• 9 minutes 46 seconds
    Your First Job Might Never Exist

    Is AI really replacing jobs? Or is something even more dangerous happening?

    Everyone is asking whether AI will take our jobs. I think we’re asking the wrong question.

    The real disruption isn’t that experienced professionals are being replaced. It’s that the first step of the career ladder is quietly disappearing.

    In this video, I explore:

    * Why AI helps junior employees more than senior ones

    * Why companies are hiring fewer entry-level workers

    * What happens when AI takes over the work people used to learn from

    * Why today’s graduates face a very different job market

    * The hidden risk businesses are creating for themselves

    * What leaders, managers, parents and young professionals should do next

    Using research from MIT, Stanford, Harvard and real-world examples (including the ATM revolution, factory electrification, and the Air Canada chatbot case), I explain why the biggest AI problem may not be automation, but the disappearance of apprenticeship.

    Whether you’re a CEO, manager, HR professional, student or parent, this is a conversation we need to have before it’s too late.

    👇 I’d love to hear your thoughts.

    Is your company still hiring junior talent?

    Or has the entry door quietly started closing?

    Leave a comment below.

    If you enjoy thoughtful discussions about AI, work, leadership and the future of careers, consider subscribing. New videos every week.

    Timestamps:

    00:00 AI Hiring Paradox

    00:22 Homework Without Struggle

    01:05 ATM Story Misleads

    01:55 AI Levels Skills

    02:39 Entry Jobs Vanish

    03:48 Apprenticeship Gets Cut

    04:36 Where Seniors Come From

    05:34 Why AI Pilots Fail

    06:54 Redesign Workflows

    08:08 Trust and Accountability

    09:05 Protect the Bottom Rung



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    2 August 2026, 3:05 am
  • 10 minutes 56 seconds
    I've Lost My Job Six Times.

    Someone is going to get retrenched today — and they have no idea. After 11 years inside recruitment and hundreds of conversations with blindsided professionals, I can tell you retrenchment is almost never actually a surprise. The signals show up weeks or months early. Most people just don't know what they're looking for. This video names all 9 — and the 4 quiet moves to make before you ever need them.

    🔎 Track live layoffs in Singapore → https://layoffsg.com

    ⏱️ TIMESTAMPS

    0:00 – Someone gets retrenched today (they don't know yet)

    0:17 – Why it feels like a surprise (but almost never is)

    1:11 – Two things to understand first

    1:16 – Why the people who know aren't allowed to tell you

    1:43 – Companies retrench roles, not people

    2:22 – The signals are structural, not personal

    2:37 – Signal 1: The hiring freeze

    3:15 – Signal 2: External consultants arrive

    4:01 – Signal 3: Communication becomes careful

    4:44 – Signal 4: Your manager's behaviour changes

    5:32 – Signal 5: You're asked to document your processes

    6:21 – Signal 6: Budget quietly disappears

    6:48 – Signal 7: A reorg or "strategic review" of your function

    7:23 – Signal 8: New leadership with no history with your team

    8:08 – Signal 9: Your scope quietly shrinks

    8:54 – The two wrong responses (denial vs. panic)

    9:20 – Move 1: Update your resume now

    9:34 – Move 2: Activate your network quietly

    9:49 – Move 3: Build visibility outside your company

    10:08 – Move 4: Know what you're entitled to

    10:28 – LayoffSG.com — the layoff tracker I built

    10:53 – Final thought



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    12 July 2026, 3:29 am
  • 15 minutes 32 seconds
    The Iron Rice Bowl Was Never Yours to Hold

    I'm an introvert. Small talk drains me, and walking into a room of strangers is the last thing I want to do — so for years my "networking strategy" was finding the food table and looking busy with my coffee.

    And yet people still walk up to me at events (and once, at a night market) already knowing who I am. That's not luck. It's reputation infrastructure — 8 specific moves that put your name into the world before you ever show up in a room, so trust is already built by the time someone reaches out. I used these moves while running my career coaching practice, and

    I'm using them again now as I build my fractional career.

    In this video, I break down all 8:

    00:00 Intro

    03:52 Move 1: Write a Book

    05:57 Move 2: Speak at Events

    07:21 Move 3: Academic Affiliation

    08:14 Move 4: Win Awards

    09:03 Move 5: Join Industry Bodies

    09:57 Move 6: Get Board Positions

    11:17 Move 7: Media Bylines

    12:24 Move 8: Podcasting

    None of this works in 30 days. But if you're moving into fractional work or self-employment, this is the difference between chasing clients and having them come find you.



