How I Became an Accidental Entrepreneur

Jessica Moody never planned to become an entrepreneur. After years of helping organizations, creatives, and small businesses build stronger systems, clearer workflows, and sustainable operations, an unexpected career transition forced her to rethink where her value lived.

In this honest conversation, Jessica shares how she quickly launched Caboodle Solutions without having every detail figured out first. From pricing your expertise to overcoming the pressure to appear “ready,” this session explores the messy, practical reality of building something new from the skills you already have.

Jessica Moody is the founder of Caboodle Solutions, a Birmingham-based consulting business focused on operations, systems, and sustainable growth for small businesses and nonprofits. With more than a decade of leadership experience in the nonprofit and creative economy sectors, Jessica has built a reputation for helping organizations untangle messy processes, strengthen infrastructure, and create systems that actually work for real people.

Today, she works with clients across website strategy, workflow design, project management, communications, and operational support—helping organizations prepare not just to survive, but to grow well.

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