Matthew Bailey, Investment Advisor of RBC Dominion Securities Inc.

Matthew Bailey, Investment Advisor of RBC Dominion Securities Inc. I Partner With Loving Families To Find Clarity, Remove Stress, and Create Financial Confidence.

04/14/2026

The hardest part of growing a business is not strategy

It’s letting go of who you’ve been

What got you here 👇
- Being hands on
- Moving fast
- Being the one everyone relies on

At some point these traits start to work against you

At first, it feels like growth

Then things start to pile up

More decisions run through you
The team waits on you
Everything still comes back to you

Not because anything is broken

But because the business has outgrown your role

Every business requires a shift:

Doer -> delegator
Delegator -> leader
Leader -> system builder

Most people don’t get stuck because they lack capability

They get stuck because control is hard to give up

And identity is even harder to change

Your business will only grow
to the level you’re willing to evolve

Where does everything still come back to you?

04/09/2026

Every business owner tracks progress somewhere.

But not always in the places that matter most.

Health
Wealth
Purpose
Relationships

If the next 5 years look a lot like today....

How would you feel about where you end up across all four?

Which pillar deserves more of your attention right now?

04/07/2026

Building a great business is one of the most overlooked forms of giving back to society.

04/02/2026

Your buyer will study your last three tax returns.

Have you?

Most owners only sell once.
Yet many wait until the deal is on the table to discover how the market really values their business.

The strongest exits are not improvised.
They are prepared years in advance.

Structure matters.
Tax planning matters.
Consistency in your financial story matters.

Succession planning is not about selling today.
It is about creating freedom, control, and options for tomorrow.

The earlier you understand how buyers think, the more control and options you create for yourself and your family!

We don’t smile because we are happy; we are happy because we smile. We don’t feel loved and then connect; we connect and...
04/01/2026

We don’t smile because we are happy; we are happy because we smile.

We don’t feel loved and then connect; we connect and love follows.

We don’t feel inspired and then create; we start creating and inspiration follows.

We don’t need energy to work out. We work out to create energy.

Action is the spark that sets everything in motion.

The days I feel the worst about myself are usually the days I delayed starting.

03/31/2026

The government puts limits how much you can contribute to an RRSP, TFSA, RESP, FHSA, RDSP.

That alone should tell you how powerful they are for building long term wealth.

03/27/2026

It is cheaper to buy life insurance ten years too early than one minute too late.

It is not about you.
It is about protecting the people who rely on you.

You do not buy insurance for yourself.
You buy it to protect your family, your partners, and the the people you love.

03/26/2026

Creating wealth is not about having more.

It is about being able to give more.

When your needs are covered, your circle of impact expands.

Build success you can share.
Build success you can use to serve.

Business ownership is not about being the smartest person in the room. It is about how much uncertainty you can carry wi...
03/25/2026

Business ownership is not about being the smartest person in the room.

It is about how much uncertainty you can carry without quitting.

Pressure is the price of building something meaningful.

The business grows when the owner grows.

02/26/2026

Lots of people track their finances.

Very few track where their attention goes.

👇

The currency of life is what you decide to spend your attention on - Naval Ravikant.

What would your future self say about how you're spending your attention today?

Imagine your life as a car with four wheels.Each wheel matters if you want a smooth, enjoyable ride.Each one represents ...
01/29/2026

Imagine your life as a car with four wheels.

Each wheel matters if you want a smooth, enjoyable ride.

Each one represents a core area of a fulfilling life:

1. Maximizing your health
2. Living with a sense of purpose
3. Maintaining meaningful relationships
4. Creating financial freedom

Every wheel needs daily effort, strong habits, and regular checkups.

Ignore even one, and the quality of the ride starts to suffer.

Life is a balancing act.

Remember, money is just a tool. Time is our most precious resource.

The goal is not perfection.

The goal is being intentional in keeping all four wheels supported.

01/28/2026

Business owners and incorporated professionals often think getting money out of their corporation means a big tax hit.

Not always. 👇

This is where having your advisor and accountant working together really matters.

If your corporation owns investments that have gone up in value, one option is to intentionally crystallize a gain and create a taxable event.

Why?

Because only part of that gain is taxable.

The non taxable portion can often be paid out of the corporation to you personally, tax free, through the capital dividend account.

In simple terms, you are turning unrealized gains into a tax planning opportunity.

When you have a team of advisors that understands your goals, priorities, and timing, the focus shifts to being proactive, not reacting after the fact.

The real value is not the strategy.

It is having a coordinated team that asks:

“What is the most tax efficient way to get the money you need to live your life?”

Address

3100-201 Portage Avenue
Winnipeg, MB
R3B3K6

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