Three Things Every Expat Should Review Before Changing Jobs in Singapore

Job changes are common for expats, but they come with financial consequences people rarely think about.
Here are the three things every expat must review before making a career move.


1. Insurance & Medical Coverage

Your employer-sponsored health insurance often ends the day you resign.

Before you move:
Check if your hospitalisation coverage is tied to your employer
Review any exclusions or loading on personal plans
Consider securing your own independent cover before leaving

Changing jobs is the worst time to discover a coverage gap.



2. SRS & Bonus Timing

How and when bonuses are paid impacts:
• SRS contribution timing
• Tax relief
• Investment planning

If your bonus arrives early in the new year, you might miss the chance to use it for this year’s SRS contributions.



3. Employer Benefits & Retirement Schemes

Consider:
• Loss of corporate benefits
• Loss of employee stock options
• Changes in tax exposure
• Opportunities to consolidate investments
• Need to adjust your portfolio risk

Job changes should trigger a full financial review.



A smooth career move includes financial clarity.
Review these three areas before signing any new contract, and you’ll protect yourself from unexpected gaps and missed opportunities.

Making Insurance Finally Make Sense for Expats in Singapore; Why I’m excited About Forgettable

If there’s one universal truth in expat life, it’s this: the admin is never-ending.

You can be thriving in your career, juggling two currencies, planning investments across borders… and still end up drowning in PDFs, renewal emails, HR benefit summaries, and three different insurance policies you vaguely remember buying but can’t quite locate. Add on the “free” protection that comes with credit cards or company packages, and suddenly your life admin becomes a full-time job.

As someone who works daily with expats on their financial planning, I see this chaos all the time. Clients come to me with folders of mixed paperwork, half-complete coverage, overlapping policies, and sometimes, gaps they didn’t even know existed.



Our expectations for banking and investments have evolved massively. We track expenses from our phones, invest with a swipe, and send money globally in seconds.
So why doesn’t insurance feel the same? Why is the most important safety net in our lives stuck in a world of PDFs, policy jargon, and patchy visibility?

That’s why I’m genuinely excited about what forgettable is building.

The App That Simplifies Life Admin (finally)

Forgettable is a Singapore-based insurtech built for Millennials and Gen Z, but honestly, anyone who has ever sighed at a policy document could benefit. Their approach is simple: to help people actually see and use the protection they already have, before topping up with anything new.



The platform:

Turns messy PDFs into smart digital cards: Upload your policies and Forgettable transforms them into clean, visual summaries that show exactly what you’re covered for. No jargon. No fine print scavenger hunts.

Surfaces protection from your credit cards & work benefits: Most people don’t realise how much “free” cover they already have. Forgettable pulls those benefits together so you don’t miss perks you’re already paying for.

Shows overlaps, gaps, and total insurance spend: This is a big deal. Insurance planning shouldn’t be guesswork. With everything centralised, it becomes instantly clear where you’re double-paying, under-protected, or perfectly balanced.

Visualises claims, limits, and geographical coverage: Especially for expats, knowing where your cover applies is crucial. Forgettable helps you understand your protection geographically, Singapore, home country, travel, and where the blind spots are.

In short: It’s life admin, but easier. It’s insurance, but finally modern.

Clarity = Confidence abroad

One of the biggest emotional undercurrents I see in expat financial planning is uncertainty. We’re far from home. Our systems are different. Our support networks shift. Insurance is one of the few tools that gives people stability and confidence, but only if they understand what they have.

Having everything centralised not only helps clients make better decisions, it also empowers them with knowledge. And when someone understands their foundation, they’re far more prepared to build on it; whether that means topping up critical illness, adding maternity riders, or planning long-term medical insurance as a foreigner in Singapore.



Why I’m sharing this

I don’t often highlight specific platforms, but I think forgettable is solving a very real pain point, especially for expats who already juggle more admin, more uncertainty, and more moving pieces than the average person.

Anything that helps people gain clarity, save time, and make smarter decisions about their protection is a win in my books.

If you’d like to explore forgettable, , their website is http://forgettable.ai [forgettable.ai] &

their recent features and direction have also been covered in:
– E27: https://e27.co/forgettable-insurance-startup-20251024/ [e27.co]
– Tech In Asia: https://www.techinasia.com/startup-demystify-insurance [techinasia.com]
– The Straits Times: https://www.straitstimes.com/paid-press-releases/a-new-app-just-launched-and-it-fixes-the-one-thing-youve-been-ignoring-insurance-20251015 [straitstimes.com]


And of course, if you ever want help understanding your insurance planning or how your existing coverage fits into your wider financial goals, I’m always here. Because the right insurance should protect you, not confuse you.

Can You Really Retire in Singapore?

Singapore is a city that dazzles with opportunity – efficient transport, world-class healthcare, clean streets, and a thriving expat community. It’s no wonder many dream of retiring here. But as an expat, the question isn’t just “Can I live here?”, it’s “Can I retire here comfortably and sustainably?”

The answer depends on planning, lifestyle choices, and a clear understanding of the financial realities of expat retirement.



1. Understand What Retirement Means for You

Retirement isn’t just a number in your bank account, it’s a lifestyle. For some, it means early mornings at the golf course and evenings exploring cultural events. For others, it’s quiet days at home or travel abroad.

