🚀 In this episode, we sit down with Jenelle Cruz, owner of a stunning historic vegan bed & breakfast in Northeastern Washington. From leaving a 15-year career as a registered dietitian to restoring a former convent built in 1873, Jenelle shares her journey into hospitality, sustainable living, and creating a destination experience rooted in nature, history, and plant-based living.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Jenelle Cruz – Innkeeper & Former Registered Dietitian

Jenelle Cruz is the owner and operator of Gardenview Estate Bed & Breakfast, a historic vegan inn in northeastern Washington State. Built in 1873, the estate has served as Saint Francis Regis Mission, Sacred Heart Academy, and Lady of the Valley Convent. Jenelle, a former registered dietitian, restored the property and now welcomes guests seeking nature, history, and plant-based living near the Great American Rail Trail and Pend Oreille Wildlife Refuge.

💡 What You’ll Learn:

✔️ How Jenelle transitioned from healthcare to hospitality

✔️ The history behind a former convent turned B&B

✔️ Creating a vegan guest experience (even for non-vegans!)

✔️ Marketing and managing a rural destination property

✔️ The realities of running a B&B solo

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Jenelle Cruz:

🌐 Website → https://www.gardenviewestatebnb.com/

🌐 Website → https://www.wanderwithwonder.com/gardenview-estate-vegan-inn-washington-boutique-inn/ 

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, Craig Della Penna sits down with Glenn Pransky, President of the Mass Central Rail Trail Alliance, to explore the transformative power of rail trails. From Glenn’s early cycling adventures to his leadership in developing a 100-mile trail across Massachusetts, this conversation dives into how bike tourism revitalizes communities, boosts local economies, and improves public health. Learn what it takes to plan a successful cycling trip, overcome opposition to trail development, and why long-distance rail trails are shaping the future of travel and recreation.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Glenn Pransky – President, Mass Central Rail Trail Alliance

Craig Della Penna is a pioneering Realtor and nationally recognized rail-trail advocate, and the host of Roads Less Travelled. As the first U.S. Realtor to specialize exclusively in properties along scenic rail-trail corridors, Craig blends his expertise in real estate with decades of experience transforming “dead” railroads into thriving community assets. A former New England organizer for the Rails-to-Trails Conservancy, he has delivered over 1,200 lectures in 21 states, authored five books, and was hailed by Ride Magazine as the most effective rail-to-trail advocate on the Eastern Seaboard.

💡 What You’ll Learn:

✔️ How rail trails transform local economies and communities

✔️ Essential tips for planning a stress-free bike touring trip

✔️ The history and growth of bike tourism in the U.S.

✔️ Common challenges in trail development—and how to overcome them

✔️ The public health and environmental benefits of cycling infrastructure

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Glenn Pransky:

🌐 Email → [email protected]

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, we sit down with Mike Kowalczyk to explore how grassroots efforts are transforming abandoned rail corridors into thriving trail networks across New Hampshire and beyond. From overcoming community resistance to building cross-state partnerships, Mike shares how small wins, collaboration, and persistence are turning vision into reality—connecting towns, boosting tourism, and preserving history along the way.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Mike Kowalczyk – Rail Trail Advocate & Project Leader

Mike Kowalczyk is the founder and president of the Monadnock Region Rail Trail Collaborative, leading efforts to rehabilitate and connect nearly 100 miles of rail trails across southwest New Hampshire and into Massachusetts and Vermont. Since retiring from a career in project management in 2017, Mike has become a key advocate for trail development, serving as chair of the Swanzey Rail Trail Advisory Committee, board member of the New Hampshire Rail Trail Coalition, and member of the Rails-to-Trails Conservancy.

