Roads Less Travelled

🚀 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 DietitianJenelle 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 AllianceCraig 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 LeaderMike 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 PresidentAlex 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 InnovatorDaniel 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 AdvocacyJeffrey 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 AdvocateMarianne 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 LeaderKurt 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 InvestorDavid 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 ConsultantDon 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 LeaderGeorge 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/

🚀 In this episode, host Craig Della Penna sits down with Lindsay Barron Labonte, a top-ranked mortgage professional with over 19 years of experience and Branch Manager of the Applied Mortgage Team at HMA Mortgage in Northampton, Massachusetts.Lindsay shares insights into why Western Massachusetts has become a desirable lifestyle destination for homebuyers, how today’s competitive housing market has transformed mortgage strategies, and the innovative programs lenders are using to help buyers compete against cash offers.The conversation also explores the rise of renovation loans, accessory dwelling units (ADUs), and how strong community involvement, local businesses, and rail trails shape the regional housing market. Lindsay explains how her team goes beyond traditional lending by building long-term relationships and supporting local nonprofits, businesses, and economic development.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Lindsay Barron Labonte – Mortgage Professional & Branch ManagerLindsay Barron LaBonte is a top-ranked mortgage professional with over 19 years of experience. As Branch Manager of the Applied Mortgage Team at HMA Mortgage in Northampton, MA, she has helped thousands achieve homeownership. Recognized as a Scotsman Guide Top 1% Woman Originator and featured in Mortgage Banking Magazine’s “Powerful Women in Mortgage Banking,” Lindsay also hosts the Real People, Real Estate podcast and serves on the board of the United Way of Franklin and Hampshire County.💡 What You’ll Learn:✔️ Why Western Massachusetts is attracting more homebuyers and relocations✔️ How buyers can compete in today’s competitive seller’s market✔️ The role of rail trails, local businesses, and culture in shaping housing demand✔️ Innovative mortgage strategies like platinum pre-approvals and cash buyer programs✔️ How community involvement strengthens both housing stability and local economies🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!💼 Connect with Lindsay Barron Labonte:🌐 Website → https://www.hmamortgage.com/🎧 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 powerful and deeply personal episode, we sit down with longtime civic leader Dan Fitzpatrick, whose decades of service helped shape modern Belchertown. From transforming the school system and managing explosive population growth to leading one of Massachusetts’ most controversial rail trail battles, Dan shares behind-the-scenes stories of leadership, resistance, and perseverance.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Dan Fitzpatrick – Educator & Civic LeaderDan Fitzpatrick is a seasoned public administrator with extensive experience in local government leadership. He served as the Town Manager of Needham, Massachusetts, where he was recognized for his innovative approaches, including the implementation of outdoor Town Meetings during the COVID-19 pandemic. Fitzpatrick has been actively involved in professional organizations, serving on the leadership advisory board and credentialing advisory board of the International City/County Management Association (ICMA). He also co-founded Massachusetts Women Leading Government and served as president of the Massachusetts Municipal Management Association from 2009 to 2010. His contributions to local governance have been acknowledged through various awards and recognitions.💡 What You’ll Learn:✔️ How Belchertown grew from 4,500 to 15,000 residents✔️ The inside story of building three new schools✔️ Why the rail trail vote narrowly failed — and what happened next✔️ The challenges of leading during community division✔️ How long-term vision transforms rural towns🎵 Whether you're an investor, agent, or community leader, this episode offers valuable insights into vision-driven development and local governance.💼 Connect with Dan Fitzpatrick:🌐 Website → https://www.facebook.com/daniel.fitzpatrick.733/🎧 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 powerful episode, host Craig Della Penna sits down with longtime community leader Cynthia Allen Bourcier to discuss the future of Ware, Massachusetts. From rural healthcare reform and the repurposing vision for the former Mary Lane Hospital site to the expansion of the Mass Central Rail Trail, Cindy shares how volunteers shape the destiny of small towns. With over 40 years of nonprofit leadership experience, she reveals why stepping up matters, how persistence drives change, and what’s next for Ware’s renaissance.