In this episode of the Further Insights Podcast, host Andrew Schuster sits down with Greg Cangialosi, a serial entrepreneur and investor, for an engaging conversation about his journey through the worlds of email marketing, venture investing, community building, and health tech.

Greg shares his path from launching and selling Blue Sky Factory, a leading email marketing SaaS company, to co-founding Betamore, an entrepreneurial hub that shaped Baltimore’s startup scene. He also discusses his transition into healthcare technology with Twilight, a company dedicated to making life easier for caregivers of aging loved ones.

🔹 Topics Covered:

• The early internet days and how Greg built his first tech startup
• Lessons from bootstrapping and selling a company without venture capital
• How Betamore helped grow Baltimore’s startup ecosystem
• Insights from investing in and mentoring early-stage companies
• The role of AI in business and how it’s shaping healthcare
• The future of caregiving and why family health management needs innovation

This episode is a must-listen for founders, tech enthusiasts, and anyone navigating the healthcare system.

In this episode of Further Insights, host Andrew Schuster sits down with Dave Rather, the owner of Mother’s Grille, a Baltimore-area restaurant chain known for its vibrant atmosphere, sports culture, and legendary Purple Patio Ravens tailgates. Dave shares the journey of building a beloved local brand, navigating shifts in marketing from print ads to social media dominance, and adapting to modern restaurant technology.

From early advertising strategies to leveraging social media and launching their own podcast, Dave offers valuable insights for restaurant owners and entrepreneurs looking to grow their businesses in a rapidly evolving digital landscape. Plus, we dive into the future of hospitality, automation, and what’s next for Mother’s.

Tune in for an engaging conversation filled with actionable marketing advice, industry wisdom, and behind-the-scenes stories from one of Baltimore’s most recognizable restaurateurs.

🎧 Listen now and gain insights to fuel your business growth!

In Episode 3 of Further Insights, co-hosts Andrew Schuster and Alfonso Colasuonno are joined by David Alima, co-owner of The Charmery, Baltimore’s beloved small-batch ice cream shop. David shares how The Charmery has become more than just a dessert destination—it’s a community cornerstone, creating connections through unique flavors and unforgettable experiences.

📌 Topics Covered:

• The Charmery’s Origin Story: How David and his wife Laura turned their passion for ice cream into a thriving business.
• Flavor with a Story: The creative process behind crafting innovative, community-inspired ice cream flavors.
• Community-Centric Marketing: How The Charmery uses events, partnerships, and social media to strengthen local ties.
• Navigating Challenges: Lessons learned from operating a small business during economic ups and downs.
• The Power of Purpose: Why The Charmery is about more than ice cream—it’s about bringing people together.

🍦 Whether you're a small business owner, marketer, or just love a good entrepreneurial success story, this episode is packed with inspiring insights and practical takeaways.

🎧 Tune in for the scoop on building a business that’s both sweet and sustainable! 📥 Have questions or thoughts? Drop us a comment or connect with us on social media!

In this episode of Further Insights, host Andrew Schuster sits down with Jeremy Silbert, the Director of Marketing and Communications at Beth El Congregation of Baltimore. With a diverse career spanning over two decades, Jeremy brings a wealth of experience in public relations, crisis communications, and strategic marketing, including his time as a Public Information Officer for the Baltimore Police Department.

In this episode, we dive into:

• Jeremy’s Transition: How his journey from law enforcement to the faith-based community shaped his unique approach to communication.
• Crisis Communication Lessons: The key principles Jeremy learned from managing high-stakes situations and how they apply to modern marketing strategies.
• Building Community Trust: Tips on engaging diverse audiences authentically in both public safety and religious organizations.
• Content with Purpose: How Jeremy leverages storytelling to strengthen Beth El Congregation’s mission and grow its community.

Whether you're a marketer, communicator, or someone looking to bridge the gap between strategy and storytelling, Jeremy’s insights are a must-hear.

🎙️ Don’t miss this engaging conversation filled with actionable strategies for creating impactful communication in any industry.

In Episode 4 of Further Insights, we welcome Tom Starr, a Baltimore-based musician and the creative force behind the Tom Starr Band. Known for his dynamic performances and unique sound, Tom has built a loyal following in the competitive world of live music. This episode explores how artistry and marketing intersect to create a sustainable career in music.

In this episode, you’ll learn:

• Building a Brand as an Artist: How Tom balances authenticity with strategy to connect with his audience.
• Navigating the Local Scene: Insights into the challenges and opportunities of being a musician in Baltimore.
• Marketing for Musicians: Why storytelling, consistency, and community engagement are crucial for growing a fan base.
• The Creative Process: A behind-the-scenes look at how Tom approaches songwriting and collaboration with his band.

Whether you’re an artist, a marketer, or someone seeking inspiration from the intersection of creativity and business, this conversation offers valuable takeaways.

🎸 Get ready for an inspiring and down-to-earth discussion about music, marketing, and making it in a competitive industry.

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Guest Information: Tom Starr Musician, Tom Starr Band Baltimore, Maryland

Explore Tom’s music and upcoming events: Tom Starr Band Website

Subscribe to Further Insights for more conversations at the crossroads of creativity, strategy, and success!

Episode Summary

In this inaugural episode of Further Insights, co-host Andrew Schuster and Alfonso Colasuonno sit down with Sam Storey, Executive Director of the York Road Improvement District, to discuss the transformative power of local leadership and collaboration in fostering community development. Sam shares insights into how the Improvement District has revitalized the York Road corridor through innovative initiatives, grassroots partnerships, and a relentless focus on sustainability and equity.

This episode dives deep into the challenges and triumphs of urban improvement, providing actionable strategies for anyone looking to enhance their community, grow their local economy, or build sustainable partnerships between businesses and residents.

What You’ll Learn in This Episode:

1. York Road’s Journey: How the Improvement District is addressing long-standing challenges in Baltimore’s York Road corridor.
2. Leadership in Action: Sam’s approach to engaging stakeholders, including residents, businesses, and local government.
3. The Power of Data: Using community feedback and analytics to drive decision-making and prioritize impactful initiatives.
4. Innovative Programs: Key successes, like enhancing public safety, beautification projects, and initiatives that support local businesses.
5. Lessons for Change-Makers: Sam’s advice for leaders seeking to make a lasting impact in their communities.

Key Takeaways:

• Building trust is the foundation for effective community change.
• Public-private partnerships are essential to creating sustainable solutions.
• Small, visible wins can lead to bigger, systemic transformations.
• A community-driven approach ensures that initiatives address the real needs of residents and businesses.