Navigating Career Resilience and Global Journeys

In this episode of the Click Podcast, host Nandini sits down with Jolyn, a seasoned professional with over 20 years of experience across sales, operations, and customer success. She shares her personal story of navigating a seven-month period of unemployment and how it led her to found "Hello Success" and "For Her Success"—communities dedicated to supporting women in career transitions.

From living in London, Tokyo, and Singapore to pivoting from high-pressure sales calls to long-term customer success relationships, she offers invaluable advice on:

The importance of cultural empathy in global roles.

How to network genuinely on LinkedIn (and why you should avoid ChatGPT copy-pasting).

Tactical tips for transitioning between different career functions.

The power of "calendar blocking" to manage professional and personal priorities.

Whether you are currently job hunting or looking to level up your career, Jolyn’s journey of resilience and reinvention provides a roadmap for building purpose during uncertainty.

00:00 Intro & Welcome to The Click Podcast
01:43 A Global Journey: London, Tokyo, and Singapore
02:13 Navigating Cultural Differences in Business
02:49 The Seven-Month Jobless Period: Resilience & Timeouts
04:32 Daily Habits During Unemployment
05:18 Networking Tips: Quality vs. Quantity on LinkedIn
07:16 Career Pivot: Moving from Sales to Operations to CS
10:00 Sales vs. Customer Success: The Relationship Difference
12:13 Learning the Playbook: Succeeding in a New Role
13:41 Building Communities: For Her Success & Hello Success
15:40 Overcoming Setbacks & The Growth Mindset
17:08 The Importance of a Support System
19:33 A Day in the Life: CSM vs. Director Roles
21:00 Mastering Your Calendar & Prioritization
24:00 Managing Client Expectations & Communication
26:00 Landing the Role at Cinch: Referral Strategy
26:48 Decoding Job Descriptions vs. Reality
28:00 Knowing When to Wait: The Hiring Journey
29:10 The Evolution of Customer Success Roles
30:01 Specialisation: Onboarding & Market Segmentation
30:45 Rapid Fire Questions
32:00 The Mindset of Control & Change Management
32:30 Secret Hobbies: Anime & Pokémon Go
33:18 Recommended Reading: Customer Success & Vulnerability
34:20 10-Year Outlook: Robotics & The Future of Work
35:30 Integrating AI: ChatGPT vs. Gemini for Work
37:17 Will AI Replace Customer Success Managers?
39:00 Personal AI Case Studies & "Thinking" Models
38:54 AI and Emotions: From Movies to Reality

  / jolyni  
FHS -
  / forhersuccesssg  

  / for-her-success-sg