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What Leaders Get Wrong About Joining a New Industry

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What Leaders Get Wrong About Joining a New Industry

Senior executives who move across industries are hired for their difference. The track record in another sector, the capability the industry hasn’t developed, the willingness to challenge assumptions that have stopped being questioned. The rationale is usually sound. What organisations consistently underestimate is how long it takes for that difference to become an asset rather than a liability.

Athalie Williams knows this from experience. After 14 years at Accenture spanning financial services, telecommunications, healthcare and industrials across Australia and Southeast Asia, she moved into a senior corporate role at National Australia Bank. From there, she went to BHP, the world’s largest mining and resources company. Then to BT Group (British Telecommunications), one of the UK’s largest employers, navigating a shift from telecommunications provider to technology company. Each move required her to unlearn something. The rhythm of decisions. The dynamics of regulation. The unspoken logic of how organisations in a given sector measure success. “Every time you change industry, there is a period where the experience that got you hired is not yet working for you, because the context that made it valuable is no longer there,” she says. “The leaders who struggle most are the ones who do not recognise that period is happening.”

The Hire and the Gap

The premise of a cross-sector hire is that the incoming executive brings something the organisation lacks. An external perspective. A capability the sector has not developed. A track record that signals what is possible. The rationale is well-founded: boards increasingly recruit from outside to force a break with established thinking and bring in approaches the sector has not tried.

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The problem is not the premise. Almost every time an executive transition fails, the failure is a surprise to the executive themselves, their C-suite, their board, and their teams. The story goes like this: they have been high performers with track records of strong results, engaged teams, and deft handling of ever-more-challenging assignments. And then they step into a new context, and the same qualities produce different results.

DDI’s Leadership Transitions Report 2021, drawing on data from more than 15,000 leaders across 1,740 organisations, found that 35% of internally promoted executives are considered failures in their transition period, and that figure rises to 47% for external hires. The cross-sector move compounds those odds further still. The incoming leader must navigate a new organisation and, beyond that, a fundamentally different operating logic.

It is worth saying plainly: even when both the intent and the approach are sound, these transitions do not always run to plan. The responsibility for outcomes is shared. Organisations that hire across sectors carry an obligation to create the conditions that allow incoming leaders to succeed, and leaders who arrive with strong instincts must balance confidence with genuine curiosity about how the new context actually works. When transitions falter, the cause is rarely one or the other. It is usually both.

What the New Sector Does Not Tell You

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Williams identifies a common failure mode: the incoming leader who arrives with well-developed instincts, a strong point of view, and an understandable desire to demonstrate early impact. The instincts are real. The point of view is usually valuable. But the desire to move quickly, before the context has been properly understood, is where things go wrong.

“There is a version of sector knowledge that you cannot read in a briefing pack,” she says. “How do decisions actually get made here? Where does power sit in ways that are not on the org chart? What is the relationship between this company and its regulators, and how does that shape what is possible? What have people already tried, and why did it not work? None of that is in the induction programme.”

The assumptions that follow a leader across sector lines tend to cluster in a few predictable areas: the pace at which change is possible, the role of formal authority versus informal influence, the tolerance for risk and disruption, and the relationship between strategy and execution. An approach that worked in a fast-moving consumer business may be poorly calibrated for a capital-intensive infrastructure company. A leader who thrived in a high-growth environment may misread the political complexity of a regulated one.

The First Twelve Months

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Williams’ practical counsel for leaders entering a new sector is grounded in discipline rather than deference. The perspective an incoming executive carries is part of why they were hired. The question is when to deploy it, and sequencing matters more than most realise.

“The first twelve months should be weighted toward listening, not toward proving,” she says. “You are building a map of the territory that nobody else can build for you. That means spending time with the people closest to the work, not just the executive team. It means asking questions that sound naive, because the naive questions often surface the assumptions the organisation has stopped examining.”

