Security Begins at Procurement with Jessie Schofer

About Show #1046

Bringing new software or SaaS into your organization is a security risk - how do you assess it? Richard chats with Jessie Schofer about her experiences in HR software acquisition, which led to the creation of secureless.ai. Jessie tells the story of evaluating various SaaS and other software products and realizing that, while the website says they are compliant with GDPR and/or SOC 2, are they really? This leads to a conversation about the product procurement process and about actually understanding the security risk you take on every time a new product is added to your organization. At what point does security block an acquisition? And after being acquired, how often do you reassess? Supply chain security hygiene starts at procurement - are you part of the evaluation?

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Recorded June 23, 2026

 

Jessie Schofer is an Australian, Berlin based founder with 16+ years of experience across corporates, startups and unicorns. She started her career in Transformation and later moved into HR leadership. She is now the founder of Stakkd, an HR tech discovery platform, and Cofounder of Secureless, an AI powered external security monitoring platform for tech vendors and buyers. She is known for her practical insights in building modern workplaces and her passion for supporting women entrepreneurs. She believes that trusted, secure tech, built for humans is what we need to make work better for everyone.
 

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