From Capabilities to Culture: Redefining the Hiring Process

Building a company is all about human capital. People create products and sell them to other…people. Even in the age of AI, people sit at the core of every company, yet hiring excellent talent is the single most challenging element of a business to do well consistently. It’s also critical to building a company at … Continued

Ducky’s Day Back: Reclaiming Time with AI Support

With the explosion of data inside organizations and the proliferation of SaaS applications, employees are struggling to stay afloat at work. In a 2021 study, McKinsey found that the average company uses over 100 different SaaS applications (up from only 8 in 2015), and knowledge workers spend ~20% of their time searching for internal information. … Continued

Embracing Innovation in the Enterprise: Key Takeaways from the Midwest

This week, Penny Jar hosted Innovation in the Enterprise in Milwaukee, an event focused on how technological transformations are reshaping large companies. The panels, discussions, and questions around innovation in the enterprise were vibrant, the insights were profound, and the enthusiasm was palpable. We were fortunate to bring Penny Jar founders together with industry leaders … Continued

An Evening of Inspiration with Stephen Curry

As 2023 comes to a close, we were fortunate to host many of our founders, investors, business partners, and friends at Penny Jar Capital’s holiday party in San Francisco. The gathering was a wonderful opportunity to reflect on the year and bring together the people who’ve been with us every step along the way. The … Continued

Fostering Connections Between Founders and Industry Leaders for a More Inclusive Workforce

At Penny Jar, we always seek opportunities to connect our innovative founders with executives at industry-leading enterprises. It’s gratifying when we can facilitate these connections in person. Given I (Rich) am in Milwaukee, we’ve been fortunate to develop relationships with some incredible corporations, including Northwestern Mutual, Molson Coors, and GE, all of which have been … Continued

Our Investment in Nue

We’re excited to announce our recent investment in Nue, a modern quote-to-revenue platform designed to help businesses drive revenue and retain customers in an increasingly dynamic economy. In today’s competitive marketplace, businesses must be able to support a broad range of pricing models. As companies look to meet the needs of their customers, one size … Continued

Penny Jar Capital Welcomes New Investor, Vrinda Agarwal

We are thrilled to announce the newest Penny Jar Capital team member, Vrinda Agarwal, joining us as an Investor. Based in the Bay Area, Vrinda will focus on identifying and supporting founders in building the category-leading companies of the future. Vrinda brings a strong foundation of investing experience from her time at Cota Capital and … Continued

Our Investment in Hivewatch

We’re excited to announce our investment in HiveWatch’s Series A round. HiveWatch‘s Security Fusion Platform™ helps businesses protect their people through intelligent orchestration of their physical security programs. HiveWatch sits on top of a company’s existing security hardware infrastructure and enables security teams to leverage resources more efficiently. We were first drawn to the opportunity … Continued

Our Investment in Local Kitchens

We are thrilled to announce our investment in Local Kitchens and even more excited to be partnering with a great team executing on a remarkable vision. Local Kitchens is a micro food hall that offers the best local restaurants under one roof. Their commitment to helping local entrepreneurs and restauranteurs reach a wider audience is … Continued