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    28 June 2026, 4:00 am
  • 6 minutes 52 seconds
    The Side Hustle Rule Your Boss Breaks Every Single Day

    My former CEO stood in front of the whole team and said: no side hustles. Too distracting. The company needs your full commitment.

    He had three board directorships, two committee seats, and multiple rental properties.

    He wasn’t lying to be cruel. He was protecting what he’d built — and hoping you wouldn’t notice the gap between what he said and what he did.

    I noticed too late. I went all-in on one company for a decade. $5M revenue, 30 staff, everything I had in one place. Then the partners changed, the investors pulled out, and I spent three months not knowing what to do with myself at 9 am on a Monday. Then I drove Grab.

    This video is what I learned from that — and what your boss already knows that nobody taught you.

    What is covered:

    00:00 Side Hustle Hypocrisy

    00:27 Leaders Diversify Quietly

    01:41 The Loyalty Deal Died

    02:18 All In Then Burnout

    03:04 Uber And Identity Loss

    03:21 Diversify Without Seniority

    03:49 Build Assets Under Your Name

    04:03 Writing Builds Reputation

    04:30 Fractional Work And Niches

    05:43 Commitment Versus Concentration

    06:06 What Equity Are You Building

    06:42 Do As They Do



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    16 June 2026, 7:18 am
  • 13 minutes 19 seconds
    Fractional Work Explained (From My Experience): Money, Clients, Pricing & Sustainability

    After my CNA article on fractional work went live, I received many LinkedIn DMs, so I’m answering the most common questions in this video.

    00:00 Intro

    00:37 What is Fractional Work?

    01:58 Can It Work Financially?

    03:14 Handling Dry Spells

    05:24 Do You Need a Big Network?

    05:59 Set Up a Company or Operate Individually?

    06:29 How to Land Your First Client

    07:35 What If a Client Wants You Full-Time?

    08:11 Retirement & Exit Strategy

    09:06 Which Industries Work Best?

    11:51 How to Price Yourself



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    26 April 2026, 2:00 am
  • 8 minutes 59 seconds
    Die With Zero: Retire With Memories, Not Money

    I reflect on Charlie Munger’s wish for more time and share three ideas from Bill Perkins’ Die With Zero that changed how I think about money and life.

    First, you don’t retire with money—you retire with memories, and some experiences have real physical expiry dates, so postponing them can mean missing them forever.

    Second, I reframe retirement planning by treating net worth peak as a date, not a number, and explain how dying with unspent money can represent thousands of hours worked for nothing, while the fear of running out is often bigger than the math.

    Third, I walk through Perkins’ “time bucketing” exercise—mapping life in five-year blocks and assigning goals to realistic windows—plus my own buckets for travel, family, and work changes, to stop drifting and start choosing intentionally.

    00:00 Munger’s Wish for Time

    00:27 Book That Changed Me

    01:05 Retire With Memories

    02:06 Experiences Expire

    03:19 Peak Net Worth Date

    04:11 Fear of Running Out

    05:09 Time Bucketing Method

    06:16 My Time Buckets

    07:07 Bucket List vs Buckets

    07:54 Closing Takeaways



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    1 March 2026, 7:20 am
  • 8 minutes 3 seconds
    Reflections on Content Creation, Imposter Syndrome, and Staying True to Your Voice

    I'm back after a six-month hiatus to discuss the origin of his podcast, his experiences with imposter syndrome, and his journey in content creation.


    I reflect on the evolution of content creation from blogging to contemporary practices involving AI, and emphasise the importance of maintaining authenticity in one's tone of voice.


    Also, a shout-out to ⁨Typeless:⁩ to help you align spoken and written content, and announces plans for more monologue episodes. Stay tuned for a candid look into the world of content creation and personal growth.


    00:00 Welcome Back: Where Have I Been?

    00:11 The Journey of My Podcast and Book

    01:16 Current Work and Future Plans

    02:14 The Evolution of Content Creation

    03:09 The Importance of Authenticity in Writing

    06:03 Tools and Tips for Content Creation

    07:20 Conclusion and Future Episodes



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    1 February 2026, 9:21 am
  • 29 minutes 58 seconds
    166 - Why Florence Foo QUIT Her Job & Launched FOUR Businesses!

    In this revealing episode, Florence Foo shares her incredible journey of quitting her corporate job while pregnant with her second child to launching four successful businesses. From starting a boutique digital marketing agency to organising large-scale events, introducing sunscreen dispensers on demand, and exploring groundbreaking LED technology, Florence navigates the rollercoaster ride of entrepreneurship. Discover her insights on time management, overcoming challenges, and the strategies behind her diverse business ventures. Don't miss this inspiring story of ambition, resilience, and innovation!


