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The Dark Side of Venture Capital

In today’s fast-paced business world, understanding the intricacies of the entrepreneurial journey, from initial investment to strategic exits and acquisitions, is crucial for any startup or established company aiming to scale. This podcast delves into the stories of successful entrepreneurs and industry experts who share their insights on raising capital, navigating business growth, mastering the art of negotiation, and executing successful exits. Through engaging discussions, this series provides listeners with invaluable advice, strategies, and real-world experiences to inspire and guide them on their business journey.


⏱️Timestamps:
00:01 – Episode introduction by Jeff Barnes.
01:19 – Claire’s career transition from product management to finance.
07:14 – Learning financial management through experience.
10:22 – The shift to entrepreneurship.
15:21 – Introduction of Aimably, focusing on cloud cost management.
23:25 – The challenge of selling a new solution and the importance of founder-led sales.
34:29 – Closing remarks and how to connect with Claire Milligan and Aimably.


Guest Bio:
Claire Milligan, a powerhouse in tech and finance, co-founded Aimably to tackle the challenge of optimizing cloud costs for businesses. With a deep understanding of product management, software development, and financial strategy, Claire guides companies through financial transformations for improved efficiency and profitability. Discover more about her journey at ClaireMilligan.com.


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John Reighard, Partner & EVP

John Reighard is a Partner at Angel Investors Network, where he leverages his expertise in business development, networking, and investor relations to help entrepreneurs secure funding and scale their businesses. With a passion for connecting people and ideas, John plays a pivotal role in fostering strategic partnerships and guiding business owners toward sustainable success. In addition to his work with Angel Investors Network, he also owns and operates two other small businesses.

 

A Connector and Networking Extraordinaire, Business Coach/Consultant, and Inspirational Speaker, John is deeply committed to helping individuals and businesses achieve meaningful results. His mission is to empower entrepreneurs and leaders to create lasting impact through strategic growth, financial acumen, and powerful relationship-building.

 

John has trained with, been mentored by, and provided consulting services to some of the world’s top thought leaders in personal development and business transformation, including Jack Canfield (America’s #1 Success Coach and Founder of Chicken Soup for the Soul), Stephen Covey, T. Harv Eker, Bob Proctor, Blair Singer, Robert Kiyosaki, Neil Rackham, Marcia Wieder, and Roger (Bud) Seith. These experiences have shaped his ability to guide clients through personal and professional growth, helping them unlock their full potential.

 

Before joining Angel Investors Network, John took a sabbatical in 2002, living with his family in Norway, Portugal, and France—an enriching experience that followed 15 award-winning years in Silicon Valley. During his time in the tech industry, he worked for leading companies such as Lucent Technologies, Exodus Communications, Octel Communications, and Brady Corporation.

Meet Jeff Barnes

Jeff Barnes is a former US Navy Nuclear power plant operator on a Submarine, Navy diver, risk management director, technology enthusiast, business growth expert, advisor and management consultant. Mr. Barnes sits on the boards of startup companies, runs a venture fund, supports non-profits supporting military vets, and spends most of his time helping CEOs and founders of growing companies automate, systemize, and scale to 8 and 9-figure valuations.

 

With over 20 years of technology, systems, operations, and marketing experience, Mr. Barnes has advised over 1,000 companies, invested tens of millions in advertising campaigns, and helped companies generate over $1 billion in investment capital.

 

As the chairman of Angel Investors Network and founder of Digital Evolution Marketing Group, Mr. Barnes has worked with founders, entrepreneurs, and CEOs around the world to accelerate the growth of their businesses and achieve substantial exits. He’s a father, husband, veteran, business owner, advisor, and mentor, and his true passion in life his helping others achieve success, freedom, and autonomy in theirs.