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Ted Wolf

CEO of GuideWise, a Lancaster, Pennsylvania–based company that helps businesses implement artificial intelligence and build more intelligent, data-driven operating systems. He has extensive experience evaluating business processes, technology, and organizational scalability.

Top 10 podcasts with Ted Wolf

Ranked by the Snipd community
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13 snips
Jan 20, 2026 • 47min

I’m Looking for an Exit

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.
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13 snips
Nov 4, 2025 • 43min

I Thought It Was the Worst Day of My Life

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.
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12 snips
Jan 13, 2026 • 49min

Do Business Owners Really Want Balance?

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.
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11 snips
Sep 15, 2026 • 49min

You Just Lowered the Value of Your Business

Ted Wolf, CEO of GuideWise, helps businesses build smarter systems. Paul Downs, founder of a bespoke cabinetmaking company, champions craftsmanship and experience. Lena McGuire, CEO of Spoka Kitchen and Bath, brings a remodeling perspective. They debate whether AI can capture hard-won judgment, how much knowledge must be documented before succession, and whether rapid growth is opportunity or a threat to quality, control, and value.
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11 snips
Mar 17, 2026 • 46min

For Business Owners, It’s One Battle After Another

Ted Wolf, CEO of an AI implementation firm, Jay Goltz, veteran Chicago entrepreneur, and David C. Barnett, business broker and advisor, discuss how rapid AI adoption, rising energy and tariff risks, lenders demanding AI plans, and sales-tax surprises are reshaping owner decisions. They explore quick-payback tech investments, lending risk shifts, and spotting opportunities when competitors falter.
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11 snips
Oct 13, 2025 • 43min

Dashboard: You Probably Should Be Doing More with AI

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.
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10 snips
Jul 7, 2026 • 52min

What Do You Owe Your Employees?

Ted Wolf, CEO of GuideWise, shares exits and AI-for-business insights. Liz Piccarazzi, founder of CityBin, talks scaling a NYC-founded product and adding recurring service revenue. Jay Goltz, serial entrepreneur, offers long-term founder perspective on sales and employee fairness. They debate obligations to staff, equity and payouts, buyer choices, and how founders balance risk, gratitude, and practical realities.
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10 snips
Apr 28, 2026 • 49min

There’s Scope Creep Around Every Corner

Lena McGuire, CEO of Spoka Kitchen & Bath, shares remodeling stories where tiny changes balloon into big jobs. Ted Wolf, CEO of GuideWise, breaks down scoping AI projects and operational fixes. Jackie Russo, CEO of Brand Russo, explains retainer pricing and training teams to push back. They compare contracts, weekly updates, and when to take a hard line to protect margins and teams.
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10 snips
Feb 17, 2026 • 53min

Hot Seat: Three Owners, No Easy Answers

Ted Wolf, CEO of GuideWise, tech builder turned AI implementer. Jackie Russo, CEO of Brand Russo, agency leader and branding strategist. Kate Morgan, CEO of Boston Human Capital Partners, recruiter and fractional HR pro. They riff on hiring and talent readiness. They swap worst-job stories and resilience lessons. They debate crypto, smart ways to spend $10,000 on marketing, and whether agencies should hire other agencies.
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9 snips
Aug 18, 2026 • 44min

With My New Rent, I Will Clear Nothing

Ted Wolf, CEO of GuideWise, advises on AI and preparing companies for sale. Jay Goltz, serial small-business owner, offers practical leasing and pricing tips. Paul Downs, maker of high-end custom furniture, juggles export plans and tax/R&D choices. They debate responses to a 40% rent hike, whether to buy or move, how to evaluate a $30k Gulf test, and the tradeoffs of claiming an R&D credit.

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