    ---


    This episode is brought to you by Deel⁩, the all-in-one platform simplifying global team management with payroll, HR, IT, and compliance solutions, trusted by over 35,000 businesses worldwide. Learn more at ⁠⁠https://deel.com/adriantan⁠⁠.


    00:00 Leaving the Corporate World

    01:11 Introducing Florence

    01:32 Florence's Career Journey

    02:12 Starting a Digital Marketing Agency

    05:00 Expanding into Event Organising

    08:59 Venturing into Sunscreen Business

    10:26 Exploring LED Lighting

    11:51 Balancing Multiple Businesses and Family

    17:34 Managing Work-Life Balance

    18:22 Health Impacts of Overworking

    19:44 Lessons from Nine Years in Business

    20:09 Starting as a Solopreneur

    21:35 Dealing with Client Challenges

    25:36 Prospecting for New Business

    27:28 Adapting to Digitalisation

    28:08 Advice to My Younger Self

    28:53 Future Plans and Contact Information


    ---


    Where to find Florence Foo:

    LinkedIn: ⁠⁠https://www.linkedin.com/in/florence-foo/

    Oakwood Media: http://www.oakwood.sg


    Where to find Adrian:

    LinkedIn: ⁠https://www.linkedin.com/in/adriantanck/⁠⁠

    Website: ⁠⁠adriantan.com.sg⁠⁠

    📕 No More Bosses: https://amzn.asia/d/abmPxU6



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    28 July 2025, 9:11 am
  • 44 minutes 59 seconds
    165 - Eric Tan EXPOSES The Harsh Truths About Starting Your Own Business

    In this eye-opening episode, Eric Tan, a seasoned entrepreneur and chartered accountant, reveals the staggering realities and misconceptions of starting your own business. From the relentless grind and overwhelming stress to the illusion of having more control over your time, Eric shares his journey from working for Pricewaterhouse to running his own successful accounting and consulting firms.


    Tune in to uncover the brutal challenges faced by new businesses, the importance of setting realistic goals, and why you should think twice before diving into entrepreneurship. Plus, get invaluable insights on the best business structures and tax considerations to ensure your startup's success. This is a must-watch for aspiring entrepreneurs!


    ---


    Eric Tan is a Singapore Chartered Accountant and Certified Management Consultant, best known as the co-founder and Managing Director of The Resource Group Pte Ltd. With a career spanning over 15 years in finance, business advisory, and human capital development, Eric has played a pivotal role in equipping small and medium enterprises (SMEs) with the expertise and resources needed for growth and regional expansion


    ---


    This episode is brought to you by Deel , the all-in-one platform simplifying global team management with payroll, HR, IT, and compliance solutions, trusted by over 35,000 businesses worldwide. Learn more at ⁠⁠https://deel.com/adriantan⁠.


    00:00 Introduction

    01:08 Meet Eric: A Multifaceted Professional

    02:21 Eric's Career Journey: From Audit to Consulting

    03:21 The Decision to Go Independent

    04:49 Balancing Family and Entrepreneurship

    06:51 The Reality of Being Your Own Boss

    11:20 Navigating the Challenges of Entrepreneurship

    20:24 The Changing Business Landscape

    25:50 Understanding F&B Business Failures

    26:12 Case Study: My Cousin's F&B Journey

    27:55 Lessons from Starting a Recruitment Business

    28:41 The Importance of Accurate Financial Projections

    29:20 Acquiring and Retaining Consulting Clients

    30:43 Networking Strategies for Business Growth

    34:20 Choosing the Right Business Structure

    38:12 Tax Considerations for Different Business Entities

    40:19 Common Accounting Mistakes to Avoid

    44:30 Final Thoughts and Contact Information


    ---


    Where to find Eric Tan:

    LinkedIn: ⁠⁠https://www.linkedin.com/in/eric-tan-15034111/

    The Resource Group: https://theresourcegroup.asia/

    Acce Advisory: https://acceadvisory.services/


    Where to find Adrian:

    LinkedIn: ⁠https://www.linkedin.com/in/adriantanck/⁠⁠

    Website: ⁠⁠adriantan.com.sg⁠⁠

    📕 No More Bosses: https://amzn.asia/d/abmPxU6



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    6 July 2025, 12:08 am
  • 37 minutes 14 seconds
    164 - From Gang Fights to Gender Fluidity | Shawn Lim's Journey of Authenticity & Resilience

    Join Shawn Lim as he opens up about his transformative journey from being arrested as a teenager to becoming a successful content creator and podcaster.

