Career Paths for Startup Employees – Addressing the Need with a Two-Track System

Why is management career track the only way for people to truly move up? I am not the only one who lost gifted salespeople, marketers, engineers, and other subject matter experts to "management." Some burned out and left companies (often for the non-management roles),...

The Sales Pods – Structuring Teams for the Best Collaborative Selling Performance

The average tenure of sales leader in SaaS and tech hovers right around 18 months. One or two bad quarters, regardless if there were macro issues or marketing stumbled - off you go! That never sat well with me because I started my career in sales as a talent agent in...

North Star and Hero KPIs of SaaS

While ARR is our "north star" KPI, it is an imperfect measure of progress, success, or company value. ARR does not tell the full story because it only shows quantity and not the quality of the revenue. As an operator, I rely on what I call "hero KPIs" to guide the...

The Future of Knowledge Work and the Post-Pandemic Workplace

It has been a year since the Black Swan event of the COVID-19 pandemic started shaking industries to the core. None of us have a crystal ball and can predict the future, but we must develop our thesis and get in action. Don't let a good crisis go to waste....

Leadership Lessons I Learned at My Father’s Funeral

While it has been two decades since I lost my father, I still think a lot about the lessons he taught me. He was an incredible role model and shaped my views on being a father, husband, leader, businessman, and decent human. Two days of my life are deeply seared into...

The Hardest Skill To Master – Empathy

Any growing venture is hard. It does not have to be a startup, it could be a lifestyle or a mid-size business. The faster the growth, the more extreme are the swings and tensions. It is way too easy to lose sight of what matters, end up with agenda, and kill your...

When Is the Right Time to Hire an Operations Executive (COO, CFO, or VP of Operations)

The day-to-day execution and administration of a business often take an excessive amount of time, so the primary reason to augment your team with an Operations Executive is to maximize your CEO and other co-founders' contribution to the enterprise. I firmly believe...

7 Rules for How to Sell to “Darth Vader”

Before an incredible mentor helped me discover my love for the craft of operations, I started my sales career as a talent agent in the entertainment industry. Some of us have it, and some of us do not. Hence I discovered I was much more effective at figuring out how...

Defining the Difference Between (Business) Operations and Technology Operations

NOTE: please see an updated article, "What do operations people do," outlining differences between business, technology, people, sales, and marketing operations. I have been in the craft of operations for two decades already. I have run ops in SaaS companies, digital...

Parenting and Startups – Struggles, Biases, Lessons Learned

After eight years of parenthood, as I am updating this post, I can say nothing can truly prepare you for being a new parent and entrepreneur. Just the new role of a parent is hard enough, yet many of us are also building companies and careers simultaneously. The...