Lawyers often get paid a lot of money to advise and represent clients. We often hear about their successes. However, we don’t usually have access to how they go...
From Gangster to Lawyer: The Josephus Tan Story (Part 2)
Imagine losing everything—could you fight your way back?
In Part 2 of this episode, I continue my raw and powerful conversation with Josephus Tan, the "Gangster Lawyer." He reveals how he faced rock bottom and still found the strength to rise.
Despite his career success, Josephus hit some brutal low points:
Low Points:
- Overcommitted to free legal work—almost bankrupt.
- Marriage collapsed.
- Suffered a mild stroke.
- Ended up living in a van.
But Josephus didn’t just survive—he came back stronger.
His Comeback:
- Started smoking at 12, quit at 45—his latest victory!
- Rebuilt his life from nothing, twice.
- Went from a 1-room flat to a penthouse.
- Now a top lawyer, fiercely fighting for justice.
In this episode, Josephus gets real about the hardest moments in life, the importance of second chances, and the advice he’d give his younger self.
You’ll also hear critical tips on what to do if you’re arrested or caught in a police chase, and how defense lawyers handle client confessions.
Josephus Tan’s story is your roadmap to resilience.
This episode will move you—and leave you believing that no setback is final.
Follow Josephus Tan:
https://www.linkedin.com/in/josephus-tan-303352307/
Connect with me on LinkedIn at https://www.linkedin.com/in/shulinlee/
More on the podcast - https://www.AfterTheBar.com.sg
What to listen for:
00:00 Start of Episode
00:48 Pro Bono Overcommitment Leading to Debt
03:42 Near Bankruptcy and Failure of First Marriage
07:16 Suffering from a Medical Emergency
10:41 Going on Medication for the Rest of His Life
11:44 Becoming Pest Buster for Vessels
13:49 Dangers of Working on Vessels
15:30 Life of Living in a Van
18:38 Moments When Josephus’s Pride Is Shattered
22:15 Josephus’ Support in Tough Times
23:26 Josephus’ Advice for Life Struggles
25:49 From Pest Buster to Penthouse Owner
30:58 Josephus's Take on Embracing Second Chances
34:25 Remarkable Journey to Quit Smoking
40:33 Action Steps for Arrest Situations
42:49 How to Respond to a Police Chase Situation
45:45 How Defense Lawyers Handle Client Confessions
50:02 What Would Josephus Say to His Younger Self?
50:51 Personal Questions for Josephus
55:06 Outro
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55:57
From Gangster to Lawyer: Mental Health Struggles & Rising Through Faith – Josephus Tan (Part 1)
In this episode, I sit down with an extraordinary guest, Josephus Tan, famously known as the "Gangster Lawyer," whose life story is a compelling testament to the power of transformation, resilience, and redemption.
Josephus shares candidly about his descent into gang life, his struggles with alcohol that led to destructive behaviour, and the moments of darkness that made him question his path.
At his lowest point, he nearly ended it all.
Discover how a profound spiritual awakening and a deep desire to make amends for his past guided him to quit drinking, pursue a law degree, and eventually train under the legendary criminal lawyer Subhas Anandan.
Join us as we explore his journey from despair to purpose, learning how he overcame his inner battles and embraced a life dedicated to justice and helping others. Plus, for the first time on After the Bar, Josephus reveals an exclusive update—his decision to quit smoking this year.
This episode is a powerful reminder that no matter one’s past, change is always within reach. Josephus Tan’s story will inspire you to believe in the possibility of redemption and the potential to create a better future.
Follow Josephus Tan:
https://www.linkedin.com/in/josephus-tan-303352307/
Connect with me on LinkedIn at / shulinlee
More on the podcast - https://www.AfterTheBar.com.sg
What to listen for:
00:00 Start of Episode
00:38 Introduction
01:41 From Bankruptcy to Owning a Law Firm
03:11 Formative Years of Josephus’ Life
05:52 Being a Victim of Bullying in School
10:22 Why Josephus Turned to Joining a Gang
11:45 The Reason Most Young People Join Gangs
17:12 Growing up Tough in a Blue-Collar Family
18:30 Understanding the Gangster Lifestyle
22:05 Why Do Gangsters Do What They Do
23:28 Josephus’ Epiphany: Moving On from Gang Life
25:38 Experiencing Fulfillment in National Service
27:07 Old Habits Die Hard
31:35 Finding Clarity Through Prayer and Self-Acceptance
36:16 The Journey Through Depression & Seeking Help
41:35 Josephus’ Push to Get His Diploma
49:43 Chasing a Law Degree Against All Odds
54:04 A Mother’s Love Fuels His Promise to Do Good
58:36 Outro
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59:20
Nailing Your Career Pivot, and Creating a Strong Personal Brand – Lara Quie
⛔️ Stop telling yourself you can’t pivot your career.
