Who created OKRs OKRs stand for Objectives & Key Results. They are a popular goal-setting framework for organizations, particularly within the startup and tech communities. OKRs were an evolution of MBOs (Management by Objectives), created...

I recently sat down with sales legend Adam Aarons for a Highland fireside chat, and wow did he bring the heat. As the CRO who helped scale three major tech companies past $100M+, including my own company Classy, Adam shared his most valuable (and non-obvious) lessons from the trenches - from knowing when to walk away from a deal, to balancing mission with performance, to optimizing the critical CEO-CRO relationship.

Know thy financial plan, know thy business. If you can’t build a strong financial plan, it’s unlikely you’ll ever build a strong business. But given its importance, I’m always surprised how little attention it gets...

A deep dive into three powerful insights from my fireside chat with Hiten Shah, one of Silicon Valley's most underrated founders. From reframing product-market fit as a dial rather than a switch, to building formulas over funnels, to the real talk about raising capital - these are lessons every founder needs to hear right now.

Complexity is the enemy of success. Here's how to start leading like a minimalist and create simplicity within your company.

Master the art of delegation! This article offers five rules to effectively delegate tasks, empowering your team and freeing you to focus on higher-level priorities. Discover how to choose the right projects and people, provide clear guidance, and conduct effective check-ins without micromanaging

What does this transition from startup founder to scale up CEO look like? The way I describe it to Highland members is this - you need to transition from working on all the details all the time, to working on the right details at the right time. There is a massive difference here. This means spending your time on two things: guardrails and checkpoints.

Good feedback should empower, not deflate. Yet most managers stumble through the feedback process. Here are 5 essential rules will transform your approach to feedback and elevate your team's performance.

Tired of unproductive executive meetings? This article provides a clear framework for running efficient and effective executive meetings. It covers the ideal meeting length, frequency, and participants, and offers a detailed agenda focused on goal review and actionable outcomes.

Are you a leader tired of self-sabotage? This article identifies seven common misconceptions about leadership that may be holding you back. It provides practical tips for becoming a more effective leader, including prioritizing tasks, communicating clearly, and taking calculated risks

Ditch the annual performance review! This article explores a continuous performance management system that favors ongoing coaching and feedback. It provides a step-by-step guide to implementing this system, including setting clear goals, leveraging 1-on-1 meetings, conducting quarterly check-ins, and fostering personal growth.

Whether you're just starting out, or you're a seasoned CEO, this masterclass will give you the framework you need to break free from the operational grind and elevate yourself as a true leader.