In VC, timing is everything

Strike while the iron is hot. I know you’re interested in connecting with VCs, angels, and founders. Building stronger relationships with them. Staying on their radar. Which is marketing, plain and simple. And in marketing, timing is everything. For instance: If a VC/angel/founder has just moved to a new city where you know people like them, why not … Read more

Serial Founder Sourcing System

Founders rarely are “One and Done”. ​​Most of them will start another company some day.​ You should keep this in mind. Especially when you see that their last company was acquired. Why? Most founders who go through an acquisition ​have an earnout period.​ So once the dust settles, a few months after the deal closes… … Read more

Your First 10 Hires Just Changed: What Founders Need to Know Now

“Close to half of our final round candidates will wash out.” The hiring playbook most founders are still following was written for a different world. We just wrapped a conversation with Michelle Volberg, founder and CEO of tech-enabled recruiting and referral platform Twill, and Ryan Denehy, founder and CEO of ITaaS provider Electric. The topic … Read more

From Founder to Venture Partner: How Chief Co‑Founder Lindsay Kaplan Is Betting on “Weird” Consumer Startups

Lindsay Kaplan co-founded Chief, built one of the most talked-about communities in tech, and then left to go on a year of soul-searching (and like many founders, angel investing). Coming out of that walkabout was Lindsay joining up with our friends at Bullish as a Venture Partner. In her new role, she’s hunting for “weird” … Read more

Interview: Chieh Huang on Building the Bridge Between AI Job Destruction and Job Creation

Chieh Huang has seen disruption cycles before. As co-founder of Boxed (the bulk shopping app that went public via SPAC), he built a company that employed thousands of warehouse workers. Now he’s betting that AI will trigger the biggest workforce transition in a generation. And he just launched Pelgo to help people land on the … Read more

How to Launch a Thought Leadership Program at Your VC Firm (or Startup!)

We just launched the Office of the Venture CFO — a new program at Venture5 where we partner with leading VC finance executives, interview them, and publish their insights to our audience.  It features nine CFOs and finance leaders from top firms like Founder Collective, Flybridge, Left Lane Capital, Lerer Hippeau, 01 Advisors, BITKRAFT Ventures, … Read more