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Cynthia Allen Bourcier – Nonprofit Leader & Community Development AdvocateCynthia Allen Bourcier has over 40 years of experience in nonprofit leadership and community development. She has volunteered with organizations focused on parks and recreation, elder care, food access, and downtown revitalization in Ware, Massachusetts. Cynthia has served on multiple boards, helped lead Main Street business renewal efforts, and supported local initiatives such as the Friends of Mary Lane Hospital. She holds a B.A. in Management Science and has a professional background in operations project management.💡 What You’ll Learn:✔️ Why volunteer leadership is essential for small town survival✔️ The vision for redeveloping the former Mary Lane Hospital site✔️ How rural healthcare funding could transform Central Massachusetts✔️ The next steps for the Mass Central Rail Trail expansion in Ware✔️ How persistence and community advocacy shape long-term success🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!💼 Connect with Cynthia Allen Bourcier:🌐 Website → https://www.facebook.com/p/Friends-of-the-Mary-Lane-Hospital-61557358145959/🎧 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 energizing episode, Craig Della Penna sits down with Peter Sutton, Bicycle and Pedestrian Program Coordinator at MassDOT, to explore the future of rail trails, active transportation, and statewide collaboration. From the 25th Annual Moving Together Conference to the ambitious expansion of the Mass Central Rail Trail, Peter shares how Massachusetts is transforming infrastructure to support biking, walking, and transit. We dive into funding breakthroughs, interagency partnerships, economic impact, cross-state trail connections, and what it will take to complete the most complex trail gaps left in the Commonwealth.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Peter Sutton – Bicycle & Pedestrian Program Coordinator, MassDOTPeter Sutton is the Bicycle and Pedestrian Program Coordinator at the Massachusetts Department of Transportation (MassDOT), based in Boston. In this role, he leads statewide initiatives to enhance walking and biking infrastructure, aiming to create a safer and more equitable transportation network. Sutton co-chairs the Massachusetts Bicycle and Pedestrian Advisory Board and chairs the "Moving Together" conference, which focuses on advancing non-motorized transportation. He has been instrumental in expanding shared-use paths across the state, contributing to the addition of 15 miles of such paths in 2024 alone. Sutton is also actively involved in community engagement, volunteering with walking and biking groups, and has cycled nearly every greenway from Provincetown to Williamstown. 💡 What You’ll Learn:✔️ Key takeaways from the 25th Annual Moving Together Conference✔️ How the Mass Trails Team breaks down silos between state agencies✔️ The economic impact and future of the Mass Central Rail Trail✔️ Why “Complete Streets” policy is reshaping Massachusetts infrastructure✔️ How advocates and residents can influence trail projects through public engagement🎵 Whether you're an investor, agent, advocate, or community leader, this episode offers powerful insight into the economic and cultural transformation happening along Massachusetts’ trail corridors.💼 Connect with Peter Sutton:🌐 Website → https://www.mass.gov/orgs/massachusetts-department-of-transportation📸 Instagram → https://www.instagram.com/massdotinfo💼 LinkedIn → https://www.linkedin.com/company/massachusetts-department-of-transportation🎧 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 inspiring episode, we sit down with Brian Sutton—former emergency physician, medical director, and founder of his own occupational health clinic—to explore his remarkable journey from hospital medicine to cycling across America on the Great American Rail Trail. From riding through Yellowstone and battling headwinds in Montana to launching his FAA aviation medical examiner practice in Westfield, Brian shares powerful insights on resilience, reinvention, and the life-changing impact of active living.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Brian Sutton – Emergency Physician & Founder of Westfield Occupational Health ClinicDr. Brian Sutton is a lifelong Western Massachusetts resident and graduate of Fairfield University and the University of Massachusetts Medical School. He spent 22 years as an emergency physician at Noble Hospital before serving five years as Medical Director for Baystate Health Urgent Care. Now the founder of his own occupational health clinic in Westfield, Dr. Sutton continues to blend his medical expertise with a passion for wellness and active living. An avid cyclist, he completed a cross-country ride along the Great American Rail Trail in 2023.💡 What You’ll Learn:✔️ Why emergency medicine is “a young person’s game” and how Brian transitioned careers at 55✔️ The logistics, challenges, and realities of biking 50–60 miles a day across 14 states✔️ The health science behind daily exercise and cardiovascular longevity✔️ How rail trails revitalize communities and drive economic development✔️ Lessons from Yellowstone wildlife encounters, RV support crews, and gravel road survival🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!