💡 What You’ll Learn:

✔️ How to turn community resistance into support

✔️ The “remove the excuses” mindset for progress

✔️ How small trail projects lead to big regional impact

✔️ The importance of cross-state collaboration in trail networks

✔️ How rail trails boost tourism, community, and local economies

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Mike Kowalczyk:

🌐 Website → https://monadnockrailtrails.org/

📘 Facebook → https://www.facebook.com/p/Monadnock-Region-Rail-Trail-Collaborative-100083745592629/

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, we explore how cooperative living and sustainable business models are reshaping modern communities. Featuring Alex Jarrett and Daniel Trenner, the conversation dives into co-living, intergenerational housing, human-powered transportation, and the future of community-centered living. Learn how these innovative approaches address affordability, reduce environmental impact, and combat social isolation.

🎧 Hosted by: Craig Della Penna

👤 Guest:

🏡 Alex Jarrett – Co-Founder of Pedal People Cooperative & City Council President

Alex Jarrett is the co-founder of Pedal People Cooperative, a worker-owned business in Northampton, Massachusetts that hauls trash, recycling, and compost by bicycle with trailers carrying up to 300 pounds. Since its founding in 2002, Pedal People has become a model for sustainable, human-powered urban transport. In addition to his work with the co-op, Alex shares insights on cooperative business models, community sustainability, and innovative solutions for reducing reliance on fossil fuels.

🏡 Daniel Trenner – Professional Dancer & Co-Living Innovator

Daniel Trenner is a professional dancer, celebrating his 50th year in dance in 2026. He toured full time performing and teaching in the 80s and 90s. During his travels he was a guest in a number of multigenerational households, which inspired him to create a new kind of living arrangement back home in Florence, MA. In 2008, he purchased and renovated a home to support intergenerational co-living — where in place of blood family, he has built an intentional, non-blood household. Over 17 years, more than 100 residents have shared in the experience.

💡 What You’ll Learn:

✔️ How cooperative living models create stronger communities

✔️ The benefits of human-powered, low-carbon business systems

✔️ How intergenerational housing combats loneliness and supports aging

✔️ Key challenges in co-living (insurance, zoning, financing)

✔️ Practical strategies for building successful shared living environments

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Alex Jarrett:

🌐 Website → http://weatherbeard.com/flo-op

🌐 Website → http://sharett.org/

🌐 Website → http://pedalpeople.coop/

💼 Connect with Daniel Trenner:

🌐 Website → https://danieltrenner.com/

📘 Facebook → https://www.facebook.com/search/top?q=daniel%20trenner

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, we sit down with Jeff Anzevino, Director of Land Use Advocacy at Scenic Hudson, to explore how rail trails are reshaping communities across the Hudson Valley. From abandoned railroads to thriving public spaces, Jeff shares how projects like Walkway Over the Hudson and the Empire State Trail are driving economic growth, tourism, and community connection.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Jeff Anzevino – Director of Land Use Advocacy
Jeffrey Anzevino, AICP is the Director of Land Use Advocacy at Scenic Hudson, where he advances resilient, sustainable riverfront development and expands public access to the Hudson River. He manages key projects like the Westchester RiverWalk extension under the Governor Mario M. Cuomo Bridge and co-authored Revitalizing Hudson Riverfronts, which earned a U.S. EPA Environmental Quality Award. A certified planner and adjunct instructor at Marist College, Jeff blends his professional expertise with a lifelong passion for cycling, photography, and the Hudson River.

💡 What You’ll Learn:

✔️ How rail trails evolved from abandoned railroads into connected regional systems

✔️ The three phases of trail development: segments → connections → community integration

✔️ How trails boost local economies and revitalize small towns

✔️ The role of zoning, planning, and public perception in trail success

✔️ Why trails act as “third places” that strengthen community and well-being

🎮 Watch now for expert insights!

🎵 Whether you're an investor, planner, or outdoor enthusiast, this episode offers valuable insights!

