Key takeaways
Retirement planning isn’t just about dreaming of beaches and grandkids — vague goals don’t lead to meaningful action.
The most effective approach is to start at the end and work backwards, just as Metropole does with Strategic Property Plans.
By defining what you don’t want in retirement, you can avoid common pitfalls and create a more secure, fulfilling future.
“What do you want your retirement to look like?”
Most people pause when I ask that.
Then they give vague answers: I want to travel more” or “spend time with the grandkids.”
Nice ideas. But vague answers don’t lead to meaningful action.
At Metropole, we’ve learned that the best way to help our clients build wealth and prepare for retirement is to do something counterintuitive...
Start at the end and work backwards.
It’s a philosophy we’ve followed for decades when helping clients build their Strategic Property Plans.
Whether you're a young investor just starting out or a seasoned professional with a few properties under your belt, the same principle applies: Know where you want to end up, then map out the journey in reverse.
Let me explain.

Invert the problem: what don’t you want?
Charlie Munger, Warren Buffett’s long-time business partner, had a favourite mental model: “Invert, always invert.”
He meant that rather than asking “How can I succeed?”, you should start by asking “How could I fail?” and then avoid those things.
So when it comes to retirement planning, don’t begin by dreaming about tropical beaches or long lunches with friends.
Start by asking: “What could make my retirement miserable?”
It’s a confronting question. But it delivers better answers, faster.
Most people can immediately list what they don’t want:
- Running out of money.
- Being forced to sell the family home.
- Living far from children and grandkids.
- Health problems that limit mobility.
- Feeling lost and without purpose.
These aren’t vague fears. They’re real, common, and sadly experienced by many who failed to plan adequately.
At Metropole, we’ve seen these regrets far too often. That’s why one of our first steps with every client is to define what you want to avoid, so we can craft a plan that helps you steer well clear of those pitfalls.
The four retirement mistakes no one talks about
Yes, money is important. But even if you’ve got a solid super balance or property portfolio, retirement can still be disappointing if you make these four lifestyle mistakes:
1. Wasting your ‘active window’
You can typically expect 10 to 15 good years of health and mobility after retirement. That’s your golden time for travel, adventure, and bucket-list experiences.
But too many people don’t plan ahead and end up wasting this precious window sorting out finances or dealing with unnecessary stress.
With proper planning, including property investment early in life, you can ensure this window is free for living, not scrambling.
2. Losing your identity and purpose
Work gives structure, meaning, and social connection. Without something to replace that, many retirees drift into boredom or depression.
A well-thought-out transition includes planning for purpose, not just passive income.
Owning a property portfolio doesn’t just provide cash flow - it can become your asset-building business, keeping you mentally engaged and giving you a reason to keep learning and growing.
3. Relationship isolation
Moving away from family to find cheaper housing or downsizing without thinking through social consequences can leave retirees feeling lonely.
We always advise our clients to consider location strategically - not just for investment returns, but for proximity to the people who matter most.
4. Neglecting your health in your 50s and 60s
The decisions you make before you retire shape the health you’ll enjoy after.
Stressful debt, overworking, or putting off medical checkups? These all chip away at your retirement lifestyle.
Use a “pre-mortem” to plan smarter
Rather than doing a post-mortem at 80 when it’s too late, I suggest you do a pre-mortem now.
Imagine yourself looking back on your retirement with regret. Ask:
- “What went wrong?”
- “What do I wish I’d done differently?”
- “What would I tell my younger self?”
Write down your answers, and don’t sugarcoat them.
Now, for each of those imagined regrets, work backwards.
Let’s say you write:
“I wish I’d built a passive income stream earlier so I didn’t have to rely on the pension.”
That tells you: You need to start investing now. Not “one day.”
Or:
“I wish I’d spent more time with my grandkids instead of managing a second job in retirement.”
That suggests: Your investments should work for you, not require constant effort.
Strategic property planning: how we work backwards at Metropole
At Metropole, we always start with the end in mind.
We ask our clients: “What does your ideal financial future look like? And what do you want to avoid?”
From there, we reverse engineer the path:
- How much income will you need?
- What asset base must you build to deliver that income?
- How many properties do you need? What type? Where?
- How do we structure your debt, cash flow, and tax planning to support this?
We also identify what not to do:
- Don’t chase “get-rich-quick” property schemes.
- Avoid speculative regional markets.
- Don’t overleverage or invest without buffers.
This process is different for everyone. But one thing is true across the board: You won’t build a secure, fulfilling retirement by accident. You need a plan.
A final thought (and a challenge)
Planning backwards may seem counterintuitive. But it works.
It removes the noise, the overwhelm, and the paralysis of too many choices.
If you’re in your 30s, 40s, or even 50s, now is the time to sit down and think deeply about the retirement you don’t want.
Use that clarity to build a path to the one you do want.
If you’re ready to take that step, Metropole’s team of property strategists is here to help. We don’t sell properties.
We help you plan to become the person you plan to become.
We know that attaining wealth doesn’t just happen, it’s the result of a well executed plan. Planning is bringing the future into the present so you can do something about it now!
If you’re a beginner looking for a time tested property investment strategy or an established investor who’s stuck or maybe you just want an objective second opinion about your situation, please find a time to have a chat with one of Metropole's wealth strategists by clicking here.
Because in the end, the best retirement isn’t built from dreams. It’s built from clear plans and smart property decisions, made early.
Book your complimentary Wealth Discovery Chat with one of our experts today.
We’ll help you map out your retirement backwards - so you can move forward with confidence.