💼 Connect with Brian Sutton:🔗 LinkedIn → https://www.linkedin.com/in/brian-p-sutton-md-facep-148b2284/🎧 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 filmmaker Tom Adam, founder of  Reelife  Documentary Productions, to explore the intersection of storytelling, rail trails, biking culture, and community transformation. From analog tape decks to digital filmmaking, and from grassroots trail advocacy to cross-country bike adventures, this conversation highlights how media and movement shape thriving communities.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Tom Adams – Founder & Director,  Reelife Documentary ProductionsTom Adams is the Founder and Director of Reelife Documentary Productions, creating educational and socially impactful media since 1996. A three-time Telly Award winner with over 30 years of experience, he has produced films for PBS, museums, and nonprofits, and directed more than 300 TV commercials. Based in Williamsburg, Massachusetts, Tom holds a B.A. in Communications from UMass Amherst.💡 What You’ll Learn:✔️ How to align creative passion with paying clients✔️ The evolution from analog videotape to modern digital production✔️ The economic and cultural impact of rail trails in Massachusetts✔️ Lessons from town meeting controversies and community votes✔️ The rise of bike tourism and long-distance trail adventures🎵 Whether you're an investor, agent, or homebuyer, this episode offers valuable insights!💼 Connect with Tom Adams:🌐 Website → https://www.reelifeproductions.com/📘 Facebook →https://www.facebook.com/reelife📷 Instagram → https://www.instagram.com/reelife_productions/🔗 LinkedIn → https://www.linkedin.com/in/tomadams2/🎧 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 powerful and inspiring episode, host Craig Della Penna sits down with Steven Hawk, a wheelchair user and passionate rail trail advocate from Ware, Massachusetts. Steven shares how accessible trail design has transformed his independence, mobility, and connection to community. Together, they explore why ADA-compliant public spaces matter, how residents can advocate for inclusion, and how rail trails can spark downtown revitalization, economic growth, and a stronger sense of belonging for everyone.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Steven Hawk – Community Advocate & Accessible Trail LeaderSteven Hawk is a resident of Ware, Massachusetts, and an active user of the local Rail Trail. As a wheelchair user, Steven relies on the trail several times a week for transportation, grocery shopping, visiting family and friends, and enjoying time outdoors. His experience highlights the importance of accessible community spaces that support independence, connection, and mobility for people of all abilities.💡 What You’ll Learn:✔️ How accessible design supports independence and mobility✔️ Why ADA-compliant trails benefit all ages and abilities✔️ Common accessibility challenges in rail trail development✔️ How residents can advocate effectively with local leaders✔️ How rail trails strengthen communities and local economies🎵 Whether you're a planner, advocate, or community leader, this episode offers valuable insights!💼 Connect with Steven Hawk:🌐 Email → [email protected]🎧 Follow Craig Della Pena:🌐 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, host Craig Della Penna sits down with conservationist and organic farmer Kristen Sykes to explore the powerful connection between local recreation, sustainable land use, and vibrant communities. Kristen shares firsthand stories from her organic farm, discusses the importance of bike and pedestrian infrastructure, and explains how accessible trails, local farms, and small businesses strengthen public health, economic resilience, and community bonds.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 Kristen Sykes – Conservationist, Organic Farmer & Active Transportation AdvocateKristen Sykes is a conservationist, organic farmer, and advocate for biking and pedestrian infrastructure. She has been actively involved in advancing sustainable land use, active transportation, and community-based environmental initiatives. Through her work in conservation and agriculture, Kristen promotes healthier ecosystems and resilient local communities, while championing safe, accessible mobility options for all.💡 What You’ll Learn:✔️ Why close-to-home recreation is vital for community health and connection✔️ How local farms and trails strengthen local economies✔️ The benefits of bike and pedestrian infrastructure for all road users✔️ Challenges and opportunities in expanding safe, accessible pathways✔️ How conservation and mobility help communities adapt for the future🎵 Whether you're a planner, advocate, or community-minded resident, this episode offers valuable insights!💼 Connect with Kristen Sykes:📘 Facebook → https://www.facebook.com/kristen.sykes2/📸 Instagram → https://www.instagram.com/super.syked🔗 LinkedIn → https://www.linkedin.com/in/kristen-m-sykes/🎧 Follow Craig Della Pena:🌐 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 thoughtful episode, host Craig Della Penna speaks with community advocate and former communications executive David Hallerman about the future of Northampton, Massachusetts. The conversation explores bike trails and e-bike regulation, eminent domain and downtown revitalization, community-building beyond screens, sustainable transportation ideas, and how culture, history, and even time itself shape thriving places.