💼 Connect with Jeff Anzevino:

🌐 Website → https://www.scenichudson.org/🌐 Website → https://walkway.org/📸 Instagram → https://www.instagram.com/jeffrey_anzevino/🔗 LinkedIn → https://www.linkedin.com/in/jeffrey-anzevino-aicp-he-him-his-2200499a/

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://tinyurl.com/AboutXNHTrail

🌐 Website → https://www.xnhat.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/

📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 Marianne Borowski joins us to discuss the 83-mile Cross New Hampshire Adventure Trail and its rise as a top cycling route in New Hampshire. Learn how this trail connects communities, boosts cycling tourism, and transforms Northern New Hampshire into an emerging outdoor destination..

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Marianne Borowski – Trail Developer & Outdoor Recreation Advocate

Marianne Borowski is the President and Founder of the Cross New Hampshire Adventure Trail and Vice President of the New Hampshire Rail Trails Coalition. A former protein biochemist during the early years of biotech, she shifted careers after moving to Mt. Washington Valley in 2003, becoming a cross-country ski instructor, later director of the Jackson Ski Touring Foundation ski school, and now a member of its Board of Directors. Today, she focuses on restoring, maintaining, and connecting rail trails across New Hampshire. An avid cyclist, Marianne has also biked across the U.S.

💡 What You’ll Learn:

✔️ How the Cross New Hampshire Adventure Trail was created

✔️ The benefits of rail trails for tourism and local economies

✔️ How to balance multi-use trails (bikes, ATVs, snowmobiles)

✔️ The importance of community partnerships and local businesses

✔️ Trail surface innovations that improve durability and accessibility

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Marianne Borowski:

📘 Facebook → https://facebook.com/crossnewhampshire

📸 Instagram → https://instagram.com/crossnewhampshire

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://tinyurl.com/AboutXNHTrail

🌐 Website → https://www.xnhat.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, we sit down with Kurt Gaertner, Assistant Secretary of Environmental Policy at the Executive Office of Energy and Environmental Affairs, to explore how Massachusetts is leading the way in trail development. From the growth of the Mass Trails initiative to the vision behind long-distance rail trails like the Mass Central Rail Trail, Kurt shares insights on funding, environmental impact, equity, and the future of bike tourism.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Kurt Gaertner – Environmental Policy Leader

Kurt Gaertner is the Assistant Secretary for Environmental Policy at the Executive Office of Energy and Environmental Affairs (EEA). In this role, he oversees land use, land conservation, water resource, and other environmental policies and programs designed to address climate change, promote sustainable development, and reduce resource consumption. He also represents the Executive Office on the MassTrails Team and has managed major projects through the Gateway City Parks Program, advancing public access and outdoor connectivity across Massachusetts.

💡 What You’ll Learn:

✔️ How Massachusetts prioritizes trail development at the state level

✔️ The impact of the Mass Trails initiative and recent milestones

✔️ How trails support environmental and transportation goals

✔️ Funding opportunities and resources for local trail projects

✔️ The future of long-distance trails and bike tourism in New England

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Kurt Gaertner:

🌐 Website → https://www.mass.gov/

🔗 LinkedIn → https://www.linkedin.com/in/kurt-gaertner-13b245139

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, hospitality expert David Mayfield shares powerful insights on growing and optimizing small lodging businesses. From dynamic pricing strategies to leveraging OTAs and building a regional hospitality network, this conversation explores how entrepreneurs can create thriving bed & breakfast ecosystems—especially in emerging tourism corridors like central Massachusetts.

🎧 Hosted by: Craig Della Penna

👤 Guest:

🏡 David Mayfield – Hospitality Business Expert, Licensed Pilot & Real Estate Investor

David Mayfield is a hospitality business expert, licensed pilot, and real estate investor with over 17 years of industry experience. He has helped improve the performance of more than 2,200 properties, focusing on increasing occupancy, optimizing property management, streamlining operations, and elevating guest experience. Through his strategic guidance, David helps hospitality businesses grow efficiently and implement solutions that drive long-term success.

