Growth Insights for CEOs

When the Founder Is the Rainmaker: How to Scale Without Losing the Spark
In many founder-led businesses, the founder isn’t just the leader—they’re also the best (and often only) rainmaker. They land the big deals. They have the trusted relationships. They know the pitch inside and out because they are the pitch.
It works—until it doesn’t.
As the business grows, this model creates a bottleneck. Every new opportunity depends on one and only person. And it’s the same person every time. But there’s a downside. When that person is also responsible for running the business, mentoring the team, and shaping the vision, something eventually gives.
Recent Posts

20 AI-Powered Strategies to Supercharge Your SaaS Sales
Wed, Oct 2, 2024 — AI (artificial intelligence) is taking the entire technology sector by storm. And all SaaS vendors are adding AI functionality to their product offerings to stay competitive, as FOMO (Fear of Missing Out) syndrome takes hold. The same is happening in the SaaS industry; smart tools can help your sales and marketing team make better and faster decisions, plan, and craft a better customer service approach. As a SaaS CEO, CSO, or CMO, these solutions will open a whole new set of opportunities for growth, oversight, and measurement that can help you be a more prepared and better-informed leader.

CEOs Seeking Growth: Is Marketing Working for You or Against You?
Tue, Aug 28, 2018 — 10 Questions to Determine if Your Marketing Strategy Needs an Overhaul Most growing and mid-sized companies have some type of marketing function. It could consist of one person, a handful, or in some cases, many people. Some of these marketing teams are high-performing with obvious impact on the business. For others, the business impact of marketing is unclear.

Turning an Unknown Company into a Smoking Hot Startup
Wed, Aug 22, 2018 — How Chief Outsiders helped a technology company grow its quarterly bookings from $2K to $2M in its first year. Topline As a CEO or CMO of a young company with a shoestring budget you have plenty of choices, but not much room for error. This case study will explain how Leadcrunch found their way through strategic tradeoffs and increased their revenue by 1000% in less than a year. The key? Building a sustainable path to growth by balancing speed, quality, and the ability to scale.
Stay up-to-date with the latest from Chief Outsiders

Profitable, Recurring Revenue Streams – Part 4
Tue, Aug 15, 2017 — Transitioning Your Business Model to Grow Your Business-as-a-Service More and more companies are realizing that transitioning their businesses to as-a-Service models is the answer to driving higher growth, more profitable, and stable revenue streams. Welcome to the fourth and final part of this series: In Part 1 of this series, you learned how to know if it's time to think about embracing an as-a-Service model In Part 2 we dove deeper into what an as-a-Service model is and discovered how ready your company is to transition to one In Part 3 we touched on how to define strategic goals, position, and create a go-to-market plan that is most relevant to an as-a-Service offering. If you haven’t read the previous parts, you might want to take a quick look before returning here. In this installment, we will discuss the key metrics to track and capabilities to nurture to ensure you execute this transition successfully – along with a few tips and tricks I have learned (often the hard way) over the years.

Profitable, Recurring Revenue Streams - Part 2
Fri, Jul 7, 2017 — Transitioning Your Business Model to Grow Your Business-as-a-Service More and more companies are realizing that transitioning their business to an as-a-Service model is the answer to driving higher growth and more profitable and stable revenue streams. In Part 1 of this article series, you learned how to know if it's time to think about embracing an as-a-Service model.

Profitable, Recurring Revenue Streams
Thu, Jun 15, 2017 — Transitioning Your Business Model to Grow Your Business-as-a-Service If you are the CEO of a company selling products or services to other businesses, you are probably constantly looking for new sources of growth. It’s frustrating when your company is not able to realize its growth potential. Sometimes the issue involves understanding customers or markets better. In other cases it’s about changes to a marketing strategy or execution plan. But sometimes the solution involves changing the core business model of your product or service (or completing a change that you already began).

The CMO is Dead
Wed, Jun 7, 2017 — Long Live the CMO (as a Service)! We all know that the Chief Marketing Office (CMO) role has been under increasing pressure. Average tenures are short (and getting shorter) as CEOs more quickly become impatient when their organizations are not able to achieve their visions for growth. In this era of digital marketing, CMOs are no longer ‘off the hook’ for producing real, measurable results.