Cross-industry transitions that succeed tend to separate the understanding of how the new sector actually operates from the operational frameworks the incoming leader has carried across. Applying what worked in the previous context becomes a liability when the sector operates through fundamentally different incentive structures.

Organisations bear responsibility here too. Williams is direct about what she has observed from the other side of the hiring decision: companies that recruit external talent and then give it no room to operate are wasting the investment. So are companies that expect a cross-sector hire to perform at full effectiveness from month three. “You hired someone from outside the industry because you wanted something different,” she says. “You then need to give them the time and context to actually deliver it.”

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The value a cross-sector hire brings, a fresh perspective, a different set of assumptions, a track record built in a different kind of organisation, takes time to translate. Leaders who understand that translation is part of the job, and who approach the first year accordingly, tend to be the ones who are still there making a genuine impact in year two. But they need an organisation that understands that too, and is willing to hold the space for it.

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The 1-Minute Market Report, July 4, 2026 (NYSEARCA:SPY)

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My Dividend Stock Portfolio: New February Dividend Record - 100 Holdings With 12 Buys

This article was written by

I spent 30 years in the institutional trenches as a trader, analyst, and portfolio manager, eventually running the equity trading desk at Northern Trust in Chicago. Those decades shaped my approach: stay disciplined, trust the data, and keep emotion out of the way. Since 2009, when I began publishing my stock selections, my portfolio has delivered solid long term results—compounding in the mid teens annually through 2025. Today I’m a private investor and investing coach, with a rules based framework that helps people build better portfolios. My work focuses on systematic thinking, behavioral awareness, and evidence over opinion. For my market outlook and model portfolio updates, visit zeninvestor.org. .

Analyst’s Disclosure: I/we have a beneficial long position in the shares of NVDA, AVGO, GOOGL either through stock ownership, options, or other derivatives. I wrote this article myself, and it expresses my own opinions. I am not receiving compensation for it (other than from Seeking Alpha). I have no business relationship with any company whose stock is mentioned in this article.

Seeking Alpha’s Disclosure: Past performance is no guarantee of future results. No recommendation or advice is being given as to whether any investment is suitable for a particular investor. Any views or opinions expressed above may not reflect those of Seeking Alpha as a whole. Seeking Alpha is not a licensed securities dealer, broker or US investment adviser or investment bank. Our analysts are third party authors that include both professional investors and individual investors who may not be licensed or certified by any institute or regulatory body.

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NiSource: A Premier Play On Data Center Electricity Demand (NYSE:NI)

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Cipher Digital: Taking Advantage Of An Expensive, Volatile Stock Through Options (NASDAQ:CIFR)

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Over fifteen years of experience making contrarian bets based on my macro view and stock-specific turnaround stories to garner outsized returns with a favorable risk/reward profile. If you want me to cover a specific stock or have a question for an article, just let me know!

Analyst’s Disclosure: I/we have no stock, option or similar derivative position in any of the companies mentioned, and no plans to initiate any such positions within the next 72 hours. I wrote this article myself, and it expresses my own opinions. I am not receiving compensation for it (other than from Seeking Alpha). I have no business relationship with any company whose stock is mentioned in this article.

Seeking Alpha’s Disclosure: Past performance is no guarantee of future results. No recommendation or advice is being given as to whether any investment is suitable for a particular investor. Any views or opinions expressed above may not reflect those of Seeking Alpha as a whole. Seeking Alpha is not a licensed securities dealer, broker or US investment adviser or investment bank. Our analysts are third party authors that include both professional investors and individual investors who may not be licensed or certified by any institute or regulatory body.

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Adobe: Looks Like A Value Trap (NASDAQ:ADBE)

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Wall Street Breakfast Podcast: Adobe Beats, CEO Exits

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The stock market and value investing are my greatest passions. I bought my first shares at the age of 11, and since then, my fascination with capital markets has only grown stronger. Today, I look back on nine years of in-depth experience. Every day, I dive into company research, analyze annual reports, listen to earnings calls, and study fundamental data. My investment approach is heavily influenced by Warren Buffett: I look for undervalued quality businesses with solid business models, strong balance sheets, and sustainable growth. I don’t follow short-term market noise. I invest with a long-term perspective in companies that offer real, intrinsic value.