Ask yourself:
• How do I want to spend my time?
• Where do I want to live in retirement?
• What standard of living am I aiming for?

Answering these questions early helps shape your financial plan and determines how much you’ll actually need.



2. The Cost of Living: Realistic Expectations

Singapore offers a high standard of living, but it comes at a cost. As an expat retiree, you need to budget for:
Housing: Rental or purchase costs can vary widely depending on location and property type.
Healthcare: While Singapore has excellent healthcare, private medical care is costly without insurance. Planning for comprehensive coverage is essential.
Daily living expenses: Food, utilities, transportation, leisure activities, and domestic help if needed.

Realistically, retirement in Singapore requires a substantial financial buffer. It’s not impossible, but it demands planning and disciplined saving.



3. Saving and Investing for Retirement

The traditional approach of a local pension may not apply to expats. Instead, consider:
SRS (Supplementary Retirement Scheme): Offers tax-deferred contributions and flexible investment options.
Global investment portfolios: Diversified equities, bonds, and funds can grow wealth in a way that’s accessible internationally.
Property: Owning a home can provide stability, but it’s essential to weigh upfront costs and ongoing maintenance.

The key is building multiple layers, some funds accessible in the short term, others growing for long-term security.



4. Health Planning: The Overlooked Factor

One of the biggest risks to expat retirement is healthcare costs. While Singapore’s healthcare system is excellent, private medical care can be expensive without coverage.

Strategies to consider:
• Maintain comprehensive health insurance valid through retirement.
• Include coverage for chronic conditions or long-term care.
• Consider a savings buffer specifically earmarked for healthcare emergencies.

Being proactive about health planning prevents unexpected expenses from eroding your retirement security.



5. Immigration and Residency Considerations

Retirement as an expat isn’t just a financial decision, it’s a legal one. Your ability to live long-term in Singapore depends on visa eligibility:
Long-Term Visit Pass (LTVP): For family members of citizens or permanent residents.
Employment Pass or EntrePass extensions: If planning to continue to work or run a business.
Permanent Residency (PR): Provides greater security but has eligibility criteria and obligations.

Unlike in some countries where retirees can simply buy residency, Singapore’s rules mean that your financial independence must align with immigration pathways.


6. Currency and Cross-Border Planning

Even if your retirement savings are in Singapore dollars, consider:
Currency diversification: Savings in multiple currencies can hedge against fluctuations.
Support for family abroad: Factor in potential remittances or financial support.
Investment portability: Choose assets that can be accessed internationally, in case plans change.

The financial identity shift we discussed earlier applies here: your money must be mobile and adaptable.



7. Lifestyle Planning: Balancing Comfort and Reality

Many expats underestimate lifestyle expenses in retirement. For example:
• Regular dining out or entertainment can quickly add up.
• Travel and home maintenance costs are ongoing commitments.
• Social expectations and hobbies can inflate budgets.

A clear picture of your desired lifestyle allows you to plan realistically, so you can enjoy retirement without constantly worrying about money.



8. Practical Steps for Retiring in Singapore


1. Set a target retirement budget: Include housing, healthcare, daily expenses, and discretionary spending.
2. Build layered savings and investments: Mix accessible funds with long-term growth vehicles like SRS and global portfolios.
3. Plan for healthcare: Comprehensive insurance and a dedicated medical savings buffer.
4. Review immigration options: Align financial planning with visa or PR eligibility.
5. Consider contingency funds: For unexpected expenses or changes in plans.
6. Regularly review and adjust: Life abroad is dynamic; retirement planning should be iterative.

Taking these steps ensures that retirement in Singapore is both achievable and enjoyable, rather than stressful or uncertain.



9. The Mindset Shift for Expat Retirement

Retiring abroad requires a shift from “what I want now” to “what I need sustainably”. It’s not about limiting your lifestyle, it’s about:
• Being realistic about costs.
• Building financial resilience.
• Planning for legal and healthcare contingencies.
• Ensuring flexibility if circumstances change.

With the right preparation, Singapore can offer a secure, comfortable, and enriching retirement for expats who plan carefully.



If you’re considering retiring in Singapore or want to understand what long-term financial independence looks like for expats, my blog and podcast offer practical guides, examples, and tips tailored to your unique situation. You can explore more here or reach out personally for more information.

Planning for Tomorrow When You Don’t Know Where You’ll Live

One of the most challenging aspects of expat life is uncertainty. Unlike at home, where long-term plans might feel straightforward, living abroad often comes with a question mark over your future: visa renewals, career moves, family considerations, or even global events can change your plans overnight.

This uncertainty can make planning for the future feel impossible. Yet, it’s exactly this uncertainty that makes financial foresight more important than ever. You need a plan that works whether you stay in Singapore for five years, twenty, or decide to move again.



1. Embrace Portability as a Guiding Principle

When you’re unsure how long you’ll stay in one place, the first step is thinking about portability in every financial decision:
Investments: Choose assets that can be accessed globally or moved without heavy penalties. International equities, funds, or offshore accounts can give you flexibility.
Banking: Maintain accounts that allow smooth transfers and currency conversions. A local account is essential for daily expenses, but an international account can safeguard your savings.
Insurance: Life, health, and disability coverage should be valid internationally or easily transferable.

