Ways to Work With Your Business Executor
Every business owner and self-employed professional should have a contingency plan.
Here are key ways to begin building yours.
Services for Entrepreneurs, Business Owners and Self-Employed Individuals
The First Step: Discovery Call
Free | 20–30 minutes
A no-pressure conversation to understand where you are, what you have in place, and what you need. Jodi will ask a few key questions and recommend the right next step — whether that's a package, a referral to a lawyer or financial advisor, or simply a resource from the website.
Available to everyone — business owners, self-employed individuals, and everyday individuals and families.
The Preparedness Consultation
$197 + HST | 60 minutes | One session
A single focused session to take stock of where you stand. Jodi will guide you through the five core areas of personal and/or business preparedness, identify your most critical gaps, and give you a clear, prioritized list of what to work on next.
You will leave with a written summary of your gaps and a recommended action plan — not a completed plan, but a clear and honest picture of where to start.
Available to business owners, self-employed individuals, and everyday individuals.
What you will walk away with:
→ A completed gap assessment across five areas.
→ A written priority action list.
→ Clarity on which professionals you need to engage (lawyer, financial advisor, accountant).
→ Recommended next steps and resources.
The Business Preparedness Starter Package
$497 + HST
You've worked hard to build this business.
The clients. The income. The reputation. The relationships that took years to earn.
But here's the question most sole owners never stop long enough to answer:
If something happened to you tomorrow — planned or not — would your business survive it?
Not "would someone figure it out eventually."
Would it actually survive. The bills. The clients. The accounts. The team. The things only you know.
For most business owners, the honest answer is uncomfortable. Not because they don't care — but because nobody has ever given them the time, the structure, or the space to find out where the gaps actually are.
That's exactly what The Business Preparedness Starter Package does.
This is a self-guided business preparedness audit designed specifically for sole owners and self-employed Canadians who are ready to find out where they stand — and what to do about it.
What's included:
→ Welcome video walking through how to use the workbook.
→ The Business Preparedness Workbook — covering access and accounts, operations, clients and team, finances and CRA, and legal documents.
→ A personal mid-point check-in from Jodi.
→ One 60-minute review call to go through findings, identify the two to three most critical gaps, and build a prioritized action plan.
What you will walk away with:
→ A completed business preparedness audit.
→ A clear picture of where the business is protected and where it isn't.
→ A prioritized action plan for what to address first.
→ Confidence going into Q3 and Q4 — or any season.
Your Business. Your Plan.
Starting at $1,497 + HST
A complete business contingency plan — protecting your income, your clients, your team, and your family. For business owners and self-employed individuals.
This is your comprehensive business planning package. It covers what happens if you step away temporarily, what happens if you are incapacitated for an extended period, and what happens if you are suddenly gone. Everything documented, organized, and reviewed with the people who need to step in.
What's included:
→ One 60-minute intake session to understand your business structure, current documentation, and family situation.
→ The Business Preparedness Workbook — completed across three guided working sessions with Jodi.
→ A short-term absence plan — who steps in, what they can access, how clients are contacted, and what cannot be missed.
→ A long-term incapacity plan — what happens to the business if you cannot manage it for an extended period, including guidance on Powers of Attorney, CRA obligations, and key operational continuity.
→ A what if I die plan — your business structure, your accounts, your clients, your documents, your wishes — all documented and organized so your estate trustee and family have a clear roadmap.
→ One 90-minute family and key contact session — Jodi sits down with you and your spouse, partner, estate trustee, or key business contact to walk through the completed plans, answer their questions, and fill in any gaps.
→ A written Business Contingency Plan document your family and estate trustee can actually use.
→ Referrals to Ontario estate lawyers, financial advisors, and other professionals needed to complete the legal and financial pieces.
What you will walk away with:
→ Three completed plans: short-term, long-term, and what if I die.
→ A family and estate trustee who know what to do and where everything is.
→ A complete, organized Business Contingency Plan document.
→ Professional referrals to complete the legal and financial picture.
→ Confidence that the business they built will be protected.
Are you seeking personal estate planning and preparedness services for individuals and families?
Frequently Asked Questions (FAQ)
Business Contingency, Succession & Estate Planning for Ontario Business Owners
This information is educational and general in nature.
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A business contingency plan is a documented plan that explains how your business actually works — your accounts, your clients, your operations, your key contacts — so that someone else could step in and keep things running if you suddenly couldn't.
It's different from a will because it doesn't deal with who inherits what. It deals with how your business survives a crisis, whether that's a planned absence, an illness, or something more permanent.
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These terms are often used interchangeably, and in practice they overlap a lot.
Generally, business continuity planning refers to a business's ability to keep operating through any disruption — a cyberattack, a supply chain issue, a natural disaster, an economic downturn.
Business contingency planning, especially in the context of a sole owner or small business, focuses specifically on what happens if the owner themselves becomes unavailable — through illness, incapacity, or death.
For a solo entrepreneur, the two are closely connected because the biggest risk to "continuity" usually is the owner.
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Succession planning is about the long-term, intentional transition of your business — retirement, selling the business, passing it to a family member, or stepping back from leadership over time. It's planned and proactive.
Business contingency planning is about the short-term and unplanned scenarios — what happens if you're suddenly unavailable tomorrow, whether for two weeks or permanently.
Most business owners need both, but they answer different questions.
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Not automatically — and this is one of the most important things business owners don't realize.
If your spouse works in your business but their name isn't on the corporation, the business bank account, or your registration documents, they have no legal authority over the business just because they're your spouse or because they've been doing the work.
If you become incapacitated, they would need a valid Power of Attorney naming them specifically.
If you pass away, they would need to be appointed as your estate trustee — which, if you have no will, requires a court application, even though they may have been running the books and supporting your operations for years.
Being involved in a business and having legal authority over it are two very different things in the eyes of Ontario law.
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Yes — in some ways, sole proprietors are more exposed, not less.
A sole proprietorship has no separate legal existence from you. If you become incapacitated or pass away, the business itself doesn't continue automatically; only certain assets can be transferred, and your business name registration does not transfer to anyone else.
Without documentation, your family may not even know what client relationships exist, what's owed to you, or what subscriptions and accounts need to be cancelled.
Being unincorporated doesn't reduce the need for a plan — it often increases it.
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A "what if I die" plan is a practical, organized document — not a legal one — that brings together everything your family or estate trustee would need if something happened to you.
It includes your business operations, your account details and credentials, your key contacts, your legal documents' locations, and your personal wishes.
It complements your will and your Powers of Attorney rather than replacing them.
Some people find the traditional language of "estate planning" or "succession planning" abstract and easy to put off.
Calling it a "what if I die" plan tends to make the urgency — and the relief of finally doing it — much more real.
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Start small.
You don't need to document everything at once.
Begin by writing down the three to five things that absolutely cannot be missed if you were suddenly unavailable for a week — recurring bills, client check-ins, critical deadlines.
Then, identify who would need to know your business bank account and CRA My Business Account details.
From there, build outward: your key documents, your client list, your legal paperwork.
A guided framework — like a preparedness consultation or a structured workbook — can help you avoid missing the most critical pieces, but the most important step is simply starting.
Your Business Executor focuses on operational planning and organization.
Jodi Laking is not a lawyer or legal advisor. She works alongside legal, financial, and regulatory professionals to help ensure the operational side of your business is clearly documented and accessible. For advice specific to your situation, please consult a qualified Ontario estate lawyer.