Analyst’s Disclosure: I/we have no stock, option or similar derivative position in any of the companies mentioned, and no plans to initiate any such positions within the next 72 hours. I wrote this article myself, and it expresses my own opinions. I am not receiving compensation for it (other than from Seeking Alpha). I have no business relationship with any company whose stock is mentioned in this article.

Seeking Alpha’s Disclosure: Past performance is no guarantee of future results. No recommendation or advice is being given as to whether any investment is suitable for a particular investor. Any views or opinions expressed above may not reflect those of Seeking Alpha as a whole. Seeking Alpha is not a licensed securities dealer, broker or US investment adviser or investment bank. Our analysts are third party authors that include both professional investors and individual investors who may not be licensed or certified by any institute or regulatory body.

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ASEAN’s Gig Economy: Beyond Just a Side Hustle

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ASEAN’s Gig Economy: Beyond Just a Side Hustle

ASEAN’s gig economy is crucial for income, particularly among the young and informal workers, driven by urbanization and digital growth. It’s evolving beyond ride-hailing into diverse opportunities, requiring broader investment strategies.


When most people think about ASEAN’s gig economy, they think of ride-hailing drivers or food delivery riders.

That is part of the picture, but not the full story.

Across Southeast Asia, gig work has become a structural part of the economy, supporting millions of workers and helping cities function more efficiently.

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In many markets, informal or platform-based work is not just a side hustle, but a main source of income.

With the share of informal employment being one of the highest in Asia-Pacific, the gig economy is no longer an investment story about which platform wins.

It is a broader long-term theme tied to urbanisation, improving digital infrastructure, and the gradual formalisation of these platforms in the region.

In this article, we look at what is driving ASEAN’s gig economy, how the landscape is evolving, and where investors can gain exposure to this theme.

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Why is ASEAN built for gig economy growth?

ASEAN has a unique mix of demographics, economic structure, and infrastructure that makes platform-based work increasingly necessary.

A young, mobile-first population

Source: ASEAN Statistical Highlights 2025

Nearly half of ASEAN’s population was under 30 in 2024 (ASEAN Statistical Highlights 2025), creating a large pool of digitally savvy workers.

In key markets such as Vietnam, the Philippines and Indonesia, young people make up a meaningful share of the population, and many have grown up using smartphones as their main gateway to work, payments and services.

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This has made younger workers more open to gig work, more comfortable managing multiple income streams, and more reliant on digital platforms to find jobs.

With internet penetration across Southeast Asia already above 80% (Kearney for Asia Tech x Singapore, 2022), the infrastructure to support this shift is largely in place.

The result is a large, young, and mobile-first workforce that is increasingly seeking flexible ways to earn, and that gig platforms can reach at scale.

High levels of informal employment

Despite ASEAN’s large and growing workforce, formal job creation has not kept pace. This has made gig work less a matter of choice, and more a necessity for many workers.

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    According to the International Labour Organization, more than 16 percent of youth across Southeast Asia were not in education, employment, or training in 2024.

    For many of them, gig platforms help fill this gap by offering a flexible and accessible way to earn income without requiring formal qualifications, prior work experience, or even a bank account.

    This matters in a region where informal employment remains deeply entrenched.

    In countries such as Cambodia, Indonesia and Thailand, informal work accounts for more than 80 per cent of total employment. (ASEAN Socio-Cultural Community Trend Report No. 19, 2025).

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    In Indonesia alone, 59 per cent of the country’s 144 million workers are engaged in informal activities (United Nations Development Programme).

    Source: ASEAN Socio-Cultural Community Trend Report No. 19 (2025)

    Against this backdrop, gig platforms have become more than just job-matching apps.