Portability is about freedom. Your money should move with you, not tie you down.



2. Build a Flexible Financial Foundation

Even with uncertainty, some financial basics remain universal:
Emergency fund: Aim for 6–12 months of expenses in a liquid account. This ensures you can handle sudden changes, from visa delays to unexpected relocation costs.
Debt management: Minimise high-interest debt and be mindful of local credit rules. Keeping debt low ensures options stay open if plans change.
Essential insurance: Health insurance, critical illness coverage, and life insurance provide stability and peace of mind, even in a changing environment.

The key is not rigidity; it’s creating a foundation that adapts to different scenarios.



3. Think in Scenarios, Not Certainties

Instead of planning as if life will stay static, think in “what if” scenarios:
Scenario 1: You stay in Singapore long-term. What are the investment and savings steps that make sense locally?
Scenario 2: You move abroad again in 3–5 years. How can your finances be transferred, protected, and grown internationally?
Scenario 3: Life circumstances change unexpectedly — career, family, or health. What safety nets do you need?

By mapping out these scenarios, you gain clarity and control. You’re not trying to predict the future, you’re preparing for it, whatever shape it takes.



4. Prioritise Liquid Assets and Accessible Savings

Uncertainty makes liquidity a priority. Avoid tying up all your resources in illiquid investments or long-term contracts that penalise early withdrawal. Consider:
Savings accounts in local and foreign currencies for flexibility.
Short- to medium-term investments that can be accessed if relocation becomes necessary.
Diversified portfolios to balance growth with security, without locking all capital in one market.

Liquidity isn’t just a safety net; it’s freedom to move without financial stress.



5. Use SRS and Other Flexible Investment Vehicles

In Singapore, the Supplementary Retirement Scheme (SRS) can be a strategic tool for expats. It allows for:
Tax deferral on contributions, easing your current cash flow.
Investment flexibility, as funds can be placed in a variety of financial instruments.
Portability, as the SRS account remains yours even if you leave Singapore.

Pairing SRS with offshore or global investment options creates a layered approach: some funds are accessible now, others grow tax-efficiently for the future.



6. Protect Your Family and Loved Ones

Planning isn’t only about yourself, if you have dependents, consider:
Life insurance to provide for your family regardless of your location.
Estate planning to ensure assets are distributed according to your wishes internationally.
Emergency communication plans for family abroad, including funds and contingencies.

These steps reduce stress and protect loved ones if relocation or unforeseen events occur.


7. Make Planning Practical, Not Overwhelming

It’s easy to feel paralysed by uncertainty, but planning doesn’t need to be complicated:
Set small, actionable goals: automate savings, schedule portfolio reviews, and update insurance.
Review quarterly: life changes quickly abroad; a regular check-in keeps your plan aligned.
Seek guidance: a financial advisor familiar with expat challenges can provide clarity and structure.

The aim is confidence, not perfection. You’re creating a roadmap that works across multiple possibilities.



8. The Mindset Shift: Planning for Flexibility

Ultimately, planning while living abroad requires a mindset shift:
• From certainty to flexibility: accepting that plans may change but your preparedness remains constant.
• From accumulation to alignment: ensuring that savings and investments support your lifestyle and values, not just numbers on a balance sheet.
• From fear to empowerment: using financial planning as a tool to create freedom, not anxiety.

When you adopt this mindset, uncertainty transforms from a source of stress into an opportunity for intentional living.



If you’re navigating life abroad and want guidance on creating a portable, flexible financial plan, I explore strategies for saving, investing, and protecting your future on my blog and podcast. Find practical tips and real-life examples here or reach out to find out more.

Luxury or Lifestyle? Decoding Expat Spending Habits

Living in Singapore as an expat comes with a unique set of opportunities; world-class food, vibrant social scenes, excellent gyms, and cultural experiences that can make life feel full and exciting. But it also comes with a challenge many expats don’t initially anticipate: deciding how to spend your money without losing sight of what truly matters.

It’s easy to slip into a pattern where your spending is influenced more by social comparison than by personal fulfilment. That’s where the distinction between lifestyle spending and luxury spending becomes essential. Understanding this difference can transform not only your bank balance but your sense of wellbeing as an expat.



1. Lifestyle Spending: Enhancing Daily Life

Lifestyle spending is money used to improve your quality of life, not just signal wealth. It’s about comfort, convenience, and personal enjoyment. Examples include:
• A membership at a fitness studio that energises you and keeps you healthy.
• Attending cultural events or workshops that bring joy and connection.
• Occasional dining at a restaurant you genuinely love, rather than somewhere just to impress friends.

The common thread? Lifestyle spending aligns with your values and priorities. It supports your well-being, relationships, and growth. It’s money well spent because it has a tangible, positive impact on your life.



2. Luxury Spending: Status Over Substance

Luxury spending, by contrast, is often influenced by perception rather than personal value. It’s when purchases are driven by:
• A desire to “keep up” with peers.
• The assumption that higher cost equals higher status.
• The need to project a particular lifestyle to the outside world.