🎧 Hosted by: Craig Della Penna👤 Guest:🏡 David Hallerman – Community Advocate & Former Communications ExecutiveDavid Hallerman is a retired communications professional now based in Western Massachusetts. He previously served as Chief Marketing Officer at In Place ReDesign Architecture, a firm specializing in aging-in-place design and planning. Before that, he worked as a principal analyst at eMarketer, focusing on U.S. advertising and digital media trends. Active in his community, David participates in events such as the “Will Bike 4 Food” charity ride for the Food Bank of Western Massachusetts, does photography for Grow Food Northampton, and volunteers with Northampton Neighbors. He is an avid cyclist, photographer, and astrologer, and resides in Florence, Massachusetts.💡 What You’ll Learn:✔️ The debate around e-bikes and motorized vehicles on shared-use trails✔️ How rail trails function as modern community connectors✔️ The role of eminent domain and incentives in downtown revitalization✔️ Ways communities can encourage real human connection beyond screens✔️ Sustainable, people-centered ideas shaping Northampton’s future🎵 Whether you're a planner, resident, or community leader, this episode offers valuable insights!💼 Connect with David Hallerman:🔗 LinkedIn → https://www.linkedin.com/in/hallerman/🎧 Follow Craig Della Pena:🌐 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 Part 3 of this special episode of Roads Less Traveled, the mic is turned toward the show’s own host, Craig Della Penna. Craig shares the remarkable journey that shaped his life’s work, from growing up alongside railroads to becoming one of North America’s leading advocates for rail trails and a real estate professional who proves that living near a trail is not a liability, but a lifestyle advantage. Through history, advocacy, books, speaking, and real estate, Craig reveals how purpose, persistence, and community connection can redefine places long overlooked.🎧 Hosted by: Craig Della Penna💡 What You’ll Learn:✔️ How railroads and rail trails shaped Craig’s life and career✔️ Why rail trails act as powerful “third places” for communities✔️ How trails can revive underinvested gateway cities✔️ Why living near a trail enhances property value and lifestyle✔️ How purpose-driven work can evolve across careers and decades🎵 Whether you're passionate about community, real estate, or place-based living, this episode offers powerful insights!🎧 Follow Craig Della Pena:🌐 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 Part 2 of this special episode of Roads Less Traveled, the mic is turned toward the show’s own host, Craig Della Penna, as he shares the deeper chapters of his life’s work. From fierce rail-trail battles and community resistance to rebuilding abandoned rail corridors across Massachusetts and the Northeast, Craig reflects on advocacy, history, resilience, and why trails are not a liability—but a lifestyle and community advantage. This episode weaves together real estate, preservation, personal history, and the long arc of social change.🎧 Hosted by: Craig Della Penna💡 What You’ll Learn:✔️ The “three stages of truth” and how new ideas gain acceptance over time✔️ Why rail trails faced fierce opposition—and how that changed✔️ How Craig helped resurrect projects once voted down✔️ The strategy behind rebranding trails as greenways✔️ Why trails enhance real estate value and community identity🎵 Whether you're a real estate professional, advocate, or community builder, this episode offers powerful perspective and inspiration!🎧 Follow Craig Della Pena:🌐 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 special “Flip the Script” episode, host Craig Della Penna steps out from behind the mic to share the remarkable journey that shaped his life’s mission. He opens up about his early fascination with transportation, life in trolley-built neighborhoods, dramatic shifts in New England’s mill towns, and how abandoned rail corridors became the backbone of modern linear parks. Craig also reveals how one second-grade moment ignited a lifelong commitment to truth, advocacy, and “getting places to YES.” This episode blends history, humor, advocacy, and real estate insight into one deeply personal narrative.🎧 Hosted by: Craig Della Penna💡 What You’ll Learn:✔️ How growing up in a trolley neighborhood shaped Craig’s worldview✔️ Why New England has the densest dead-rail corridor network in the country✔️ How industrial decline led to today’s vibrant rail trail renaissance✔️ The origin of Craig’s passion for truth and community advocacy✔️ How one book, one publisher, and one donor launched his rail trail career🎵 Whether you're an investor, agent, trail lover, or community builder, this episode offers valuable insights!🎧 Follow Craig Della Pena:🌐 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 of Trails, Transit & Transformation, host Craig Della Penna sits down with Bill O’Neill, retired engineer, principal at Fuss & O’Neill, and one of the early champions behind the East Coast Greenway. Often called the Father of the East Coast Greenway, Bill reflects on his decades of work connecting communities through trails, family involvement in multi-use path planning, and the powerful economic and cultural ripple effects of greenway development across New England and beyond. From the inaugural Boston-to-D.C. ride to cross-border collaboration with Canada, and even the creation of Connecticut’s Greenway license plate program, this conversation captures the passion and persistence behind a movement that redefined how America connects its people and places.