    They are increasingly acting as organisers of informal work, offering workers greater structure, better income visibility, and in some cases access to financial services that were previously out of reach.

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    Congested cities and underdeveloped infrastructure

    Urbanisation is also changing where people live and how they earn.

    More than half of ASEAN’s population lived in cities in 2024, and as more young workers move into urban centres, they enter places where platform-based work is both easier to access and more in demand. (ASEAN Statistical Highlights, 2025).

    At the same time, many of these cities face severe traffic congestion.

    In places like Jakarta and Manila, this has made fast and flexible delivery services more essential.

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    When short trips can take a long time by car, on-demand motorcycle delivery becomes a practical solution for both consumers and businesses.

    This has helped platforms such as GoTo play a bigger role in solving last-mile logistics challenges that existing infrastructure could not fully address.

    As urbanisation continues across the region, demand for platform-based delivery and on-demand services is likely to keep rising.

    Southeast Asia’s food delivery gross merchandise value (GMV) grew from US$17 billion in 2023 to US$23 billion in 2025, with the broader ASEAN-10 market projected to reach US$36 billion by 2030, as platforms move beyond delivery volumes into adjacent revenue streams.

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    Source: Google, Temasek, and Bain & Company e-Conomy SEA 2025

    As urbanisation continues, with countries like Indonesia projected to be 70 percent urbanised by 2045 (World Bank), the structural demand for platform-mediated logistics and on-demand services is likely to deepen.

    A fast-growing digital economy

    The digital economy that supports gig work has also expanded rapidly.

    Across Southeast Asia, digital economy GMV exceeded US$300 billion in 2025, up sharply from about US$40 billion a decade earlier.  (Google, Temasek, and Bain & Company, e-Conomy SEA 2025).

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    That growth rate, 17 percent annually, outpaces that of the United States, Europe, and China.

    This reflects not just stronger online consumption, but also the buildout of the digital infrastructure that gig platforms rely on, including payments systems, logistics networks, cloud services and mobile connectivity.

    This is a reminder that the gig economy does not operate in isolation. It sits on top of a broader digital ecosystem that is still growing and, in many areas, is still at an early stage of monetisation.

    SEA continues to deliver double-digit growth in GMV and revenue.

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    Source: Google, Temasek, and Bain & Company e-Conomy SEA 2025

    What role does the gig economy play in ASEAN?

    To understand the investment case, it helps to look beyond the platforms themselves.

    In ASEAN, the gig economy plays three important roles in the broader economy, and each creates a different set of opportunities for investors.

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    Logistics backbone

    In many parts of Southeast Asia, logistics infrastructure is still catching up with the needs of a fast growing digital economy.

    Warehousing networks remain uneven, last mile delivery can be unreliable, and traditional courier services are often not built for the speed and flexibility that e-commerce requires.

    As a result, ride-hailing and delivery platforms powered by millions of gig workers have become an important part of the region’s logistics backbone.

    This means the opportunity is not limited to platform companies.

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    The fulfilment centres, cold chain networks and cross-border logistics hubs that support this ecosystem are also becoming increasingly important and investable.

    Labour absorption mechanism
     

      ASEAN’s formal labour market has not expanded fast enough to absorb its young and growing workforce, and gig work has helped fill that gap by providing income opportunities to millions who might otherwise be unemployed or underemployed.

      At the same time, the gig economy is no longer limited to ride hailing and food delivery.

      In markets such as the Philippines, more workers are using digital platforms to offer services like graphic design, software development, virtual assistance and data work to clients around the world.

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      As the platform economy expands into higher value segments such as freelance services, digital advertising and skilled remote work, the investment opportunity becomes broader than just transport and delivery.

      Financial inclusion engine
       

        The gig economy is also helping to bring more workers into the formal financial system.

        Each time a gig worker completes a delivery, drives a passenger or finishes a freelance job through a platform, they leave behind a digital record of income.

