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Founders Articles
How to scale your company in founder-mode by Scot Chisholm

Founders | October 13, 2024

How to scale your company in Founder Mode

What does this transition from founder mode 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.

5 steps to $100M in revenue

Founders, Ops | June 7, 2024

5 Steps to Scale to $100M & Beyond

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. 

The perfect bonus plan for any company

Founders, Leadership | May 17, 2024

The Perfect Bonus Plan for Any Company

Want highly-aligned, motivated employees? This article reveals a simple, transparent, and effective company-wide bonus plan that incentivizes individual and company performance. Learn how to calculate payouts, set goals, and foster a high-performance culture.

5 Calendar Rules I Can’t Live Without

Founders, Ops | April 19, 2024

5 Calendar Rules I Can’t Live Without

Control your calendar, control your leadership! This article shares five powerful rules to maximize productivity and reclaim your schedule. Discover how to prioritize deep work, optimize meetings, and achieve peak performance as a leader.

startup investors lie

Founders | April 5, 2024

Top 10 Lies Startup Investors Tell (and how to respond)

Seeking funding for your startup? This article reveals 10 common lies investors tell founders, from timelines and expertise to board seats and market excitement. Learn to spot the deception, ask the tough questions, and secure the right investment for your business

7 Startup Mistakes

Founders, Ops | March 22, 2024

7 [Non-Obvious] Mistakes That Kill Startups

Struggling to build a lasting startup? This article reveals seven "non-obvious" mistakes that can kill a startup, focusing on team dynamics and leadership. Learn how to foster focus, alignment, and motivation within your team to achieve sustainable growth.

Founders | February 16, 2024

My Top 7 Mistakes Raising $200M from Investors

Need to raise capital for your startup but feeling lost? This article reveals seven crucial fundraising mistakes to avoid, based on the author's experience raising $200 million in investments. Discover practical tips to secure funding and avoid common pitfalls, from pitching the wrong investors to neglecting due diligence preparation.

Founders, Leadership, Management | January 19, 2024

5 Rules to Master Delegation (& Do More of What You Love)

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

Founders | January 12, 2024

The Ideal Compensation Package for Any Founder

Stop Ramen-Noodle Living! This article explains how a founder's compensation package can impact their well-being and the success of their company. It provides a five-part framework for creating a package that incentivizes performance and prioritizes self-care.

Culture, Founders | January 5, 2024

How to Create Company Values People Actually Believe In

Want authentic company values? This article provides a seven-step guide to creating company values that people actually believe in, starting with personal values and involving a core team. It emphasizes actionable values over corporate jargon and provides examples for inspiration.

The best of startup founder advice in 202

Culture, Founders, Leadership, Management, Ops | December 29, 2023

My Top 50 Posts of 2023

It’s f’n hard to start something new. And this year was a stark reminder of just that! Nine months ago, I started posting content for startup founders on LinkedIn and Instagram, mainly to get a...

what a startup CEO actually does

Founders, Leadership | December 15, 2023

How to Become a Top 1% Startup CEO

This article provides a roadmap for startup CEOs to excel in their roles. It outlines essential leadership skills, emphasizing the importance of aligning company vision with daily operations, cultivating a high-performing team, and mastering financial planning. The article also highlights the CEO's responsibility in optimizing cash flow and effectively managing relationships with key stakeholders.

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