Ted Wolf

Ted Wolf, CEO of GuideWise and former IT staffing entrepreneur, shares his incredible journey of bouncing back from a significant business setback when a key employee took 40% of their revenue. This disaster led him to rethink leadership and profit-sharing. He emphasizes the importance of managing the human side of AI adoption, discussing whether small businesses should retrofit existing tech or start anew. Alongside Jennifer Caron, they explore practical AI applications and advise on strategic integrations for smooth transitions in small businesses.

Mel Gravely, the seasoned Chairman of Triversity Construction, joins Ted Wolf, CEO of GuideWise, and Lena McGuire, CEO of Spooka Kitchen and Bath, to explore the elusive concept of balance in entrepreneurship. They candidly discuss whether business owners genuinely desire work-life balance or if it’s merely an expectation. Mel challenges the notion that family time is preferred over work, while Lena emphasizes personal happiness as a priority. They highlight the cyclical nature of business demands and the necessity of redesigning life for mental and emotional health.

Ted Wolf, experienced entrepreneur and co-founder of GuideWise, shares insightful AI strategies for businesses of all sizes. He discusses the common pitfalls of AI pilots and emphasizes the importance of partnership and governance. Ted offers practical steps for small businesses to start their AI journey, including using ChatGPT for immediate SWOT analyses against competitors. He highlights the vital role of training and trust-building to overcome employee resistance while cautioning against sharing sensitive data on public platforms.

Liz Piccarazzi, CEO of CityBin, shares her struggle with AI adoption amidst a $400,000 tariff bill, while Jaci Russo, CEO of Brand Russo, boasts about her successful integration of generative AI that generates ten vetted leads daily. Ted Wolf, an AI consultant, stresses the importance of documentation in AI workflows. The trio reflects on a challenging year, with Jaci lamenting a failed hire and Liz humorously acknowledging the reliability of New York City's trash. Together, they navigate the complexities of AI in their businesses.

In this insightful discussion, Kate Morgan, CEO of Boston Human Capital Partners and newly published author, explores her desire for a strategic exit after years of tough conditions. She shares her previous near-sale experience while David C. Barnett and Ted Wolf weigh in with practical advice on selling strategies and publishing journeys. They discuss the pitfalls of selling, the importance of quality-of-earnings, and the emotional challenges post-exit. Additionally, the trio dives into their unique publishing experiences, highlighting contrasting methods and outcomes.