Examples might include designer goods you rarely use, expensive gadgets bought for image, or memberships that don’t align with your interests but are “expected” socially.

The danger of luxury spending isn’t the occasional treat…it’s the habit of over-prioritising image over utility or joy, which can quietly erode your financial stability.



3. Why Expats Are Especially Susceptible

Expats often face unique pressures that make luxury spending feel “normal”:
Social comparison: You see peers living in stylish condos, driving new cars, or dining out frequently. It’s natural to measure yourself against that.
Temporary mindset: Feeling like your time abroad is limited can create a “spend now, worry later” mentality.
High cost of living: When everything seems expensive, it’s easy to justify splurges as deserved or necessary.

Recognising these pressures is the first step to taking control of your spending habits.

4. Decoding Your Own Spending Patterns

Here’s a simple framework to help identify whether your spending is lifestyle-driven or luxury-driven:
1. Ask yourself the why: Does this purchase bring me lasting value, convenience, or joy — or am I doing it to look good or fit in?
2. Measure impact: Will this spend improve my daily life, my health, or my relationships? Or is it purely external validation?
3. Track habit frequency: Occasional indulgence is fine. When purchases become routine and don’t align with your values, it’s a red flag.
4. Check alignment with goals: If you’re saving for a home, building a safety net, or planning long-term investments, does this spending move you closer or farther from those goals?

By honestly evaluating your purchases, you begin to spend intentionally rather than reactively.




5. Strategies for Intentional Expat Spending

Here are practical steps to maintain a balance between lifestyle enjoyment and avoiding unnecessary luxury spending:
Set clear values: Write down what matters most to you — health, experiences, learning, travel, security. Use these as your spending compass.
Budget by purpose: Create categories for essential, lifestyle, and occasional luxury spending. Allocating in advance reduces impulse decisions.
Use conscious indulgence: Plan luxury purchases intentionally. Buy that designer bag or tech gadget when it truly brings joy, not just because “everyone else has it.”
Evaluate subscriptions and memberships: Are they genuinely used or just collecting digital dust? Cancel or pause those that don’t add value.
Track mindset shifts: Regularly reflect: “Did this purchase enhance my life, or my image?” Journaling or a quick monthly review can build awareness.


6. When Lifestyle Spending Feels Luxurious

Interestingly, lifestyle spending can feel luxurious, and that’s okay. The difference lies in motivation and impact.

For example:
• A weekend getaway with friends might feel like a luxury, but if it strengthens connections and rejuvenates you, it’s a value-aligned investment.
• Cooking classes or personal training sessions might seem expensive, but the skills, confidence, and health benefits are lasting returns.

By framing spending around personal value rather than social signal, you can enjoy the richness of Singapore’s lifestyle without financial guilt.



7. The Emotional Payoff of Spending Aligned with Values

When you shift from reactive or image-driven spending to intentional lifestyle spending, the benefits extend beyond your bank balance:
Reduced anxiety: You no longer feel pressured to keep up with peers.
Greater satisfaction: Purchases bring real joy or improvement, not fleeting status.
Financial clarity: Your money works for you, not against you.
Confidence in long-term planning: When your spending aligns with your values, saving and investing becomes less of a chore and more of a natural extension of your lifestyle.

It’s not about austerity, it’s about making choices that honour both your life today and your life tomorrow.


Understanding the difference between lifestyle and luxury spending is a cornerstone of financial freedom as an expat. On my blog and podcast, I explore strategies for managing expenses, building a resilient portfolio, and aligning money with your values while living abroad. You can dive deeper here, or reach out to find out more.

The Financial Identity Shift: From Local to Global Citizen

Moving abroad isn’t just a change of address; it’s a shift in perspective, priorities, and, often, finances. As an expat in Singapore, you might have noticed that the way you used to think about money back home doesn’t quite fit anymore. The same salary, the same savings habits, the same assumptions about investments, suddenly, they feel… different.

This is what I like to call the financial identity shift. It’s subtle, emotional, and deeply practical all at once. And understanding it is the first step to making smart, empowered financial decisions while living abroad.

1. From Familiar to Fluid: Your Money Mindset Changes

When you were at home, your financial decisions were guided by context you understood: local property markets, familiar banks, tax rules, and long-established social safety nets. Moving abroad disrupts that framework. Suddenly:
• Your salary is in a different currency.
• Your banking options feel more complicated.
• Long-term savings and retirement planning require new structures.

You may start asking questions you never considered:
• “Should I invest locally or offshore?”
• “How do I protect my family if we’re in different countries?”
• “What happens if my visa status changes?”

These questions aren’t just logistical; they signal a shift in how you define financial security. The comfortable rules you once followed no longer apply, and you need to build a new framework; one that fits a more fluid, international life.


2. Spending in Singapore: Lifestyle vs Luxury

One of the biggest adjustments expats notice is the cost of living, and the temptation to spend. Singapore offers incredible lifestyle options, from world-class food and shopping to vibrant cultural experiences. It’s easy to slip into patterns where spending feels like self-expression, rather than necessity.

