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Jack Kudale

Founder and CEOCowbell Cyber

San Francisco Bay Area

Member Since January 2020


Global enterprise technology leader, entrepreneur, CEO, COO, CRO, Board Member and mentor with unique experience in exit strategies, global field sales execution, product management, customer success, BizDev and global market strategy. Adept at leading through stealth mode, market entry, traction gap, the chasm and scaling up with a passion for value creation. Deep expertise in global expansion, new market entry and hyper growth. Experienced at turning around global organizations of diverse cultures, establishing product-market fit for early stage startups, expanding growth-stage venture-backed enterprise startups and raising capital for early to growth stage. A champion for enterprise DevOps, Cyber Security, Cloud and Data integration, APM, IT Operations Analytics, Cyber insurance and mobile broadband, including advising early stage startup executives. Extensive c-level relationships in B.F.S.I., retail, utilities, healthcare, media, telecom, and service provider industries.

Published content

Cyber Attacks Are On The Rise — What Executives And Insurance Providers Can Do


The rapid move to remote work made it hard for security professionals to keep up the pace with updating infrastructures to support an online-all-the-time, connect-from-anywhere workforce.

The Future Of Cybersecurity Insurance: Policies That Follow The Risk


Seeking a cyber insurance policy that is right for your organization can be a daunting task, but it doesn’t have to be if you know what practical elements to look for before making a decision.

Crossroads: Where Security And Privacy Regulations Meet Cyber Insurance


The rapid rise in cyber incidents — particularly during the pandemic — has put significant pressure on insurers to update how they are underwriting cyber risk.

10 Common Cash Flow Mistakes You Might Make As A New Entrepreneur

expert panel

Cash flow --  the amount of money that comes in and goes out of a business -- is often a concern for many new companies. Generating a healthy cash flow requires careful planning and a commitment to a strong operational strategy. However, a lack of experience in cash flow management as a new entrepreneur can put you at a disadvantage. That’s why we asked 10 members of Young Entrepreneur Council about common cash-flow mistakes new business owners tend to make when they’re starting out. Here’s what they had to share from their experiences.

Eight Strategic Approaches To Encouraging Employee Innovation

expert panel

There's no question as to how vital innovation is to a business. However, the pitfall that most entrepreneurs fall victim to is thinking that all change must come from the top. If a company hires right, its talented employees could offer a vast resource in terms of their innovation to the company. All that a business needs to do is to cultivate this drive for making things better. In doing so, they leverage the employee's creative urges to the benefit of the organization. Here, eight contributors to Young Entrepreneur Council examine how a company can set its employees on the path to generating innovative ideas strategically.

Company details

Cowbell Cyber

Company bio

Cowbell Cyber is dedicated to providing standalone, admitted individualized, and easy-to-understand cyber insurance for businesses with up to $1 Billion in revenue. In its unique AI-based approach to risk selection and pricing, Cowbell’s continuous underwriting platform, powered by Cowbell Factors, compresses the insurance process from submission to issue to less than 5 minutes. Cowbell Insurance Agency is currently licensed in 50 U.S. states and the District of Columbia and provides SMEs with admitted cyber insurance on AM Best “A” rated paper with up to $15 Million in coverage. For more information, please visit

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