Think it’s impossible? Meet Lara Quie.
She went from:
➨ Lawyer to Montessori Teacher
➨ Teacher to Kitchen Designer
➨ Designer to BD Manager
➨ BD Manager to Coach
➨ Coach to Podcast Host
Lara Quie, dubbed the “Queen of Pivots” 👸🏻, has done it all.
She’s thrived in diverse roles across Singapore, Hong Kong, the UK, Spain, Germany, and Belgium.
Each transition wasn’t just a move—it was a reinvention. 🔥
—
Our latest podcast episode features Lara’s incredible journey of transformation.
Curious about:
➥ How to navigate a mid-life career switch?
➥ Can you make a U-turn if it fails?
➥ How to brand yourself on LinkedIn?
Join us as Lara unveils the secrets of her career pivots, offering you a roadmap to follow.
Learn from a top executive coach who’s just moved from Singapore 🇸🇬 back to the UK. 🇬🇧
🌟If Lara can pivot her career across multiple industries and countries, why can’t you?
Ready to rewrite your career story?
Follow Lara Quie:
LinkedIn - https://www.linkedin.com/in/laraquie/
Podcast with Lara Quie:
https://thelegalgeniepodcast.buzzsprout.com
Connect with me on LinkedIn at https://www.linkedin.com/in/shulinlee/
More on the podcast - https://www.AfterTheBar.com.sg
What to listen for:
00:00 Start of Episode
00:40 Introduction
01:48 The Queen of Pivots: Lara’s Multiple Careers
08:34 Lara’s Opportunity Cost When She Pivoted
10:06 Having a Supportive Husband and Friends When Pivoting
12:55 The Legal Industry: Expectations vs Reality
14:47 Looking Back: What Lara Would Have Done Differently
16:00 Lara’s Coaching for Career Pivots
20:12 What to ‘Unlearn’ to Change Career Paths
23:22 Learn From Lara’s Experience in Career Pivots
26:24 How to Gain Clarity in What You Want to Do
29:22 If Money and Failure Were Not a Concern: What Would Lara Do
31:06 Lara’s Journey on LinkedIn
34:45 Tips for Personal Branding on Linkedin
42:56 How to Start on LinkedIn
45:39 Lawyers on LinkedIn with Strong Personal Branding
47:09 Lara’s Farewell to Singapore
48:56 Rapid Fire Round
51:09 Outro
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52:03
Art, Law and Psychobitch: The Journey of a Multi-Hyphenate – Amanda Chong
Meet the powerhouse behind Psychobitch.
Amanda Chong is a lawyer trained in Harvard and Cambridge, with endless accolades.
Outside of law, she’s an award-winning Poet, Playwright and Advocate for Social Justice.
Her play 'Psychobitch' sold out in record time, cementing her reputation as a trailblazer. (Could she be Singapore’s answer to Taylor Swift?!)
Simply put, she is a powerhouse you absolutely need to hear from.
In this episode, explore:
🧩 The perception of single women in our society.
🖋️ Her unique approach to Poetry and Playwriting.
🎭 The story behind ‘Psychobitch’ and why it resonates with so many.
🌟 How she advocates for women and children, challenging societal norms and driving change.
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Named ‘Her World’s Young Woman Achiever” in 2022, Amanda holds nothing back in this episode.
Hear how she addresses gender dynamics, privilege, and the emotional layers behind her creative process.
Join us as she shares her insights with humour and honesty.
Listen now on Spotify! 🎧
#AfterTheBar #AmandaChong #Psychobitch #GenderEquality #ArtAndLaw #Inspiration #Podcast
Follow Amanda Chong:
LinkedIn: https://www.linkedin.com/in/amandawzchong/
More of Amanda Chong’s work:
Buy Professions at: https://epigrambookshop.sg/products/professions or https://singapore.kinokuniya.com/bw/9789811112362.
Support Psychobitch’s run at the Edinburgh Fringe Festival in August 2024: https://www.wildrice.com.sg/event/234995-psychobitch-2/
Connect with me on LinkedIn at https://www.linkedin.com/in/shulinlee/
More on the podcast - https://www.AfterTheBar.com.sg
What to listen for:
00:00 Start of Episode
01:02 Intro
02:48 Amanda on Being Single
06:23 Accessibility to Opportunity, Being Placed On A Pedestal
10:12 Did The People Around Her Start to Treat Her Differently?