    Discover why he prefers the term 'content creator' over 'influencer' and learn about his platform, Human Algorithm, which aims to promote authenticity in the age of AI.


    In this eye-opening podcast, Shawn shares deeply personal stories for his neurodiverse daughter and offers insights on how to navigate life's struggles while staying true to oneself.


    Don't miss this compelling conversation filled with valuable lessons on vulnerability, authenticity, and the art of being human.


    ---


    Shawn Lim is a Singapore-based media entrepreneur, journalist, and advocate for diversity, equity, and inclusion (DEI). He is best known as the founder and creator of Human Algorithm, a storytelling-led media platform and podcast that spotlights underrepresented voices at the intersection of business, technology, media, and DEI


    ---


    This episode is brought to you by Deel, the all-in-one platform simplifying global team management with payroll, HR, IT, and compliance solutions, trusted by over 35,000 businesses worldwide. Learn more at ⁠⁠https://deel.com/adriantan⁠⁠.


    00:00 Introduction: Content Creator vs Influencer

    01:14 The Human Algorithm Platform

    01:29 Podcasting Journey and Background

    02:13 Transition from Corporate to Independent

    04:57 Balancing Work and Family Life

    16:04 Building a Personal Brand on LinkedIn

    20:12 The CEO's Storytelling Journey

    21:04 The Importance of Authenticity

    21:49 Balancing Authenticity and Oversharing

    23:52 Writing with a Target Audience in Mind

    26:07 The Human Algorithm on Substack

    28:16 Leveraging AI Tools for Content Creation

    32:11 Creating a Content System

    35:07 Masterclass and Final Thoughts


    ---


    Where to find Shawn Lim:

    LinkedIn: ⁠⁠https://www.linkedin.com/in/mediumshawn/

    Human Algorithm: https://humanalgorithm.substack.com/


    Where to find Adrian:

    LinkedIn: ⁠https://www.linkedin.com/in/adriantanck/⁠⁠

    Website: ⁠⁠adriantan.com.sg⁠⁠

    📕 No More Bosses: https://amzn.asia/d/abmPxU6



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    28 June 2025, 1:01 pm
  • 35 minutes 51 seconds
    163 - She SKIPPED COLLEGE to Build a Startup During the Pandemic! Amanda Cua Reveals Her Journey

    In this captivating episode, Adrian and Amanda Cua discuss her unexpected decision to skip college and embark on an entrepreneurial journey during the pandemic.

    Amanda shares how she utilised a gap year to create a successful newsletter company, BackScoop, in Southeast Asia.

    She delves into the challenges she faced, the strategies she used to grow her subscriber base, her thoughts on the media landscape, and her experiences with impostor syndrome.

    Tune in to learn about Amanda's inspiring journey and get valuable insights on building a startup from scratch.


    ---


    Amanda Cua is a Filipino entrepreneur known for founding Backscoop, a popular newsletter focused on Southeast Asian tech and business news. She started the newsletter after deciding not to pursue university, aiming to provide easily digestible information on startups in the region.

    Backscoop has gained a significant following, including investors and startup founders. Cua has also hosted the podcast "One More Scoop" and has been featured on Forbes' "30 Under 30 Asia" list.


    ---


    This episode is brought to you by Deel‬, the all-in-one platform simplifying global team management with payroll, HR, IT, and compliance solutions, trusted by over 35,000 businesses worldwide. Learn more at ⁠⁠https://deel.com/adriantan⁠⁠.


    00:00 Introduction

    01:39 Who is Amanda Cua

    02:00 The Evolution of BackScoop

    02:48 Challenges and Inspirations

    03:32 Skipping College for Entrepreneurship

    04:11 The Decision Between UK and US Education

    05:05 First Steps into the Startup World

    08:16 Building a Network from Zero

    11:23 Growth Hacking Strategies

    14:16 Newsletter Evolution and Team Challenges

    17:00 Challenges in Content Creation

    17:59 Dealing with Imposter Syndrome

    22:19 Daily Routine and Health Focus

    24:00 Impact of Moving to Singapore

    26:37 Opportunities in New Media

    33:13 Advice for Aspiring Founders


    ---


    Where to find Amanda Cua:

    LinkedIn: ⁠https://www.linkedin.com/in/amanda-cua/

    BackScoop: https://backscoop.com


    Where to find Adrian:

    LinkedIn: ⁠https://www.linkedin.com/in/adriantanck/⁠⁠

    Website: ⁠⁠adriantan.com.sg⁠⁠

    📕 No More Bosses: https://amzn.asia/d/abmPxU6



    Get full access to Will That Work? at www.adriantan.com.sg/subscribe
    22 June 2025, 10:04 am
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