The Digital Diaries

#16 - SkillTribe.io | Ashling O'Connor | From the deli counter to CEO


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In this episode of Digital Diaries, Peter Woods interviews Ashling O'Connor, founder and CEO of SkillTribe, who shares her journey from tech sales to coaching others in the industry. Aisling discusses the highs and lows of her career, the importance of self-belief, and how to navigate the challenges of the job market. She emphasises the significance of strategy in sales, the value of building confidence, and the need for a supportive environment. Aisling also provides practical advice for those looking to break into tech sales, highlighting the importance of recognising transferable skills and enjoying the journey of personal and professional growth.


Key Points


  • Ashling emphasises the importance of going big in life and not playing it safe.
  • She shares that every low in her career was followed by a significant peak.
  • Sales can be exhilarating due to its highs and lows.
  • The perception of highs and lows in sales is often influenced by external factors.
  • Self-belief is crucial for success in sales and career advancement.
  • Ashling helps clients rediscover their strengths and confidence.
  • The journey in one's career is more important than the destination.
  • Daily moments of joy contribute significantly to overall happiness.
  • Building a supportive work environment is essential for success.
  • Recognising transferable skills can help individuals break into tech sales.


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The Digital DiariesBy Peter Woods