12:09 One Thing Amanda Wishes Other People Knew About Her
15:08 Her Journey As A Playwright
23:10 On The Success Of Psychobitch
27:11 Knowing The Boundaries of Taking Inspiration From Personal Life
32:31 Revisiting Memories In The Process Of Writing Psychobitch
37:20 What To Note When Writing Confessionally
41:55 Being Vulnerable & Honest In Work
47:31 Her Legal Career and Advocating for Women and Children’s Rights
54:44 Amanda’s Experience Prosecuting Sex Crimes Informs Her Art
01:00:08 Thoughts On Her Mom’s Sacrifice To Become A Homemaker
01:03:36 Rapid Fire Round
01:06:16 An Excerpt from “Monsoon Girls”
01:07:03 Outro
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1:07:56
Nailing The Job Interview: Secrets, Tips and Best Practices – Tessa Arquilliere
What are some things you must NEVER say in a job interview?
How can you effectively negotiate your salary package?
What are the biggest mistakes people make during their job search?
How can you turn your career transition into a success story
Ten years ago, Tessa moved to Singapore from Spain to embark on a new career in legal recruitment. She went from knowing nothing about the legal industry in Singapore to becoming a director at Aslant Legal.
Tessa’s journey is nothing short of inspiring.
In this episode, discover how Tessa adapted to a new country, excelled in her career, and balanced starting a family. Hear from a former lawyer and seasoned legal recruiter about navigating the complex landscape of career transitions.
We’ll also dive into:
How to stand out in an employer’s market?
What to do if you want to pursue an international career in law?
How did Tessa overcome her career transition adversities to thrive in a foreign market?
Join us as Tessa shares her invaluable tips and tricks to ace job interviews, adapt to new environments, and advance your career internationally.
Don’t miss this chance to learn from her incredible journey and get inspired to take your own career to the next level!
Follow Tessa Arquilliere:
LinkedIn - / https://www.linkedin.com/in/tessa-arquilliere-60b63b21
Videos with Tessa Arquilliere:
https://youtu.be/8CWXO2a-T1Y?feature=shared
https://youtu.be/1_egYETbG3s?feature=shared
More on Battampore, an inspiring organisation founded to give children in rural Cambodia access to primary education: https://www.battampore.org/
Connect with me on LinkedIn at https://www.linkedin.com/in/shulinlee/
More on the podcast - https://www.AfterTheBar.com.sg
What to listen for:
00:00 Start of Episode
00:33 Introduction
01:38 Aslant Legal & Tessa’s Role
02:38 What She Wishes She Knew As A Young Lawyer
03:36 The Best Career Advice She Ever Received
04:15 How She Resigned To Do A Career Change
05:46 Some Bad Career Recommendations To Ban
07:55 Common Mistakes People Make In Job Interviews
09:48 Expectations On Pay & Salary Negotiation When Moving Companies
11:06 Do We Need A Cover Letter?
12:57 Setting Yourself Up For A Successful First Interview
14:33 Moving From Spain to Singapore: Challenges And Perception On Singlish
17:52 Is There A Division Between Singaporeans And Expats?
19:13 Tessa’s Difficulties In Moving To A New Industry
20:25 Advice For A Career Pivot When We Have Children And A Mortgage
23:51 How To Prepare Before Moving To A New Country
24:57 Is Singapore Currently An Employers Market?
25:59 Standing Out In A Crowded Market
27:10 Asking For Internal Transfer
29:19 What Tessa Wishes She Knew Before Making Her Career Change
29:54 Looking Back, What Tessa Would’ve Done Differently
31:06 Her Reasons Behind Pursuing Real Estate Law
32:31 A Failure That Set Her Up For Success
36:22 Pro-bono Work Setting Up Schools in Rural Cambodia
38:54 How Tessa Manages All Her Commitments
39:46 Rapid Fire Round
41:14 Outro
Sobre After the Bar - Stories from the Legal Industry
Lawyers often get paid a lot of money to advise and represent clients. We often hear about their successes. However, we don’t usually have access to how they got there - their inspiring backstories, the challenges they have navigated and the period of growth they had to go through. Join former lawyer-turned-legal recruiter Shulin Lee, as she speaks to practising lawyers, in-house counsels, former lawyers turned entrepreneurs, and many more from Singapore and around the world. You will hear about how they made major life-changing decisions, learn how they overcame setbacks and established their careers to get to where they are today. These stories will definitely leave you feeling inspired! For more information on Shulin, please head to https://www.linkedin.com/in/shulinlee/