Here’s the key distinction:
Lifestyle spending: Money that enhances your daily experience…a weekend brunch with friends, a fitness class that keeps you energised, or a hobby that brings joy.
Luxury spending: Money that signals status or attempts to match someone else’s standard of living, rather than improving your own well-being.

Many expats find themselves overspending because they’re trying to adapt or fit in, rather than consciously choosing what adds value. Recognising the difference is critical. Start by asking: “Does this expense make my life better, or just look better?”



3. Your Portfolio Becomes Portable

Back home, retirement might have been a distant, almost automatic consideration; a pension or provident fund, a property plan, or a steady investment account. Abroad, the picture is more nuanced.
Flexibility is everything: You want investments that can travel with you, rather than being tied exclusively to one country.
Diversification matters more: Currency fluctuations, different regulations, and international exposure mean your portfolio should be resilient to change.
Offshore options: International equities, bonds, and funds can provide access to global markets, while local accounts like the SRS can offer Singapore-specific benefits.

The financial identity shift here is about thinking of your money as mobile and adaptable, not fixed. You are building a plan that works whether you stay in Singapore for five years or twenty.


4. Currency Awareness and Cross-Border Considerations

One of the more practical but often overlooked aspects of this shift is currency awareness. Even if your salary is in Singapore dollars, you might still have family, property, or investments elsewhere. Changes in exchange rates can have a real impact on your savings and lifestyle.

Tips to navigate this:
• Keep some savings in the currency you’ll spend it in most frequently.
• Consider regular small transfers if you need to support family abroad…it’s often cheaper than lump-sum conversions.
• Use local accounts for day-to-day living to avoid repeated conversion fees.

By recognising the financial identity shift, you start seeing your money in relative, global terms, rather than just what the balance shows at the end of the month.



5. Emotional Side of Money Abroad

Money isn’t just numbers, it’s deeply tied to identity, comfort, and belonging. Expats often report feeling “less financially secure” despite having higher earnings than at home. Why?
• You’re building systems from scratch.
• You might not have extended family nearby as a fallback.
• Local rules, cultural norms, and hidden costs make planning feel complicated.

Acknowledging this emotional side is vital. Instead of forcing yourself to replicate old financial patterns, redefine what security and success mean for your current context.


6. Practical Steps to Embrace Your New Financial Identity

Here are some actionable strategies to help make this shift concrete:
1. Audit your spending: Separate lifestyle from luxury. Know what brings you value.
2. Build portable investments: Focus on assets that are flexible and accessible internationally.
3. Plan for contingencies: Emergency funds, insurance, and legal structures protect you and your family.
4. Educate yourself: Learn about Singapore’s financial landscape, SRS options, and local investment vehicles.
5. Revisit your mindset regularly: Check in with your goals, lifestyle choices, and whether your money aligns with your values.

Each step reinforces the idea that being an expat isn’t just a geographic move — it’s a mindset shift, and your financial life should reflect that.


7. Looking Forward: Building Confidence as a Global Citizen

The financial identity shift can feel unsettling at first. Old habits don’t work, and everything feels new and complicated. But this is also an opportunity: to design a financial life that is aligned with your values, flexible across borders, and resilient for the long term.

Being a global citizen doesn’t mean abandoning your roots, it means choosing consciously what matters to you and how you want to live. Your finances can support that, rather than dictate it.


If you’d like a practical guide to navigating this shift, I’ve broken down strategies for spending, investing, and building a safety net for expats in Singapore on my blog and podcast. You can explore more tips and real-life examples here, or reach out to find out more.

The ENTERTAINER Singapore 2026: More savings, more brands, more reasons to celebrate

Smart savings and dining app, the ENTERTAINER Singapore has launched with its greatest version yet – including double the offers for super fans who purchase this October.

SINGAPORE, 8 OCTOBER 2025: Singapore’s go-to dining and lifestyle savings app, the ENTERTAINER today launches its 2026 membership – and it’s better than ever.

Available to pre-purchase now, the ENTERTAINER Singapore 2026 unlocks over 2,000 1-for-1 offers for the best restaurants, attractions, activities, spas, salons and much more across the country.

From its early days as a well-loved book of vouchers, the ENTERTAINER has grown into a global lifestyle companion that helps thousands of people do more of what they love for less. The 2026 membership promises to take the user experience to the next level with a huge range of merchants, refreshed UX/UI, and even more exclusive offers than ever before.

As well as a sleek design, the app is also taking a step forward with even smarter technology. Powered by Amazon Web Services (AWS), the ENTERTAINER has integrated AI functionality via its H.A.P.I™ system, delivering personalised recommendations and real-time responses.

To celebrate the early launch, customers can pre-buy the ENTERTAINER Singapore 2026 membership for SGD 80, grabbing 15 months of savings for the price of 12 and start saving today.

Plus, for a limited time only, those who buy now can also go “XL” and access double the offers – that’s 6 per merchant rather than 3. It’s a no-brainer.

The ENTERTAINER Singapore 2026; what’s new?

  • AI-functionality, H.A.P.I™: An in-app assistant at-your-fingertips to answer all your ENTERTAINER queries.
  • Refreshed look: Sleek, modern interface for easier browsing and savings hunting!
  • Personalised experience: Smarter suggestions tailored to your lifestyle, whether its weekend fine dining or family fun.
  • Bigger and better brands: Singapore’s hottest restaurants, best bars, favourite cafes and family-friendly attractions are all included.

