New York City is not only the nation’s most valuable residential real estate market — reaching nearly $1 trillion last year — but it’s also the most complex for consumers to navigate, whether they’re buyers, sellers, or renters. It’s even tougher for start-ups trying to crack the code with technology…

Lingo Live helps companies improve their teams’ English communication skills with online coaching, but as the start-up rapidly grew, employees and leadership didn’t seem to be speaking the same language regarding career planning. And even when they did, what employees and the company needed from each other didn’t often align. …

Growing up in a Maryland construction family, Joe Leiva had mud on his workboots even before heading off to college for a civil engineering degree. After returning to help with the family business, Joe saw firsthand how public works subcontractors were quickly buried by government red tape. Every contract required…

In a fast-growing company, knowing when and how to “level up” is critical to maintaining momentum and avoiding self-inflicted wounds. Whether it’s evolving opportunistic sales into a repeatable revenue factory or baking more resilience into fast-changing technology platforms, start-up leaders know there’s truth in the old business maxim “What got you here won’t get you there.” Leveling up product management is particularly freighted with emotions, as a founder is often…

Part 1: What’s going on and why it’s getting worse — The above picture is among my most prized possessions, a snapshot of how wild and woolly the world of Internet data collection has become. Beginning in 2013, I’ve spent thousands of hours scanning millions of websites to better understand how data is collected and visitors are tracked. This journey started…

A single hour with a customer is likely more valuable than 10 hours of internally focused time. Yet many enterprise product managers are sadly content with only riding along with sales reps a couple times per year and kibitzing with clients at annual customer events. Lots of SaaS companies have…

Happy customers are often one indicator of product-market fit, but how you made them happy will determine whether you’re building a sustainable SaaS business with scalable unit economics. In particular, how much of your customer’s success is due to high-touch service and how much is due to value delivery from…

Your SaaS product may generate the most earthshaking data-driven insights for enterprises, but without anticipating and addressing how customers will act on them, you’re creating barriers to sales and client success. Most enterprise-focused software companies have successfully moved their products up the maturity curve from data to information to insights…