Uploaded April 2026 | Updated September 2026, 3 weeks ago
Watch the full episode here: inspiredinsider.com/jimmy-speyer-interview
Jimmy Speyer is the Founder and CEO of GlassHouse, a company helping home service businesses generate high-quality leads through targeted, automated “digital door-knocking.” He built GlassHouse to solve a core industry challenge by enabling companies to create new demand instead of relying solely on inbound leads from ads and referrals.
With over 15 years in SaaS, including multiple CRO roles driving over $1B in enterprise value, Jimmy Speyer is known for scaling revenue teams and building smart go-to-market strategies. He’s also a strong advocate for blue-collar entrepreneurs, bringing practical insights into both tech-driven growth and real-world business challenges.
In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz sits down with Jimmy Speyer, CEO and Founder of GlassHouse, to discuss reinventing lead generation for home service businesses. They explore digital door-knocking, the three R’s of effective outreach, and building high-performing sales teams. Jimmy also shares how AI is shifting growth strategies and operational bottlenecks.
Watch the full episode here: inspiredinsider.com/jimmy-speyer-interview
Jimmy Speyer is the Founder and CEO of GlassHouse, a company helping home service businesses generate high-quality leads through targeted, automated “digital door-knocking.” He built GlassHouse to solve a core industry challenge by enabling companies to create new demand instead of relying solely on inbound leads from ads and referrals.
With over 15 years in SaaS, including multiple CRO roles driving over $1B in enterprise value, Jimmy Speyer is known for scaling revenue teams and building smart go-to-market strategies. He’s also a strong advocate for blue-collar entrepreneurs, bringing practical insights into both tech-driven growth and real-world business challenges.
In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz sits down with Jimmy Speyer, CEO and Founder of GlassHouse, to discuss reinventing lead generation for home service businesses. They explore digital door-knocking, the three R’s of effective outreach, and building high-performing sales teams. Jimmy also shares how AI is shifting growth strategies and operational bottlenecks.
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Ara Ohanian, a seasoned B2B SaaS and enterprise software leader, says businesses need better visibility into what inventory they should have in the future, not just what they have today. He highlights the importance of using predictive planning tools to help companies make faster decisions when demand shifts, supplier costs change, or disruptions hit the supply chain. The main impact is more efficient inventory management, fewer missed sales, and less working capital tied up in excess stock. Instead of relying on manual spreadsheets, businesses can use AI-powered insights to anticipate demand across warehouses, markets, and product categories. This gives mid-market companies a stronger chance to compete with larger enterprises that have historically had access to more sophisticated planning resources.
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In this episode… Organizations face a critical challenge: modernizing legacy systems without sacrificing speed, security, or flexibility. As AI transforms enterprise software development, how can businesses accelerate digital transformation while staying in control?
For Raveesh Dewan, an engineer, open-source advocate, and enterprise technology leader, the answer lies in combining low-code development with AI while keeping organizations in control of their technology. He highlights that simply automating inefficient processes only creates faster inefficiencies, making process improvement just as important as automation. From helping a telecommunications company replace a legacy ERP system in under nine months to enabling a hospice to digitize patient records and improve patient care, he demonstrates how visual application development can solve complex business challenges. Raveesh also explains the rise of vibe composition, the advantages of open-source platforms, and how reusable applications help organizations innovate more quickly without sacrificing governance or scalability.
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Enrico Palmerino is the Founder and CEO of Botkeeper, an AI-powered bookkeeping automation platform that helps accounting firms streamline and scale client accounting services. Under his leadership, Botkeeper developed Infinite, its core AI-powered platform for accounting firms, which was later acquired by Xendoo. Enrico leads Botkeeper’s mission to help accounting professionals automate manual tasks, improve accuracy, and build more scalable practices. He previously co-owned SmartBooks and co-founded ThinkLite, and he also serves on the board of Fidelity Bank, has advised Geisel Software, and is an investor and advisor to several tech companies.
In this episode… AI is transforming accounting, but the biggest shift is not just faster software — it is a new way for firms to serve clients, manage capacity, and stay competitive. As demand for bookkeeping rises and accounting talent becomes harder to find, how can firms use automation without sacrificing trust, accuracy, or control?
Enrico Palmerino, a serial entrepreneur and accounting technology innovator, believes AI should help firms scale their expertise rather than replace it. He highlights how Botkeeper evolved from solving his own bookkeeping pain points into a platform that helps accounting firms automate categorizations, reconciliations, journal entries, document workflows, and practice visibility. By moving from direct SMB services to a firm-focused model, Botkeeper gave accountants a way to improve margins, reduce manual work, and support more clients without overloading their teams. Enrico also explains why adoption depends on trust, showing firms that AI can strengthen client service while preserving ownership of the relationship.
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