💡 What You’ll Learn:

✔️ How dynamic pricing can significantly increase revenue for small properties

✔️ What OTAs (Online Travel Agencies) are and how to use them effectively

✔️ Why building your own brand and direct booking system is critical

✔️ How to create a regional bed & breakfast association for growth

✔️ Marketing strategies that actually work for small hospitality businesses

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with David Mayfield:

📘 Facebook → https://www.facebook.com/resnexus

📸 Instagram → https://www.instagram.com/resnexus/

🔗 LinkedIn → https://www.linkedin.com/company/resnexus/

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/

📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, trail advocate Don Burn shares decades of experience working to transform historic rail corridors, trolley lines, and aqueduct routes into modern shared-use trails. From his early exposure to the Illinois Prairie Path to championing trail networks in Massachusetts, Don explains the challenges of navigating utilities, working with state agencies, and convincing communities and developers to support trail connectivity. This conversation explores why trails should be designed as networks—not isolated paths—and how persistence, community engagement, and long-term vision can turn ambitious ideas into lasting public infrastructure.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 Don Burn – Rail Trail Advocate & Retired Computer Consultant

Don Burn is a retired computer consultant and early supporter of the rail-to-trail movement. As a child, he explored the abandoned Chicago Aurora & Elgin electric rail line that later became the Illinois Prairie Path, where he met May Watts, the trail’s original proposer. After moving to Massachusetts, Don settled along the former Boston & Worcester Air Line Trolley corridor and began advocating in the early 1990s for its conversion into a shared-use trail. Over the years, he has worked with state agencies, businesses, and municipalities to advance trail projects, contributing concept plans, feasibility studies, and advocacy papers that continue to shape local trail development.

💡 What You’ll Learn:

✔️ How to develop trails on incomplete or complex rights-of-way

✔️ Why trail systems should be designed as networks, not isolated routes

✔️ Strategies for working with utilities, municipalities, and developers

✔️ How advocacy, planning studies, and community education drive trail projects

✔️ Lessons learned from decades of rail-trail development and activism

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with Don Burn:

🌐 Email → [email protected]

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/
📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, longtime trail advocate George Eckert shares the story behind the development of the Natick rail trail in Massachusetts. From childhood memories walking old railroad tracks to decades of community advocacy, George discusses how local partnerships, grassroots efforts, and persistence helped turn a dormant rail corridor into a thriving community trail. The conversation explores the challenges of negotiating with rail companies, the role of friends groups and corporate partners, and how trails can transform transportation, recreation, and local economies.

🎧 Hosted by: Craig Della Penna

👤 Guest:🏡 George Eckert – Rail Trail Advocate & Community Leader

George Eckert is a Vermont-based professional with a multifaceted career encompassing real estate, bed and breakfast operations, and rail trail development. He has been actively involved in discussions about accommodations near the Lamoille Valley Rail Trail, particularly in the context of planning cycling trips with bed and breakfast stops along the route. Eckert has also contributed to community engagement efforts related to the rail trail, including discussions about trail repairs and access improvements.

💡 What You’ll Learn:

✔️ How George’s early experiences with railroad corridors sparked a lifelong passion for trails

✔️ The behind-the-scenes process of converting dormant rail lines into community trails

✔️ The importance of advocacy groups, partnerships, and community engagement

✔️ Creative initiatives like New Year’s celebrations and early “rustic trail” openings

✔️ How rail trails evolve from recreation paths into vital transportation networks

🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!

💼 Connect with George Eckert:

📸 Facebook → https://www.facebook.com/george.eckert.1238

🎧 Follow Craig Della Penna:

🌐 Website → https://www.greenwaysolutions.org/

🌐 Website → https://www.northamptonrealtor.com/

🌐 Website →https://www.sugar-maple-inn.com/

📷 Instagram → https://www.instagram.com/craigdp413/

🔗 LinkedIn → https://www.linkedin.com/in/craigdp/

📌 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/