- 5 Bullet Fridays
- Posts
- 5 BULLET FRIDAYS - Tax Mechanic News, Tips & Strategies
5 BULLET FRIDAYS - Tax Mechanic News, Tips & Strategies

Welcome to Tax Mechanic Insights! 📬
🌟 Overview |
---|
Welcome to your definitive newsletter for transforming tax troubles into triumphs. 💼 Whether you're managing personal or corporate taxes, our seasoned experts are here to guide you every step of the way. 🧑💼 Today's edition is brought to you by Tax Mechanic – your trusted partner in navigating the complexities of the Canadian tax system. 🛠️💡📊 |

CRA Updates to the Voluntary Disclosures Program – Effective October 1, 2025
The Canada Revenue Agency (CRA) will implement significant reforms to the Voluntary Disclosures Program (VDP) on October 1, 2025. These changes are intended to make the program more accessible, less restrictive, and more transparent for taxpayers seeking to correct unintentional errors or omissions.
The VDP continues to offer individuals and businesses the opportunity to voluntarily address past non-compliance before enforcement action, with the potential for meaningful relief from penalties and interest.

Key Changes at a Glance
Feature | Before (Applications prior to Oct 1, 2025) | After (Applications on/after Oct 1, 2025) |
---|---|---|
Application Form | Form RC199 lengthy and complex | Form RC199 simplified and user-friendly |
Eligibility | Excluded if contacted about non-compliance | Eligible if contacted (educational letters) |
Audit/Investigation | Still ineligible | Still ineligible |
Relief | One-size relief | Two tiers: |
Required Years | Not clearly defined | Foreign income/assets: 10 years |
Extra Documentation | Case-by-case | CRA may still request more years if needed |
Key Highlights of the New Rules
Simplified Application Process
Redesigned Form RC199 for clarity and efficiency, reducing paperwork and delays.Increased Eligibility
Taxpayers who receive “educational letters” remain eligible. Exclusions still apply to audits, investigations, or egregious non-compliance.Two Relief Tiers
General Relief (unprompted applications): 75% interest relief, full penalty relief.
Partial Relief (prompted applications): 25% interest relief, up to full penalty relief.
Clearer Documentation Rules
Foreign income/assets: 10 years
Canadian income/assets: 6 years
GST/HST: 4 years
Years without errors do not need to be filed unless specifically requested.

Timing Considerations
The distinction between general and partial relief is significant. Applications submitted before the CRA initiates contact will generally qualify for broader relief, making early disclosure the most advantageous course of action.
Source: Canada Revenue Agency – Changes to the Voluntary Disclosures Program

$30B Founder: How to Rank #1 in ChatGPT
Episode 745 of the podcast features Dharmesh Shah (co-founder of HubSpot, valued at $30B) in conversation with Sam Parr and Shaan Puri. The discussion explores the evolution of search—from the early days of SEO to the emerging discipline of AEO (Answer Engine Optimization)—and how businesses can position themselves to surface in ChatGPT responses.
Key Insights at a Glance
Topic | Highlights from the Episode |
---|---|
The Origin of Inbound | How HubSpot pioneered inbound marketing in its earliest days. |
Algorithm Jacking | Tactics for understanding and ethically “influencing” algorithms. |
SEO vs. AEO | Traditional SEO compared to AEO—optimizing for AI-driven engines like ChatGPT. |
Enabling Chatbot Crawlers | Technical steps to ensure content is discoverable by AI crawlers. |
Restructuring Content | Presenting information in a Q&A format to align with chatbot outputs. |
White Hat Linking | Building authority through legitimate, high-quality linking practices. |
Structured Product Catalogues | Organizing information for machine readability and direct answers. |
Human-Generated Answers | Prioritizing authentic, clear, and well-structured responses. |
Dharmesh’s Playbook
0 → 1 Framework: Practical lessons on building from scratch.
ChatGPT as a Tool: How he integrates AI into his personal workflow.
The Sport of Business: Why entrepreneurship is an endurance game, not a sprint.
Source: My First Million Podcast, Episode 745. Watch on YouTube