🎧 Hosted by: Craig Della Penna 👤 Guest: 🏡 Bill O’Neill – Retired Engineer, Founding Advocate of the East Coast GreenwayBill O’Neill is a seasoned advocate for multi-use trails in Connecticut and Rhode Island, with a focus on the East Coast Greenway. He served as the former chair of the Connecticut Greenways Council and has been instrumental in advancing the Charter Oak Greenway in Manchester, Connecticut. O’Neill has also been involved in the development of the William C. O’Neill Bike Path in Rhode Island, previously known as the South County Bike Path, which repurposes a former railroad corridor into a recreational trail. His contributions to trail development have been recognized in various local media outlets.💡 What You’ll Learn: ✔️ How Bill O’Neill’s family helped shape the East Coast Greenway’s early years ✔️ Behind-the-scenes stories from the inaugural Boston-to-D.C. Greenway ride ✔️ The evolution of cross-border cooperation with Canada’s trail network ✔️ How Connecticut’s trail census and ROI studies influence funding decisions ✔️ Why trails drive local economies and revitalize small towns🎵 Whether you’re a trail builder, planner, or cyclist, this episode will leave you inspired by the persistence and creativity behind America’s greenway movement.💼 Connect with Bill O’Neill:🌐 East Coast Greenway → https://greenway.org🎧 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/⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this inspiring episode, host Craig Della Penna sits down with engineer and lifelong rail trail enthusiast Michael Akrep to discuss the magic of New England’s historic rail trails. From abandoned railway routes to vibrant biking corridors, Michael shares stories of adventure, preservation, and the communities thriving along these trails. They explore the Lamoille Valley and Mass Central Rail Trails, the growing rail-to-trail movement, and how cycling tourism is reviving local economies across Massachusetts and Vermont.🎧 Hosted by: Craig Della Penna 👤 Guest: 🏡 Michael Akrep – Engineer, Rail Trail Enthusiast & Former Bike Tour GuideMichael Akrep is an engineer and lifelong rail trail enthusiast who grew up in Eastern Massachusetts and now calls Western Massachusetts home. With a passion for exploring both abandoned railroad grades and developed trails, he has combined his love of cycling with professional experience as a bike tour guide, leading tours across Massachusetts, Rhode Island, Connecticut, New Hampshire, and Vermont.💡 What You’ll Learn: ✔️ The hidden beauty and history behind New England’s rail trails ✔️ How rail-to-trail projects are revitalizing local communities ✔️ Michael’s most memorable cycling adventures and A-to-B ride philosophy ✔️ The tools and maps every rail trail explorer should know ✔️ How rail trails connect people, history, and health across the region🎵 Whether you're an investor, agent, or outdoor enthusiast, this episode offers valuable insights into the intersection of recreation, history, and community.💼 Connect with Michael Akrep:🌐 Website → https://www.polarfocus.com/📘 Facebook → https://www.facebook.com/michael.akrep🔗 LinkedIn → https://www.linkedin.com/in/mike-akrep-40945431🏡 Sharing → https://ridewithgps.com/routes/16359696 — Michael’s go-to loop ride, a beautiful 20+ mile route packed with views and great flow.🏡 Sharing → https://lnk.ink/pd0Gi — A folder of stunning photos from the places we talk about — perfect visuals to bring the stories to life!🎧 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/⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this insightful episode, host Craig Della Penna sits down with Bruce Donald, Southern New England Manager for the East Coast Greenway Alliance, to explore how regional trail systems are transforming communities. From the challenges of long-term rail-to-trail projects to the power of data-driven advocacy, Bruce shares decades of experience in trail planning, funding, and community partnerships. Together, they uncover how sustainable mobility links cities, boosts local economies, and improves quality of life across New England.🎧 Hosted by: Craig Della Penna👤 Guest: 🏡 Bruce Donald – Southern New England Manager, East Coast Greenway AllianceBruce Donald is the Southern New England Manager for the East Coast Greenway Alliance, based in Farmington, Connecticut, overseeing greenway development, advocacy, and volunteer coordination across Connecticut, Rhode Island, and eastern Massachusetts. He served as president of the Farmington Valley Trails Council for 12 years and was appointed chair of the Connecticut Greenways Council in 2014. In recognition of his trail advocacy, the Connecticut General Assembly issued an official citation honoring his contributions in 2016. Bruce also brings deep financial and consulting expertise from nearly two decades in investment, management, and banking across Boston, New York, Hartford, and Beijing. An avid cyclist and published historian, he authored a Civil War–era book based on his great-great-grandfather’s letters.