Digital Marketing Resources

For Small and Midsized Businesses

Digital Transformation for SMBs 

In today's competitive business landscape, many small and mid-sized companies find themselves trapped in a cycle of underperforming marketing efforts and missed growth opportunities. Your sales team is working harder than ever, yet lead generation remains a constant struggle. The digital marketing revolution has left many traditional businesses behind, struggling to connect their technology investments with tangible revenue growth.

Chief Outsiders understands the unique challenges faced by B2B sales-focused businesses across multiple industries. We've witnessed firsthand how fragmented marketing strategies and disconnected technology stacks can drain resources and derail growth potential. Our Digital Marketing Transformation series is designed to bridge this critical gap, turning your marketing function into a powerful revenue generation engine.

Imagine a world where your sales team focuses exclusively on closing deals, while a strategic digital marketing approach consistently fills your pipeline with high-caliber, qualified leads. Our comprehensive program goes beyond generic marketing advice, delivering practical, results-driven strategies tailored to businesses that have been left behind in the digital transformation journey. No matter which industry you are in, we'll help you unlock the full potential of digital marketing to drive sustainable, measurable growth.

eBook: Digital Domination or Disaster? A CEO's Guide to Avoiding Brand Irrelevance

Digital Marketing ebook cover

This e-book offers CEOs a strategic roadmap to digital marketing success in an era where 80% of buying decisions begin online. It cuts through digital complexity to deliver actionable frameworks for developing buyer personas, optimizing customer journeys, and implementing targeted digital strategies that drive measurable business growth.

Going beyond fundamentals, it provides practical approaches to performance marketing, SEO, and website optimization tailored specifically for SMBs with limited resources. Advanced sections cover Account-Based Marketing, essential marketing technology investments, and how AI can accelerate growth across each quadrant of Ansoff's Matrix—from penetrating existing markets to diversifying into new ones.

Written for the C-suite, this guide prioritizes business outcomes over technical details, helping executives transform digital marketing from a cost center into a powerful growth engine with strategies that deliver sustainable competitive advantage.

Download the eBook

Meet the Team

Webinar Series

Catch up on the full series

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Scaling for Success: Digital Transformation to Ensure a Winning Exit

Chief Outsiders CMO Sajal Sahay and CSO Paul Davison will highlight steps to drive revenue growth and operational efficiency and talk through how to integrate new Martech with existing company systems.

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AI for Business Owners: Practical Tools to Boost Growth & Engagement

Chief Outsiders' Angela Hill and Doug Bell walk through a hands-on, AI-powered approach to optimizing growth strategy and customer engagement.

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How CEOs Optimize Sales Tech Stacks to Drive Revenue

CMO Doug Reifschneider and CSO Mike Regnier explain in simple terms the foundational elements of a necessary Martech strategy equipping CEOs with an optimized tool-kit to attain growth goals.

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How Digital Marketing Assessments Drive Competitive Edge

Led by industry experts Jen Apy and Rob Talbot, this session uncovers how to optimize your digital marketing investments, avoid common pitfalls, and maximize ROI

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Accelerating Revenue Growth Through Digital Channels

The first session in our webinar series, led by Carol Eversen and Angela Hill, explores the crucial steps CEOs should take when their business growth is underperforming, focusing on the strategic use of digital marketing channels to drive leads.

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