Ashish Gupta: The Playbook for Scalable Growth and Team Alignment

18 Jul 2025 • 32 min • EN
32 min
00:00
32:50
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In this episode of the Drop In CEO podcast Ashish Gupta, founder and CEO of ScaleUpExec, shares his journey from co-founding a wireless technology company acquired by Qualcomm, to working at Apple, and eventually starting his own firm focused on fractional leadership for small and medium-sized businesses. They discuss the importance of understanding the needs of both the business and its team, the challenges and strategies involved in transforming distressed businesses, and the benefits of having a versatile COO. Ashish emphasizes the value of introspection for entrepreneurs to clearly define their business goals and align their teams accordingly.   Episode Highlights: 02:28 Ashish Gupta's Journey: From Wireless Tech to Apple 03:44 Entrepreneurial Challenges and Successes 05:52 Transforming a Distressed Business 08:55 Insights on Leadership and Team Building 17:29 The Role and Impact of Fractional COOs   Ashish has had a long journey in business and tech - selling 2 businesses where he was founder-level, managing a $2B/year budget at Apple, and now running a fractional COO firm that has turned around over 20 businesses. He is an expert at helping leaders and businesses reach their potential.  Connect with Ashish Gupta: LinkedIn: https://www.linkedin.com/in/ashish-gup/ Company Website: https://scaleupexec.com/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/ See omnystudio.com/listener for privacy information.

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