💡 What You’ll Learn: ✔️ Why regional trail connections matter for mobility, recreation, and community health ✔️ The vision and progress of the 3,000-mile East Coast Greenway ✔️ Overcoming funding challenges and securing state and federal support ✔️ The importance of local advocacy, data collection, and “trail census” initiatives ✔️ Stories of trail opponents turned advocates — and the power of persistence in community change🎵 Whether you're an investor, planner, or outdoor enthusiast, this episode delivers lessons in leadership, patience, and purpose.💼 Connect with Bruce Donald:🌐 Website → https://greenway.org/📘 Facebook→ https://www.facebook.com/bruce.donald.758🎧 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/⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 Host Craig Della Penna talks with Kristin Vevon, realtor with Murphy’s Realtors and founder of The Real Estate Book of Western Massachusetts, about the growing connection between real estate, lifestyle, and greenway development. They explore how properties near bike trails are reshaping communities, the impact of print-to-digital transitions in real estate marketing, and the economic revival brought by trail-based developments.🎧 Hosted by: Craig Della Penna👤 Guest: 🏡 Kristin Vevon – Realtor & Former Publisher, Murphy’s RealtorsKristin Vevon is a trusted real estate agent with The Murphys REALTORS® in Western Massachusetts, licensed since 1992 and serving communities across the Pioneer Valley. A Whately resident since 1982, she founded The Real Estate Book of Western Massachusetts in 1988 to help local buyers and sellers connect—with the goal of making home ownership both informative and enjoyable. Over the past five years, Kristin has closed numerous transactions totaling over $7 million in sales, demonstrating a consistent track record of success in markets like Florence, Northampton, and beyond.💡 What You’ll Learn: ✔️ Why trail-based housing is in high demand ✔️ How greenways drive community and economic growth ✔️ The transition from print to digital real estate marketing ✔️ Insights into the Trails Edge Commons project in Northampton ✔️ How lifestyle and sustainability shape modern homebuyers’ choices🎵 Discover how real estate, nature, and community come together along New England’s rail trails.💼 Connect with Kristin Vevon:🌐 Website → https://pioneervalleyhome.com/🎧 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/⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

🚀 In this episode, host Craig Della Penna sits down with Tara Brewster, VP of Business Development at Greenfield Savings Bank, to explore the power of community banking, social entrepreneurship, and kindness in local development. Tara shares her journey from entrepreneur to banker, her passion for giving back, and her vision for Western Massachusetts’ future. From partnerships between nonprofits and businesses, to the impact of kindness and collaboration, this episode shines a light on building stronger communities together.🎧 Hosted by: Craig Della Penna👤 Guest: 🏡 Tara Brewster – VP of Business Development, Greenfield Savings Bank & Community LeaderTara Brewster is the Vice President of Business Development and Director of Philanthropy at Greenfield Savings Bank, where she leverages her entrepreneurial experience and strong community ties to foster partnerships and philanthropic initiatives across Western Massachusetts. A respected community leader, she’s been honored as a BusinessWest 40 Under Forty alum and recognized as a Difference Maker in 2022 for her tireless work raising funds and awareness for area nonprofits. In addition, she was recently appointed as a trustee for the Community Foundation of Western Massachusetts, reinforcing her influence in helping drive equity and opportunity in the region.💡 What You’ll Learn: ✔️ The difference between community mutual banks and “too big to fail” stock banks ✔️ How social entrepreneurship drives innovation and community impact ✔️ Real-world examples of nonprofits and businesses partnering for change ✔️ The importance of kindness, relationships, and helping others ✔️ Why Western Massachusetts is a unique and thriving place to live ✔️ Tara’s vision for the region’s growth and collaboration in the next decade🎵 Whether you’re a business owner, nonprofit leader, or simply passionate about community, this episode will inspire you to see how kindness and collaboration can transform local life.💼 Connect with Tara Brewster:🌐 Website → https://www.greenfieldsavings.com/💼 LinkedIn → https://www.linkedin.com/in/taratbrewster/🎧 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/⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

Passionate about real estate, rail trails, and the lifestyle they inspire? Join Craig Della Penna—Realtor and trail advocate—as he shares insights on buying homes near green corridors, bike tourism, and B&B opportunities. With decades of experience turning historic railroads into thriving assets, Craig offers inspiring stories, tips, and insider knowledge. Whether you’re a homebuyer, investor, or trail enthusiast, Roads Less Travelled releases new episodes every two weeks.