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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