In this conversation, Angela, co-founder of Shepherd, shares her journey from the initial concept of creating flexible work opportunities for parents to evolving into a platform for fractional leadership. She discusses the challenges of bootstrapping, the importance of co-founders, and her vision for the future of work. The conversation highlights the role of AI in enhancing client services and the joy of building a business that aligns with personal values and lifestyle.

Takeaways

• AI can enhance client experiences in various ways.
• The origin of Shepherd was inspired by personal experiences as a parent.
• Flexibility in work is essential for many professionals today.
• The transition from a mom-focused platform to fractional leadership was necessary.
• Bootstrapping presents unique challenges but also opportunities for growth.
• Prototyping and testing ideas with real clients is crucial.
• The future of work is evolving, and Shepherd aims to lead in fractional jobs.
• Having a co-founder can alleviate the loneliness of entrepreneurship.
• Validation comes from real-world feedback and revenue.
• Google Maps symbolizes exploration and spontaneity in life.

Chapters
00:00 Exploring AI in Client Services
01:20 The Birth of Shepherd: A Personal Journey
05:32 Evolving from Moms on a Page to Fractional Leadership
10:11 Challenges of Bootstrapping and Balancing Work-Life
12:19 Vision for the Future: Shepherd’s Growth and Direction
16:43 Advice for Founders: The Importance of Co-Founders
19:14 Fun Insights: The Role of Google Maps in Life

Find out more about Shepherd at www.heyshepherd.com
Connect with Angela on LinkedIn: linkedin.com/in/angcatalan