Goodbye Context Switching, Hello AI-Powered Productivity

Most knowledge work today is spread across several different SaaS tools. We’ve grown to accept constant context switching and manual effort to complete simple tasks. Need to follow up with a prospect? That means jumping between your CRM, old email threads, Slack discussions, and maybe your team wiki. Want to create a new feature ticket? … Continued

Radios, Details, and Singles: Stephen Curry on Mastering the Fundamentals

This past weekend, we hosted the broader Penny Jar community for our annual holiday party to celebrate our exceptional founders. Early-stage venture is all about investing in people, especially those who demonstrate a curiosity to learn and a steadfast determination to execute. As Penny Jar Capital’s Special Advisor Stephen Curry put it, the people gathered … Continued

Charting New Avenues: Blake Chasen’s Path to Storytelling Innovation

Blake Chasen’s entrepreneurial journey is anything but linear. Like many founders, he’s faced his fair share of obstacles—pushing through unexpected hurdles, tough decisions, and the inevitable moments of doubt. But instead of giving in, Blake chose to pivot and pour his passion into something deeply personal yet universally impactful: Avenue. Avenue is more than just … Continued

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

The Ducky Difference: How Hongbo Tian is Changing the AI Landscape

With a deep background in computer science and a knack for turning complex problems into simple solutions, Hongbo Tian is on a mission to make AI accessible and useful for everyone. His journey from a tech enthusiast to a founder is inspiring and filled with challenges, breakthroughs, and much learning. At Ducky, he’s not just … 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