        That matters because many informal workers have traditionally lacked the documents or credit history that banks require.

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        Platforms such as GoTo have used this transaction data to offer services like micro loans, insurance and savings tools to workers who may not have had access to conventional banking products before.

        In a region where nearly 70 percent of Southeast Asia’s adult population remain unbanked or underbanked (Bain & Company), gig platforms are becoming an important channel for expanding financial inclusion.

        A turning point for platform regulation

        For much of the past decade, gig platforms in ASEAN operated in a regulatory grey zone. Workers were generally treated as independent contractors rather than employees, allowing platforms to scale quickly but with limited protections for workers.

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        That is now starting to change.

        As gig work becomes a more established part of the economy, governments across the region have begun putting clearer rules in place.

        Singapore has taken the lead with the Platform Workers Act, which requires CPF contributions and work injury compensation.

        Malaysia has also moved in a similar direction with the Gig Workers Act 2025, mandating contributions to the Social Security Organisation (Socso) and the Employees Provident Fund (EPF) for platform workers.

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        The Act also broadens the legal definition of gig work beyond ride-hailing and delivery, bringing a wider range of platform-based occupations under its scope.

        Other markets such as Indonesia, the Philippines, Vietnam and Thailand are still at earlier stages, although momentum is building and Indonesia could be the next key market to watch.

        For platforms, tighter regulation is likely to raise costs in the near term.

        But over time, it could also strengthen larger incumbents. Higher compliance costs may make it harder for smaller players to compete, which could support consolidation and benefit scaled platforms such as GoTo.

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        For long-term investors, the regulatory shift is worth monitoring closely, as it may increasingly separate the companies that can adapt and endure from those that cannot.

        Where are the investment opportunities?

        Each ASEAN market differs in platform development, regulatory maturity, and workforce composition. The opportunity for investors lies in understanding where value accrues across platforms, infrastructure, and digital services.

        Singapore: regional command centre

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        Singapore hosts the region’s key platforms and the most developed regulatory framework.

        ComfortDelGro (SGX: C52) offers some gig economy exposure in Singapore through its Zig ride-hailing platform, which operates within the country’s formal platform-worker framework.

        Mapletree Logistics Trust (SGX: M44U) offers exposure to the physical infrastructure behind ASEAN’s gig economy through its portfolio of warehouses and fulfilment centres across the region.

        Indonesia: the scale story
        Indonesia is the largest gig economy market in Southeast Asia, supported by its large population and sizeable informal workforce.

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        GoTo Group (IDX: GOTO) is the clearest listed proxy for this theme in Indonesia. Through Gojek, it has a leading position in ride-hailing and food delivery across the country’s major cities, while Tokopedia gives it meaningful exposure to e-commerce as well.

        Malaysia: regulation and consolidation
        Malaysia stands out for its mix of clearer regulation and rising demand for logistics.

        TIME dotCom (KLSE:TIMECOM) specialises in domestic and international connectivity, data centre, cloud and managed services solutions for retail, enterprise and wholesale markets. It operates a fully-fiberised nationwide network anchored by the Cross Peninsular Cable System (CPCS™). The company also has stakes in international submarine cable systems, including UNITY, Asia Pacific Gateway (APG), Asia-Africa-Europe-1 (AAE-1) and FASTER, enabling connectivity between Asia and global markets, while offering borderless cloud services through its carrier-neutral data centres to support regional connectivity needs.

        TIME dotcom is a member of Bursa Malaysia Quality 50 Index.

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        Philippines: the freelance and knowledge-gig hub

        The Philippines stands out within ASEAN’s gig economy for its strong role in freelance and digital work, adding a different dimension to the investment case.

        Globe Telecom (PSE: GLO) offers exposure through GCash, which sits at the intersection of connectivity and financial inclusion in the Philippines. With more than 94 million registered users, GCash has become an important digital wallet and payments platform, while also expanding into lending and insurance for workers who have traditionally been underserved by formal banking.

