This Will be a Hard Conversation: Knowing Who, When, and How to Fire

I will never forget the first time that I had to fire somebody. In the days, hours and minutes leading up to the meeting that morning, sleep was elusive, my heart was racing, my mind was completely incapable of focusing on anything else, and the sense of existential dread growing in the pit of myContinue reading “This Will be a Hard Conversation: Knowing Who, When, and How to Fire”

All Things Finance & Accounting: Managing Liquidity, Employee Financial Literacy, Capital Allocation, Macroeconomic Uncertainty, and Hiring Your First CFO

My Guest Nicholas Andrews is the Founder of Aspen Consulting Group, a company that performs finance, accounting, and operations consulting for a wide range of small and medium sized businesses. Aspen’s services include technical accounting, corporate finance, valuations, operations planning and M&A due diligence, among others. Prior to founding the Aspen Consulting group, Nick wasContinue reading “All Things Finance & Accounting: Managing Liquidity, Employee Financial Literacy, Capital Allocation, Macroeconomic Uncertainty, and Hiring Your First CFO”

The Biggest Temptation of a Software CEO

Listen to This Blog Post In his book, The Five Temptations of a CEO, author Patrick Lencioni discusses five areas in which CEOs tend to inadvertently prioritize the wrong things. These “temptations”, as he calls them, can lead to poor decision making at best, and can risk the very survival of the company at worst.Continue reading “The Biggest Temptation of a Software CEO”

All Things Hiring with Randy Street: Co-Author of “Who: The A-Method for Hiring” and Vice Chairman of ghSMART

My Guest Randy Street is Vice Chairman of ghSMART, a leading global consulting firm that helps CEOs, boards, and investors build valuable companies through hiring and developing world class leadership teams. During Randy’s tenure, ghSMART has grown tenfold, and has been ranked by Forbes as one of America’s Best Consulting Firms from 2017-2020. In collaborationContinue reading “All Things Hiring with Randy Street: Co-Author of “Who: The A-Method for Hiring” and Vice Chairman of ghSMART”

Verne Harnish: Founder of The Entrepreneurs’ Organization (EO), Author of “Scaling Up” and “Mastering the Rockefeller Habits”

My Guest Few people have done more for Entrepreneurs and CEOs than Verne Harnish: Verne is the founder of the world-renowned Entrepreneurs’ Organization (“EO”), a global network of entrepreneurs and CEOs that boasts over 16,000 members worldwide. For the past 15 years, Verne has chaired EO’s premiere CEO program, the “Birthing of Giants” held atContinue reading “Verne Harnish: Founder of The Entrepreneurs’ Organization (EO), Author of “Scaling Up” and “Mastering the Rockefeller Habits””

The Realities of Managing Extremely Rapid Growth

My Guest Anthemos Georgiades (or Anth, for short), is the founder and CEO of Zumper, an apartment rental platform based out of San Francisco that he founded in his second year at Harvard Business School in 2012. If anybody knows anything about running a rapidly growing company, it’s Anth. Consider this: Despite being founded lessContinue reading “The Realities of Managing Extremely Rapid Growth”

Rich Manders: Lessons from Founding, Growing, Buying, Selling, Coaching, and Investing in SMBs

My Guest Rich Manders Co-Founded and led iAutomation, a Massachusetts-based machine control and automation company, and grew the business from $0 to $90M in sales with 180 employees. After selling that business to The Riverside Company (a leading global Private Equity firm), Rich stayed on with the business, and alongside his partners at Riverside, grewContinue reading “Rich Manders: Lessons from Founding, Growing, Buying, Selling, Coaching, and Investing in SMBs”

Why Your Company Needs a Set of Core Values (or Why Yours May Not be Having an Impact)

Listen To This Blog Post Particularly in my early years as a CEO, I couldn’t help but roll my eyes whenever somebody suggested that I needed to codify and publish a set of core values for my company. Weren’t core values the tired, hollow, and meaningless platitudes that companies created simply because they felt theyContinue reading “Why Your Company Needs a Set of Core Values (or Why Yours May Not be Having an Impact)”

Building and Managing a World Class Product Management Discipline

My Guest Rich Mironov is one of North America’s preeminent Product Management thought leaders. He has spent 40 years in the software industry in numerous capacities, and currently acts as a Coach, Consultant, and Interim Executive for CEOs and Heads of Product across Canada and the United States, advising them on a diverse range ofContinue reading “Building and Managing a World Class Product Management Discipline”

Sales: Hiring, Onboarding, Compensating, Scaling & Supporting a World Class Sales Team

My Guest Dave Prusinksi is the Chief Revenue Officer at SafeAI, a hyper-growth silicon valley company in the autonomous vehicle space. Prior to his current role, Dave spent 10 years as the Executive Vice President of Sales and Marketing at FleetComplete, a technology provider to fleet-owning businesses around the world. Under Dave’s leadership, FleetComplete grewContinue reading “Sales: Hiring, Onboarding, Compensating, Scaling & Supporting a World Class Sales Team”