Wearing All the Hats: The Reality of Gaps in Startup Teams

Leveraging Leadership

Sabrina Dhaliwal shares her unique career path from a Financial Analyst at the Canadian Coast Guard to Chief of Staff and Product Marketing Manager at a tech startup. She talks about landing her current job through a networking coffee chat, jumping into unexpected roles like head of marketing, and why learning quickly is key for Chiefs of Staff in fast-paced environments. The episode also covers work-life balance, building an 18-month roadmap, and the importance of community engagement for startups.
Free Resources:

• Strategic Planning Checklist
• Chief of Staff Skills Assessment Checklist
• A Day in the Life of a Chief of Staff
• Chief of Staff Toolkit

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Who Am I?

If we haven’t yet before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:

00:29 PTO and Work-Life Balance
01:53 Sabrina's Career Journey Begins
02:58 Transition to Strategy Consulting
04:15 Joining Remo Three
05:30 Challenges and Adaptations in a Startup
13:25 Evolving Role and Future Plans
26:38 Advice for Aspiring Chiefs of Staff

Chapters

1. Wearing All the Hats: The Reality of Gaps in Startup Teams (00:00:00)

2. PTO and Work-Life Balance (00:00:29)

3. Sabrina's Career Journey Begins (00:01:53)

4. Transition to Strategy Consulting (00:02:58)

5. Joining Remo Three (00:04:15)

6. Challenges and Adaptations in a Startup (00:05:30)

7. Evolving Role and Future Plans (00:13:25)

8. Advice for Aspiring Chiefs of Staff (00:26:38)