“The ENTERTAINER has always been about making every day more fun, more rewarding, and more affordable – and never more so than in today’s booming Singapore,” says Donna Benton, Founder and CEO of the ENTERTAINER. “With our new 2026 membership, we’re giving residents and visitors even more desirable brands, smarter savings, and endless ways to do more of what they enjoy – despite the rising costs we all face.”  

More is more!

The ENTERTAINER Singapore 2026 promises to make the unaffordable, affordable, providing 2,000 ways to save throughout the year. Members can enjoy 1-for-1 main courses at sought-after spots such as Bedrock Origin, Ginkyo by Kinki, Les Bouchons Rochester, Tapas 24 Singapore, Noa by Olivia, Fireplace by Bedrock, The Spot and Qi House of Sichuan or celebrate the weekend with long, lazy lunches at Harry’s, Hopscotch, Liberty Singapore and PAUL Bakery. They can grab two for the price of one at crowd-pleasing attractions for the whole family including BOUNCE, Singapore Island Cruise and Forest Adventure. And relax and recharge with 1-for-1 treatments at salons and spas including Elements Wellness, Ritual Spa and Innersense Signature.

With the return of much-loved favourites like Brotzeit German Bier Bar & Restaurant, Plank Sourdough Pizzas, Plain Vanilla and Smooy and the addition of new-to-the-app venues including L’Angelus, Wowfish and Cha Mulan, there really is something for everyone.

Customer making a mobile payment at a coffee shop – small business concepts

The ENTERTAINER global turns 25!

2026 also marks the 25th anniversary of the global ENTERTAINER brand.

Established in Dubai in 2001 by serial entrepreneur Donna Benton, the brand evolved from a hard copy book to the digital app that leads the industry today. As the ENTERTAINER grew in popularity, the company expanded across the GCC and beyond. Memberships were launched in Qatar and Bahrain in 2008, Oman in 2010, Kuwait and KSA in 2012, and touched down in Singapore in 2013. Proof that smart saving is universal.

The ENTERTAINER has been there for birthdays and brunches, special occasions and mid-week treats. It has been an honour to be a part of so many people’s lives over the past quarter of a century – and the app is just getting started!

At 25, the ENTERTAINER is as fresh as ever, helping people to discover the best experiences their cities have to offer while saving along the way,” says Donna. “The ENTERTAINER Singapore 2026 app takes that promise forward – giving people more choice, more moments, and more memories. 25 years is proof that a great product never goes out of style.

About the ENTERTAINER Singapore 2026:

  • The ENTERTAINER Singapore 2026 is available to purchase now via the app or website for SGD 80. PLUS, for a limited time only, those who pre-buy will go “XL” and receive 6 offers per merchant instead of 3.
  • The app includes over 2,000 1-for-1 offers for the best dining, attractions, spas, salons, fitness, hotel stays and much more throughout the Singapore – all valid 7 days a week. 
  • Key merchants for 2026 include Bedrock Origin, Ginkyo by Kinki, Les Bouchons Rochester, L’Angelus, Forbidden Duck, The Spot, Qi House of Sichuan, PAUL Bakery, Hopscotch, Harry’s, Brotzeit German Bier Bar & Restaurant, The Marmalade Pantry, Plain Vanilla, Wowfish, Smooy, Baskin Robbins, Dunkin Donuts, Cha Mulan, BOUNCE, Forest Adventures, Spirit Stretch, Elements Wellness, Ritual Spa and many more.  
  • Valid to 30th December 2026, members who pre-buy will get free access to 2025 offers and can start saving now. 
  • Can be shared with up to 3 people via members’ Family Account.

Please download the app or go towww.theentertainerme.com to learn more.


Financial Exit Planning: Preparing for Life After Singapore

Singapore is one of the best places in the world for expats to grow their wealth — low taxes, access to global markets, and a vibrant financial ecosystem. But what happens when your time here comes to an end?

Many expats overlook financial exit planning until the very last moment, leaving them exposed to unnecessary taxes, lapses in insurance, or even frozen assets. Whether you’re relocating for work, moving home, or shifting to a third country, the decisions you make before you leave Singapore will shape your financial security for years to come.

In this article, we’ll cover the key areas expats need to consider when planning their financial exit from Singapore.


1. Investments & Bank Accounts


Local Bank Accounts: Many banks require you to maintain residency to keep an account open. Check whether you’ll need to close your account or maintain a minimum balance to keep it active.
Brokerage & Investment Accounts: Ensure your investments can continue to be managed once you’re no longer Singapore-resident. Some platforms restrict services if you move to certain countries.
Repatriation of Funds: Think about exchange rates, transfer costs, and the best timing for repatriating savings.

Tip: Keep at least one Singapore account open if possible; it makes final bills, tax refunds, and loose ends much easier to manage.



2. Retirement Savings


Supplementary Retirement Scheme (SRS): If you’ve contributed to SRS, know the withdrawal rules. Premature withdrawals (before retirement age) are taxed at your prevailing rate, but timing can reduce your liability.
Pensions & Overseas Schemes: Map out how your Singapore savings interact with home-country pensions or new schemes in your destination.

