The Thoughtful Entrepreneur 2328 - Overcoming Skepticism in Hiring Senior Talent Overseas with Rekruuto's Sid Jashnani
Unlocking Global Talent and Founder Freedom: Insights from Sid Jashnani of Rekruuto
In this episode, host Josh Elledge talks with Sid Jashnani, Founder of Rekruuto and certified EOS implementer, about how founders can reclaim their time, scale with confidence, and access high-performing global talent. Sid shares his personal leadership journey, his frameworks for effective delegation, and his expert perspective on hiring senior-level overseas professionals—revealing practical, repeatable systems founders can apply immediately.
The Power of Global Hiring and Delegation for Founders
Sid’s story begins on the golf course with his 14-year-old son during a period of serious illness—an experience that reshaped how he leads both at home and in business. Instead of defaulting to advice or correction, Sid embraced curiosity, asking open-ended questions that encouraged deeper connection. This same leadership principle applies directly to business: when founders listen more and prescribe less, teams become empowered, engaged, and more accountable.
Sid also challenges the common belief that overseas hiring should be limited to entry-level roles. Drawing from his experience in the Philippines, he explains why many mid- and senior-level professionals abroad bring global expertise, strong process orientation, and cultural adaptability—making them strong fits for operations, marketing, finance, and management roles within EOS-driven companies. With proper onboarding and context-sharing, these hires integrate seamlessly and provide exceptional value at a fraction of the cost.
To help founders free themselves from burnout and low-value tasks, Sid offers his four-quadrant time audit: a simple but powerful system for categorizing activities based on skill and enjoyment. By identifying tasks you are good at but dislike—or those you neither enjoy nor do well—leaders can delegate strategically, reinvesting their energy into high-impact work that drives revenue, growth, and clarity.
About Sid Jashnani
Sid Jashnani is the Founder of Rekruuto, a global hiring agency specializing in matching U.S. companies with senior-level talent from overseas. As a certified EOS implementer and seasoned entrepreneur, Sid helps founders streamline their operations, delegate effectively, and scale sustainably. Connect with Sid on LinkedIn.
About Rekruuto
Rekruuto helps founders and business owners hire skilled global talent through a risk-free, flexible model. Specializing in mid-level and senior overseas professionals—particularly from the Philippines—Rekruuto provides vetted candidates, trial periods, and month-to-month engagement options. Their mission is to help founders reclaim their time by delegating confidently and scaling with the right people in the right seats.
Links Mentioned in This Episode
Key Episode Highlights
- Why curiosity-based leadership strengthens both family and team relationships
- The advantages of hiring mid- to senior-level overseas talent
- Cultural adaptability and global experience of Filipino professionals
- Sid’s four-quadrant time audit for identifying delegation opportunities
- How to calculate the value of your time as a founder
- Rekruuto’s risk-free hiring model and month-to-month flexibility
- How to start small and scale confidently with global talent
Conclusion
Sid’s insights offer a powerful roadmap for founders ready to break free from overwhelm and build stronger, more scalable teams. By hiring globally, delegating intentionally, and focusing on high-impact work, founders can unlock more freedom, productivity, and growth. Whether you're considering your first overseas hire or refining your delegation strategy, Sid’s frameworks provide practical tools to transform how you lead and build.
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