Mortgage Options for the Self-Employed
Being your own boss should not be a barrier to homeownership. As the lending market evolves, more financing solutions are emerging to address the unique needs of self-employed buyers. Today, lenders recognize entrepreneurial income as both legitimate and sustainable, leading to a broader set of mortgage opportunities.
Key Options Available
Option | What It Means for Borrowers |
---|---|
Stated Income Loans | Borrowers declare income without extensive documentation, expediting the approval process. |
No Income Verification Loans | Ideal for individuals with fluctuating earnings; lenders focus on property value rather than reported income. |
Gross Income Calculation | Some lenders assess based on gross—rather than net—income, helping offset the impact of deductible business expenses. |
Competitive Rates & Terms | Increasingly, lenders provide interest rates and terms tailored to the self-employed segment. |

A Streamlined Qualification Process
The application framework for self-employed individuals has become more flexible. By considering the realities of entrepreneurial income streams, lenders now offer pathways that balance accessibility with prudent underwriting.
This shift signals a broader recognition: self-employment is not an obstacle, but a credible and often lucrative career path.
Closing Perspective
For independent professionals, the message is clear: homeownership is well within reach. With financing tools designed for self-employed buyers, the journey to acquiring a property is no longer defined by barriers, but by tailored opportunities.
Contact Genelle Today
Genelle George – Mortgage Agent, Next Level Mortgage
📞 416-854-7697
✉️ [email protected]
🔒 The most favorable terms are secured by those who move early.

Extension of the Taxpayers’ Ombudsperson Appointment
Ottawa, September 16, 2025 – The Honourable François-Philippe Champagne, Minister of Finance and National Revenue, has announced the extension of Mr. François Boileau’s mandate as Canada’s Taxpayers’ Ombudsperson. His tenure, originally set to end in 2025, will now continue until October 4, 2027.

Key Highlights
Detail | Summary |
---|---|
Incumbent | François Boileau |
Role | Taxpayers’ Ombudsperson |
Initial Appointment | October 5, 2020 |
Extension | Two years, until October 4, 2027 |
Professional Background | Bachelor of Civil Law (University of Ottawa); Political Science (Université de Montréal); former French Language Services Commissioner of Ontario |
Expertise | Oversight, investigation, governance, public accountability |
Career Note | 30 years as senior executive; recognized for advancing fairness, transparency, and taxpayer rights |
The Role of the Ombudsperson
The Office of the Taxpayers’ Ombudsperson (OTO) was created in 2008 to strengthen the CRA’s accountability and service culture. It ensures that the service rights outlined in the Taxpayer Bill of Rights are upheld and provides an independent review mechanism for taxpayer complaints.
By extending Mr. Boileau’s term, the Government of Canada reinforces its commitment to fairness, transparency, and continuous improvement in the taxpayer experience.
Quick Facts
Mr. Boileau is the third Taxpayers’ Ombudsperson since the role was established.
The OTO examines and reviews complaints where taxpayers believe their service rights were not respected.
Taxpayers are encouraged to use CRA’s redress mechanisms before contacting the OTO.
Source: Government of Canada – Canada Revenue Agency News Release

Featured TikTok: CRA’s Voluntary Disclosures Program Gets a 2025 Makeover
In our latest TikTok video, we break down the upcoming changes to the CRA’s Voluntary Disclosures Program (VDP), effective October 1, 2025—and why they could mean thousands in potential savings for taxpayers.
@taxmechanic Big changes are coming to the CRA’s Voluntary Disclosures Program starting October 1, 2025. If you’ve made past tax mistakes, this update ... See more
Key takeaways from the video:
Simplified Process: A redesigned application form reduces paperwork and frustration.
Expanded Eligibility: Even taxpayers who receive CRA “educational letters” can still apply—only those under audit or with serious fraud are excluded.
Two Levels of Relief:
Unprompted disclosure: 100% penalty relief + 75% interest relief.
Prompted disclosure: 100% penalty relief + 25% interest relief.
Clearer Documentation Rules: 10 years for foreign income, 6 years for Canadian income, 4 years for GST/HST—only for periods with errors.
The message is clear: early disclosure matters. Acting before CRA intervention ensures access to the most generous relief.
📹 Watch the full TikTok to see how these changes could impact you.
🔧 Why Tax Mechanic? 🔧 |
---|
Exclusive Access: Get a dedicated technician and manager. Expertise on Tap: Fraser Simpson with 35+ years dealing with CRA. AI Agents: Cutting-edge support. Community & Strategies: Join a network of tax strategies and shelters. Focused Attention: Personalized service just for you. |
And that's a wrap for this Friday, folks. Have a safe and fun-filled weekend! 🌟🎉 |