👉 Feeling unsure about selling, staying, or doing nothing at all?

Start with the right question before timing or headlines:

https://wheredowego.ca/blog

Many Oakville homeowners say the market feels strange right now, even if they can’t quite explain why.

In this episode of Aging in the Right Place, Michael Wright talks through what he is actually seeing on the ground in Oakville and surrounding areas, and why confusion is becoming more common for older homeowners and their families.

Drawing on more than 40 years of experience, Michael explains why today’s uncertainty is rarely just about prices or interest rates. He explores how mixed signals, fear of making the wrong move, and lack of clear planning quietly keep people stuck, often until something forces a decision.

This conversation is not about predicting the market or pushing a sale.

It is about understanding what your home needs to support next, so decisions can be made calmly, with clarity and dignity.

This episode is for:

• Older homeowners who feel unsettled but unsure why

• Adult children supporting aging parents through housing decisions

• Anyone asking “Should we wait… or should we be thinking differently?”

  
  

  Michael Wright is a Realtor who specializes in senior housing transitions, helping older adults and families plan calm “move or not to move” decisions with clarity, dignity, and plain-English guidance.

  
  

  ⏱ TIMESTAMPS

  00:00 Who is this Oakville market update for?

  00:19 What will you learn in the next few minutes?

  00:36 What does “move or not to move” mean in a market like this?

  00:54 Why do the headlines make the market feel worse than it is?

  01:13 How is the Oakville resale market different from pre-construction?

  01:39 What is the current average selling price being discussed here?

  01:59 What does “over asking” vs “under asking” actually mean?

  02:21 Why are most homes not selling over asking right now?

  02:44 Why can market stats feel misleading without context?

  03:09 Why do these numbers need interpretation, not guesswork?

  03:33 Why this is not about timing the market perfectly

  03:57 What’s happening in condos and why the range is so wide

  04:19 What do people say when they don’t have a plan?

  04:38 What changes when you do have a plan?

  05:07 Do bungalows actually solve the problem for most people?

  05:29 How should you use market data in your decision?

  05:49 What does “aging in the right place” mean?

  
  

  #AgingParents #SeniorHousing #PlanningAhead

👉 Feeling stuck deciding whether to move, downsize, or plan ahead? Start with the right question before timing or the market:

https://wheredowego.ca/blog/to-move-or-not-right-question-vs-the-hasty-question

Many older adults and families say, “We’ll deal with it when it happens,” even when something about their home or future doesn’t feel quite right.

In this episode of Aging in the Right Place, Michael Wright explains why that response is so common and why it often keeps people stuck until a crisis forces action. He walks through the real reasons housing decisions feel overwhelming and why starting with the wrong question creates stress, resistance, and delay.

Drawing on more than 40 years of experience supporting aging adults and their families, Michael explains why planning does not mean moving today. It means understanding why a change might be needed, so decisions can be made calmly, with dignity, and on your own terms.

This conversation is for older adults thinking ahead, and for adult children supporting aging parents who want clarity before something happens.

⏱ TIMESTAMPS

00:00 Why housing decisions feel so overwhelming

00:22 Why many families wait until a crisis

00:45 Why “where do we go from here?” creates stress

01:27 The two common outcomes of starting in the wrong place

01:48 The four reasons people feel stuck

02:34 Why “we can manage for now” breaks down

02:55 What people mean when they say “we’ll deal with it later”

03:16 The wrong question versus the right first question

03:36 Why planning does not mean moving today

03:58 Planning the transition versus planning the transaction

04:45 The four questions that create clarity: why, what, where, how

05:07 How planning reduces resistance and overwhelm

05:30 Why planning together brings relief

05:53 Why good decisions come from calm, not urgency

Michael Wright is a Realtor who specializes in senior housing transitions, helping older adults and families plan calm “move or not to move” decisions with clarity and dignity.

#AgingInTheRightPlace #AgingParents #PlanningAhead #SeniorHousing

👉 Feeling unsure whether to move or wait? Start with the right question before timing or the market:

https://wheredowego.ca/blog/to-move-or-not-right-question-vs-the-hasty-question

Many older adults and families say they are managing for now, even when something doesn’t feel quite right.

In this episode of Aging in the Right Place, Michael Wright explains why that feeling is so common and what is usually underneath it. He shares how uncertainty, denial, and lack of clear information quietly delay housing decisions, often until something happens that forces action.

Drawing on more than 40 years of experience supporting aging adults and their families, Michael explains why planning early is not about rushing a move. It is about protecting independence, choice, and peace of mind.

This conversation is for older adults thinking ahead, and for adult children supporting aging parents who want clarity before a crisis.

⏱ TIMESTAMPS

00:00 Why do so many people say they are “managing for now”?

00:24 What usually triggers that feeling

01:15 What people really mean when they say they are waiting

02:05 How uncertainty and overwhelm block decisions

03:00 Why fear quietly shapes housing choices

04:05 Why this is rarely about the market

05:10 What planning actually gives you

06:20 Why clarity restores a sense of control

07:30 When “managing” turns into reacting

08:25 How planning protects independence and choice

09:30 What question to ask before making any housing decision

Michael Wright is a Realtor who specializes in senior housing transitions, helping older adults and families plan calm “move or not to move” decisions with clarity and dignity.

