transfers the CRA sees, and which it doesn't.

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🔓 Crypto Investing
Dilan Ropero • 8 min read

Your Crypto Got Hacked. The CRA Still May Not Let You Write It Off

After the $116M Coldcard hack, stolen crypto is not the simple write-off most Canadians assume. Why you can usually only claim your original cost, and only if your records can prove it.

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⏳ CRA
Dilan Ropero • 8 min read

Unreported Crypto and the CRA: How Timing Decides What It Costs You

How unprompted and prompted Voluntary Disclosures relief actually works, and what waiting for a CRA letter costs you in real numbers.

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🔍 Crypto Investing
Dilan Ropero • 7 min read

"I Never Cashed Out": Why the CRA Can Still Come Looking

Why cashing out was never the test, how transfers, staking rewards, and trades are taxed differently, and how to rebuild your full history.

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🍁 CRA
Danny Khanna • 9 min read

Crypto Tax in Canada: Complete Guide For Traders & Investors (2025)

How the CRA taxes crypto in 2025 - taxable events, capital gains vs. business income, staking, recordkeeping, and the mistakes that trigger audits.

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📈 Day Trading
Danny Khanna • 7 min read

Interactive Brokers Accounting: A CRA Tax Guide for Canadian Traders

Reporting IBKR trades to the CRA - ACB, T5008, CAD conversion, superficial loss rules, and Canadian trader classification.

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📚 CRA
Danny Khanna • 6 min read

What Do Bookkeepers Charge In Canada?

Canadian bookkeeping pricing broken down - hourly vs. monthly, offshore vs. local, and how to keep your monthly bill under control.

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🍁 CRA
Danny Khanna • 5 min read

Late Tax Penalty With No Owings [2024]

Filing your Canadian taxes late when you owe nothing - the CRA penalty math, deadlines by return type, and how to handle unfiled returns.

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