Life & Legacy Advisory Group

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Life & Legacy Advisory Group Life & Legacy Advisory Group is a full service financial planning & employee benefits consulting firm located in Oakville, Ontario, Canada.

At Life & Legacy Advisory Group, we believe that sound financial advice improves people's lives.​ We offer a simple, straightforward financial enrichment program that provides our clients the freedom to live for today, and plan for tomorrow.

Who handles the finances in your relationship? This Financial Literacy Month, make sure you both feel confident. Read ou...
11/02/2026

Who handles the finances in your relationship? This Financial Literacy Month, make sure you both feel confident. Read our new post for simple ways to share knowledge, create transparency, and plan together: https://www.lifeandlegacy.ca/post/financial-planning-couples-both-informed

November is Financial Literacy Month in Canada, and this year’s theme, “Talk Money,” encourages Canadians to build financial confidence through open conversations.

Canadians are embracing the prospect of living longer but worry about the financial trade-offs, including the possibilit...
10/30/2026

Canadians are embracing the prospect of living longer but worry about the financial trade-offs, including the possibility of outliving their savings.

A retirement plan should make room for:
âś… Income that may need to last for decades
âś… Rising everyday costs
âś… Changing health and care needs
âś… Flexibility as your circumstances change

Understanding how your pensions, investments and savings work together can help you see what’s possible and where adjustments may be needed.

Let’s talk about a plan that supports the retirement you hope to enjoy, however long it lasts.
www.lifeandlegacy.ca

10/29/2026

A buyer approaches you about your business.

Sales are strong. The opportunity sounds promising. Then they start asking for documentation.

How ready are you?

In Episode 311 of Success Leaves Clues, Sam Carsley, Partner at Linmac LLP, explains why preparing for a sale starts long before a buyer comes knocking.

Sam shares how a “transaction fitness” exercise helps owners understand what a buyer will expect, identify gaps, and organize the information that builds confidence in their business.

That preparation can strengthen how you operate today, even if selling is still years away.

You’ll take away:

đź’ˇ What being ready to sell looks like beyond strong sales.
đź’ˇ Why understanding and explaining your risks builds buyer confidence.
đź’ˇ How a transaction fitness exercise can uncover opportunities to improve your business.

If a buyer approached you tomorrow, what part of your business would need more preparation?

🎧 Catch the full conversation on Success Leaves Clues.
đź”— Listen here: https://ow.ly/qFwi5101Tip

You work hard to make good financial decisions. But do those decisions reflect what matters most to you?Perhaps it’s spe...
10/27/2026

You work hard to make good financial decisions. But do those decisions reflect what matters most to you?

Perhaps it’s spending more time with family, stepping back from your business or feeling comfortable enjoying what you’ve saved.

Those personal priorities deserve a place in your financial conversations.

This weeks blog explores how a more thoughtful approach to money can help bring your choices and goals together.

Read more: https://ow.ly/WmCm510197L

Financial mindfulness starts with paying attention to what you want from life and whether your financial choices are helping you get there.

10/27/2026

An employee proudly shows you something they finally figured out.

You see the effort. You also see three things you could improve.

What do you say first?

In Episode 310 of Success Leaves Clues, Roy Tran, Founder of Beyond the Title, shares a moment when a colleague excitedly showed him a dashboard they had built.

Roy celebrated the accomplishment and let that recognition stand. He saved his deeper questions for a follow-up conversation.

That small choice gave the person room to feel proud of their work.

Roy calls these moments leadership “breadcrumbs,” the everyday behaviours people remember, learn from, and carry forward.

You’ll take away:
đź’ˇ Why recognition deserves its own moment before feedback.
đź’ˇ How small interactions shape your leadership legacy.
đź’ˇ Why changing a habit starts with noticing your own behaviour.

What is one small thing a leader did that has stayed with you?

🎧 Catch the full conversation on Success Leaves Clues.
đź”— Listen here: https://starting-with-one-podcast.cohostpodcasting.com

As a business owner, you put a lot into looking after your team, serving your customers and planning your next move. You...
10/26/2026

As a business owner, you put a lot into looking after your team, serving your customers and planning your next move. Your own financial future deserves that same attention.

Whether you’re just getting started, growing your business or considering what comes next, the right advice can help connect your business decisions with your personal goals.

Let’s talk about a financial plan that makes room for both. www.lifeandlegacy.ca

A call about suspicious activity on your account can make you feel you need to act immediately but give yourself time to...
10/23/2026

A call about suspicious activity on your account can make you feel you need to act immediately but give yourself time to check.

If someone unexpectedly asks you to move money or share account information, end the conversation and contact your financial institution independently. Use your official banking app or the number on your bank card. Caller ID alone cannot confirm who is calling.

A separate call is a simple habit that can help protect what you’ve worked hard to build.

10/22/2026

Why do you lead the way you do?

The instinct to take control. The hesitation to speak up. The way you respond when someone challenges your thinking.

Each behaviour has a story behind it.

Roy Tran, Founder of Beyond the Title, calls this your “human code,” the unique combination of lived experiences that shapes how you react, connect, and lead.

In Episode 310 of Success Leaves Clues, Roy joins Robin Bailey to explore how understanding those patterns can help you become more intentional about the impact you have on others.

You’ll take away:
đź’ˇ Why changing a behaviour starts with noticing it.
đź’ˇ How trusted people can help you recognize what you cannot see yourself.
đź’ˇ Why small systems, like choosing to speak last in a meeting, can help turn awareness into action.

What is one leadership habit you’ve learned to question?

🎧 Catch the full conversation on Success Leaves Clues.
đź”— Listen here: https://starting-with-one-podcast.cohostpodcasting.com

“I’ll get to it someday.”Sound familiar? Between work, family, and everything else life brings, it’s easy to keep moving...
10/21/2026

“I’ll get to it someday.”

Sound familiar? Between work, family, and everything else life brings, it’s easy to keep moving financial planning down the list.

But while we’re waiting, life keeps changing. Children grow up, retirement gets closer, and the plans we made years ago may need a fresh look.

You don’t have to tackle everything at once. One conversation or one small update can be a meaningful place to start.

Our latest blog explores the hidden cost of waiting and why taking a little time for your plan today can help you feel more confident about tomorrow.

Read it here: https://ow.ly/2vC550ZZJa1

What’s something you’ve been meaning to revisit?

Many people assume financial planning requires making one big decision. In reality, it’s usually a series of smaller decisions that create lasting results.

10/20/2026

AI can be confidently right. It can also be confidently wrong.

So how do you know when to trust the answer?

In this clip from Episode 309 of Success Leaves Clues, Karla Congson, Founder and CEO of Agentiiv, explains why questioning the output matters, and how she’s building AI personas that ask questions of their own.

Rather than moving straight from a prompt to an answer, Karla describes an approach that challenges assumptions and asks people to think through the problem first.

A few takeaways from our conversation:

➡️ A confident answer doesn’t guarantee an accurate one.
➡️ Questioning AI’s output is an essential part of using it.
➡️ AI can support critical thinking by challenging your assumptions.
➡️ Asking better questions before generating an answer can improve the work that follows.

When was the last time AI challenged your thinking instead of agreeing with you?

🎧 Catch the full conversation on Success Leaves Clues.
đź”— Listen here: https://ow.ly/vaPm50ZZ1Bi

Address

2-2390 Bristol Circle
Oakville, ON
L6H6M5

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

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