Tip: Exiting at a time when your taxable income is low (e.g., between jobs) may make an SRS withdrawal more efficient.



3. Insurance Cover


Medical Insurance: Corporate coverage typically ends with your employment. Will you be uninsured between leaving Singapore and settling in your next country? Consider a global health policy that travels with you.
Life Insurance: Review whether your policy is portable; some remain valid worldwide, others don’t.
Property & Liability: If you own property in Singapore, make sure you keep the right coverage in place after departure.

Tip: Don’t cancel health coverage until you have new protection in place abroad. Gaps in cover can leave you vulnerable.



4. Tax Implications


Final Year of Assessment: You’ll need tax clearance (IR21) from IRAS before leaving. Your employer is obliged to withhold your salary until this is processed.
Double Tax Treaties: Check whether your home country has a tax treaty with Singapore to avoid being taxed twice on the same income.
Capital Gains: While Singapore doesn’t tax capital gains, your new country might. Selling assets before departure may sometimes be more efficient.

Tip: Work with a cross-border tax adviser if you’re moving to a higher-tax jurisdiction — it could save you significantly.



5. Estate Planning


Wills & Beneficiaries: Review whether your Singapore will (if you have one) still applies in your next country.
Cross-Border Assets: Holding assets in multiple countries can complicate probate. Consider trusts or nominations for smoother transfer.
Inheritance Rules: Civil law countries (like France, Italy, or Spain) have forced heirship rules, which can override your wishes.

Tip: Update your will as part of your exit checklist — one less stress when moving abroad.



6. Practical Exit Checklist



Before you book your one-way ticket, make sure you’ve ticked off:
• ✅ Tax clearance (IR21) filed and approved
• ✅ Bank accounts updated or closed
• ✅ Investments reviewed for cross-border impact
• ✅ Insurance (health, life, property) secured for transition
• ✅ Wills and estate plan refreshed
• ✅ Professional advice sought for tax and repatriation



Leaving Singapore isn’t just about packing boxes and booking movers… it’s about making sure your wealth, health cover, and legacy travel with you. By preparing ahead, you can exit smoothly and avoid costly surprises.

Your financial journey doesn’t end at Changi Airport, it evolves. With careful planning, you can take the benefits of your time in Singapore with you, wherever life leads next.

If you’re preparing to leave Singapore, whether in six months or six years, now is the time to get your finances in order. For more expat-friendly tips on investing, insurance, and financial planning, visit danielleteboul.com for the rest of my articles— your guide to managing money as an expat in Singapore.

The Real Cost of Being an Expat in Singapore: What You Need to Know

Singapore regularly tops the charts as one of the world’s most expensive cities. For many expats, this comes as no surprise: the glossy high-rises, Michelin-starred restaurants, and international schools paint a picture of luxury. But what does expat life here really cost? And how do you avoid falling into the “expat trap” of overspending without realising it?

In this article, I’ll walk you through the true costs of living in Singapore as an expat, the hidden expenses you might not expect, and the strategies you can use to enjoy life here without sacrificing your long-term financial goals.



Housing: Your Biggest Expense

For most expats, rent is the single largest monthly outgoing.


Rental market realities: A three-bedroom condo in central Singapore can easily run between SGD 7,000–10,000 per month. Even outside the central districts, newer condos often sit around SGD 4,000–6,000.
Hidden costs: Many first-timers don’t factor in agent commissions, stamp duties, or the two-month deposit. Moving costs, furniture, and utilities quickly add up.
Lifestyle creep: It’s easy to be lured into a glossy condo with pools, gyms, and concierge services, especially when “everyone else in the expat circle” seems to live that way.

Smart strategy: Decide early on what you value most – space, location, or amenities. Look slightly outside prime districts (think Novena, East Coast, or fringe areas) for significant savings. And don’t be afraid to negotiate: in softer rental markets, landlords often prefer securing a stable tenant over holding out for a higher rate.


Schooling & Education



If you have children, education can rival rent as your biggest financial commitment.


International schools: Annual tuition can range from SGD 25,000–40,000 per child, excluding uniforms, extracurriculars, and trips.
Hidden fees: Application costs, technology levies, and even bus transport can be surprisingly steep.
Waitlists: Some of the most popular schools require application years in advance, pushing parents to consider multiple options or last-minute relocations.

Smart strategy: Budget well beyond tuition. If you know you’ll fund university abroad later, start early with dedicated investment accounts. Offshore education savings plans or a globally diversified portfolio can help smooth out future costs.



Healthcare Costs



Singapore has excellent healthcare, but it’s not cheap, especially for foreigners.
Corporate coverage: Many expats rely on their employer’s health plan, but coverage limits can be low, and dependants aren’t always included.
Out-of-pocket surprises: A GP visit might cost SGD 40–70, but specialist consultations or scans can easily run into the hundreds. Private hospital stays can cost thousands per night.
Insurance gaps: Without an Integrated Shield Plan or international medical insurance, you could face hefty bills for surgery or long-term care.