        Vietnam: a consolidating market

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        Vietnam’s gig economy has undergone significant consolidation over the past two years.

        For investors, this consolidation reduces the subsidy-driven competition that depressed margins across the sector and creates a clearer landscape of investable names.

        GrabFood and ShopeeFood now dominate food delivery, while Ahamove has emerged as a significant player in last-mile logistics for businesses.

        FPT Corporation (HOSE: FPT) offers a different angle on Vietnam’s gig economy. As the country’s largest technology and IT services company, it provides the digital backbone through software development, IT outsourcing and AI services that supports Vietnam’s growing role in the global tech supply chain.

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        FPT gives investors exposure not just to platform work, but to the higher-value freelance and contract-based digital work that is becoming a bigger part of the region’s gig economy.

        Thailand: tourism, logistics, and a market to watch

        While ride-hailing and food delivery are present and growing, Thailand’s platform economy is more closely intertwined with its tourism industry than any other market in ASEAN.

        CP All (SET: CPALL) offers indirect but meaningful exposure. Its network of nearly 16,000 7-Eleven stores increasingly serves as a logistics and fulfilment infrastructure layer, which is a physical last-mile network that platform-based commerce depends on for cash payments, parcel collection, and order fulfilment.

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        Singapore-based investors can access CP All through its Singapore Depository Receipt (SGX: TCPD).

        What risks should investors consider?

        While the long term case for ASEAN’s gig economy is compelling, there are still several risks investors should keep in mind.

        1. Profitability remains uncertain

          Many of the region’s major platform companies have improved their adjusted EBITDA, but consistent net profitability remains less certain.

        Much of the industry’s early growth was supported by subsidies, discounts and aggressive pricing.

        The key question now is whether platforms can keep growing as they reduce these incentives.

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        1. Regulation could raise costs

          Singapore and Malaysia have already introduced clearer rules for platform workers, and other ASEAN markets may eventually follow.

        While this could strengthen the industry over time, it may also increase labour and compliance costs in the near term.

        Indonesia is likely the most important market to watch given the size of its gig workforce.

        1. Not every platform will survive

          The recent consolidation seen in markets such as Vietnam is a reminder that platform exits can still happen.

        Competitive pressure, weaker funding conditions or strategic shifts by parent companies could force smaller or less well-capitalised players to scale back or leave the market.

        4. Currency movements can affect returns
        Investing across ASEAN also means taking on exposure to multiple regional currencies. Even if a company performs well operationally, returns for Singapore based investors can be affected if local currencies weaken against the Singapore dollar or US dollar.

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        Putting the ASEAN gig economy in perspective

        For investors looking at ASEAN’s gig economy, we would avoid treating it as a narrow bet on ride-hailing or food delivery alone.

        Instead, we would view it as a broader structural theme tied to three long-term trends: the digitalisation of work, the buildout of logistics and fulfilment infrastructure, and the expansion of financial services to underserved workers and merchants.

        That means taking a diversified approach to exposure.

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        ComfortDelGro can offer one angle through its Zig ride-hailing platform and point-to-point transport business, while infrastructure names such as Mapletree Logistics Trust, and digital finance or services players such as Globe Telecom and FPT, offer other ways to gain exposure to the same broader theme.

        We would also look across markets rather than focus on just one country. Singapore offers access to listed transport and infrastructure names, Indonesia provides scale, the Philippines adds exposure to freelance and financial inclusion trends, while Vietnam and Malaysia offer more specialised angles through technology and logistics.

        Overall, we think the most resilient way to invest in ASEAN’s gig economy is to spread exposure across platforms, infrastructure and digital services, rather than try to pick a single winner.

        This article was written by Beansprout, a MAS-licensed investment advisory platform, in collaboration with ASEAN Exchanges.

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        Source : ASEAN’s Gig Economy: More Than a Side Hustle

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