Growth Insights for CEOs

Outsider Insights | From Hustle to System: Why More CEOs Are Rebuilding Their Sales Function
Outsider Insights
Across Chief Outsiders, we talk to hundreds of CEOs every month. In this new series, we explore the trends and challenges we’re hearing from these discussions – and what you can do if you’re facing the same issues in your business.
Recent Posts

Shifting from a Founder-Led Business
Wed, Oct 30, 2024 — I recently sat down with Scott Alexander from Jairus Marketing for another insightful discussion about a topic that resonates deeply with both of us: shifting from a founder-led business to more sustainable business models. This is especially relevant for early-stage companies, particularly those in the healthcare sector where the CEO is vital as both the visionary and primary salesperson.

Winning the Budgeting Game in Healthcare Marketing, Part Two
Thu, Oct 24, 2024 — In the first part of this blog, my conversation with Scott Alexander from Jairus Marketing touched on some critical topics in budgeting for healthcare marketing, especially the need to re-think the planning process through a data-driven lens. In part two, we will talk about strategic investments and calculating ROI, while providing some actionable steps you can take to change your budgeting mindset and practice.

Digital Marketing Mastery: A CEO's Roadmap to Competitive Advantage
Thu, Oct 17, 2024 — In today's digital-driven business landscape, CEOs can no longer afford to take a hands-off approach to their company's marketing efforts. With over 80% of the modern buyer's journey happening online, a solid digital marketing strategy has become critical for driving growth and staying competitive.
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Maximizing Returns with AI-Enabled Selling – A Strategic Blueprint
Mon, Oct 14, 2024 — In the first two blogs of this three-part series, we introduced the concept of AI-enabled selling, the need for an integrated strategy, and a framework for mapping the myriad technologies available to the needs of the sales organization. We learned that the adoption of AI-enabled selling—the sophisticated merger of AI technologies with traditional sales processes—has become instrumental in transforming organizational sales approaches. With this foundation in place, we are in a better position to discuss the payback and chart a path forward that aligns with a company’s highest priorities.

Winning the Budgeting Game in Healthcare Marketing, Part One
Thu, Oct 10, 2024 — In today's competitive healthcare landscape, securing and effectively utilizing marketing budgets is crucial for success. However, traditional budgeting methods may not be sufficient today as the industry shifts from sales-heavy to marketing-focused strategies, and a plethora of data and analytics become available to help measure goal attainment. I recently spoke with Scott Alexander from Jairus Marketing about smart budgeting in today’s healthcare industry. We talked about how today’s budgets are complex, data-driven decision-making processes compared to the arbitrary and unscientific budget exercises of the past. Winning the budgeting game in healthcare requires understanding regulatory concerns, operational considerations, and clinical/hospital systems as critical pieces of the value analysis equation.

Mastering Digital Marketing: Key Strategies for SMB Growth
Fri, Oct 4, 2024 — In today's digital-first business landscape, CEOs and business owners of small and medium-sized businesses (SMBs) often find themselves grappling with the complexities of digital marketing. How can you ensure your marketing efforts drive real growth and provide a solid return on investment? In the first of our new Mastering SMB Digital Marketing webinar series, we explore essential digital marketing strategies to drive leads and sustain business growth. Moderated by Sajal Sahay, with marketing experts Carol Eversen and Angela Hill, read about key strategies and insights shared.

Navigating the AI-Enabled Selling Software Landscape
Thu, Oct 3, 2024 — There was a time not so long ago when the tools-of-the-trade for a salesperson were a Rolodex, a landline phone, and a pair of comfortable shoes. Not anymore. Rolodexes of relationships have been replaced by LinkedIn connections, landline phones by synchronized communication streams, and comfortable shoes by online meetings and note takers, all powered by artificial intelligence.

Healthcare Marketing: Getting Your Value Propositions Right, Part 2
Thu, Oct 3, 2024 — My last blog featured highlights from a recent conversation with Jairus Marketing CEO Scott Alexander. This conversation spotlighted the long-reaching benefits of compelling value propositions in healthcare marketing. For the second half of this topic, let’s explore how tailoring value propositions to specific audiences is essential for success in healthcare.

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.