#AgingInTheRightPlace #AgingParents #PlanningAhead #SeniorHousing

👉 Not sure whether to move or wait? Start with the right question before timing or the market:

https://wheredowego.ca/blog/to-move-or-not-right-question-vs-the-hasty-question

Many older homeowners and families say the same thing when housing decisions feel overwhelming:

“We’re just going to wait.”

In this episode of Aging in the Right Place, Michael Wright explains why waiting is rarely about the market itself, and what is usually underneath that hesitation.

Drawing on more than 40 years of experience supporting aging adults and families, Michael explores how senior housing decisions really unfold, why uncertainty and overwhelm keep people stuck, and how planning before a crisis protects independence and choice.

This conversation is not about forcing a move or predicting the market.

It is about understanding why a change might be needed, so decisions can be made calmly, with dignity, and on your own terms.

Whether you are an older adult planning ahead, or an adult child supporting aging parents, this video offers plain-English guidance to help you move from uncertainty to clarity.

⏱ TIMESTAMPS

00:00 Why are so many older homeowners saying “we’re just going to wait”?

00:22 Why does the market feel confusing and unsettling right now?

01:23 What do people usually mean when they say they’re waiting?

01:59 How denial, lack of information, and overwhelm block decisions

02:39 How fear quietly magnifies housing decisions

03:12 Is real estate really an investment, or a place to live?

04:15 How past markets explain what’s happening today

05:27 Why reacting to headlines leads to poor decisions

06:22 What actually keeps people stuck in their current home

06:48 Why having clear reasons matters more than timing

07:27 What “move or not to move” really means

07:53 Why many retirement moves are financially driven

08:18 Why others are driven by lifestyle and future mobility

09:19 Why not all parts of the market behave the same way

10:20 Why waiting for a market spike rarely works

11:26 How having a clear plan restores a sense of control

12:46 What to remember when you feel unsettled or overwhelmed

13:33 Why planning comes before selling

14:35 How to look at the market with perspective instead of fear

15:53 Why later-life moves still need a defined plan

16:35 How waiting can affect health, happiness, and connection

17:57 Why your home should support your retirement, not limit it

20:01 When a home stops meeting your needs

20:28 Why clear goals make big transitions manageable

21:12 How “fixing up to sell” can become avoidance

22:14 What actually sells in a buyer’s market

23:45 Why education reduces denial and fear

24:12 What questions to ask next and how to continue the conversation

Michael Wright is a Realtor who specializes in senior housing transitions, helping older adults and families plan calm “move or not to move” decisions with clarity and dignity.

#AgingParents #SeniorHousing #PlanningAhead

Wishing you all happy holidays!

When families visit aging parents during the holidays, small signs often show that daily life at home is becoming harder.

Full written guide:

⁠https://wheredowego.ca/blog/the-holiday-reality-check-senior-housing-transition-plan⁠

In this episode, Michael Wright shares a calm and practical way to understand how your aging parents are managing at home during the holidays. He explains the Holiday Lens, a simple approach to observing lighting, floors, kitchen routines, bathroom safety and the winter conditions that often reveal new challenges.

Michael discusses the four barriers that keep families from planning early. Denial, lack of information, the size of the process and fear. He then introduces the Housing Care Continuum, which includes independent living, home support services, downsizing, retirement residences and long term care. This gives families a clear picture of the options that exist long before crisis.

He also explains the real cost of aging at home, the role of social connection and the value of trying a winter stay at a retirement residence.

If you are an adult child supporting aging parents, or an older adult planning ahead, this episode offers plain English guidance to help you understand the home, the risks and the next steps that bring clarity and calm.

In this episode, Michael Wright explains the Housing Care Continuum, a simple way to understand how support needs change as we age. He begins with independent living, then describes home support services, the role of retirement residences, assisted living and finally long term care.

Michael also explains what makes his work unique. Before focusing on the sale of a home, he helps older adults and families understand what transition is needed. He shares examples of how people struggle with activities of daily living, what social isolation looks like at home, and why retirement residences often provide the connection people are missing.

He clarifies how long term care placement works in Ontario. It is a needs based system, not a position based list, and people can remain on the list for years without moving forward unless they meet priority need. Families often misunderstand this, and early planning can reduce fear and avoid crisis decisions.

If you are an older adult planning ahead or an adult child supporting a parent, this episode offers plain English guidance to help you understand the options and choose the right next step with dignity and calm.

More resources: wheredowego.ca

In this introduction, Michael Wright talks about the heart of his work. He explains why he supports older adults and the families who care for them, and how senior housing decisions often begin with confusion, mixed emotions and a lack of clear information.

Michael shares real examples from his forty years of experience and explains the idea behind “aging in the right place.” He also describes what families can expect in future episodes as he covers topics like retirement living, home safety, long term care, downsizing and how to make decisions with dignity and calm.

If you are an older adult planning ahead, or an adult child supporting a parent through change, this series will give you plain English guidance you can trust.

More resources: wheredowego.ca