Smart strategy: Review your coverage early. If your corporate plan is thin, consider supplementary insurance while you’re still healthy and eligible, it’s far cheaper to buy cover before you need it.



Transport & Lifestyle


Transport is another area where costs vary dramatically.
Public transport: The MRT and bus system is efficient and affordable, with most journeys costing under SGD 2.
Owning a car: This is where costs explode. Between the Certificate of Entitlement (COE), insurance, maintenance, and petrol, monthly costs can reach SGD 2,000–3,000 easily.
Eating out: Hawker food is famously affordable at SGD 5–8 per meal. But expats often gravitate towards restaurants, cafés, and bars — where a dinner for two with wine can top SGD 200.
Alcohol & entertainment: Import duties make alcohol pricey. A single cocktail may cost SGD 20–30, and wine markups are significant.

Smart strategy: Strike a balance. Enjoy hawker culture during the week and save splurges for weekends. If you don’t need a car, skip it. Grab and GoJek are usually far more cost-effective.



Travel & Repatriation



One of the joys of being based in Singapore is its proximity to Asia-Pacific destinations — Bali, Tokyo, Bangkok, Sydney are all a short flight away. But travel costs add up.
Family flights: A return trip to Europe or Australia for a family of four can exceed SGD 6,000–10,000.
Relocation costs: Few people factor in eventual departure expenses: shipping, storage, pet relocation, and temporary accommodation while waiting for visas.

Smart strategy: Treat travel as part of your annual budget. Use miles programmes strategically, book flights early, and build a “repatriation fund” to cover the costs of your eventual move.



The Hidden Costs Nobody Talks About



Beyond the obvious categories, there are smaller but significant costs:

Helpers: If you employ a domestic helper, costs include monthly salary (SGD 600–900), the foreign worker levy, insurance, and annual leave flights.
Social life: The “expat bubble” often encourages frequent brunches, memberships, and nights out, which can quietly add up to thousands per month.
Emotional cost: While harder to quantify, there’s also the mental fatigue of keeping up with social expectations and lifestyle pressures.



How to Take Control

The good news? With planning, you can enjoy Singapore’s lifestyle without draining your wealth.
Build a realistic budget: Track actual expenses for 3–6 months to get a true picture of your spending.
Set guardrails: Decide which luxuries matter (maybe travel) and which don’t (maybe daily fine dining).
Automate savings: Pay yourself first. Direct part of your salary into investments before lifestyle costs eat it up.
Think long term: Singapore’s high salaries are an opportunity. Use these years to accelerate wealth building rather than watching it slip away.




Singapore is a wonderful place to live and work, offering safety, opportunity, and a high quality of life. But it’s also easy to overspend if you don’t know the real costs of expat living. By approaching your finances with intention, you can enjoy the best of what Singapore has to offer and secure your long-term financial independence.

Healthcare Beyond Corporate Insurance

Most expats in Singapore breathe a sigh of relief when their employer hands them a shiny corporate health insurance card. But here’s the catch; that coverage might not be as comprehensive as you think, and it almost certainly isn’t designed with your long-term needs in mind. Singapore’s healthcare system is world-class, but it’s also expensive if you need private care or aren’t covered. Relying solely on corporate insurance could leave you with gaps, especially if you switch jobs, leave Singapore, or face a major medical event.

1. Public vs Private Healthcare in Singapore

Public (Subsidised): Lower cost but longer wait times, eligibility depends on residency status (most expats aren’t entitled to subsidies).
Private: Shorter wait times, wider choice of doctors, more personalised care — but higher cost.
Example: A private room for surgery can easily exceed SGD 20,000, depending on complexity.

2. The Limits of Corporate Health Plans

Coverage Caps: Many corporate plans have annual and lifetime limits that may not cover high-cost conditions.
Geographical Restrictions: Some policies only cover treatment in Singapore.
Job-Linked Risk: Lose your job, lose your cover — sometimes instantly.
Pre-Existing Conditions: If you change employers, your new insurer might not cover them.

3. Supplementary Health Insurance Options

Integrated Shield Plans (IPs): Available to PRs and citizens; some insurers allow foreign residents to join with restrictions. Offers access to private hospitals and higher claim limits.
International Health Plans: Tailored for expats, with global coverage, useful if you travel or might relocate.
Critical Illness Cover: Pays a lump sum on diagnosis of specified conditions, useful for covering out-of-pocket costs.

4. Re-Entry Medical Cover for Relocation

If you plan to move back to your home country, think ahead:
• Some countries have waiting periods for public healthcare eligibility.
• Private insurance might require medical underwriting — harder to get as you get older or if you’ve had health issues.
• Consider portable plans that can move with you.

5. How to Assess Your True Coverage Needs

Ask yourself:
• Would I want private treatment for a major condition?
• Could I afford the shortfall if my corporate plan’s cap is exceeded?
• Am I likely to move to a country with high healthcare costs in the next 5–10 years?

6. Cost vs Value

Yes, private insurance can feel expensive; but compare the premiums with the potential cost of uncovered treatment. The peace of mind is often worth it. Corporate insurance is a great benefit, but it’s just that: a benefit, not a plan. For long-term peace of mind, think beyond your current job and ensure your health cover can keep up with your life, wherever it takes you.