The iconic city of Pittsburgh, PA has been on James’ radar for a long time. After years of flying into PGH just to jump in a rental car and cross the Ohio border to visit his hometown, he’d had the itch to actually SPEND SOME TIME in the Steel City. But the minute we arrived, Denise was feeling a bit underwhelmed… traffic, rain and buildings everywhere seemed a little oppressive for what she’s looking for in a community. From navigating through the city's famous bridges and tunnels to indulging in local delicacies like pierogies at Pierogies Plus and sandwiches at Primanti Bros, this is our unpolished Steel City experience. We discuss Pittsburgh's unique neighborhoods, such as Lawrenceville and Mount Lebanon, and learn about the city's sports culture (#gosteelers), museums, and celebrity connections.
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This week, take a deep dive into the complexities of modern dating. Discover the stark differences between millennial dating expectations and the realities faced by Gen Xers. Explore fascinating statistics about dating preferences, the impact of social media on relationships, and the challenges of finding love in today's fast-paced world. Through candid conversations and personal anecdotes, we shed light on the evolving landscape of dating and offer valuable insights for singles navigating the quest for a meaningful connection.
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This week, we hit the charming coastal town of Newport, Rhode Island--during the BITTER COLD off-season. We get to stay at http://gardinerhouse.com and witness the rich history, stunning mansions, delicious seafood, and unique experiences that make Newport a must-visit destination. From strolling along the famous Cliff Walk to learning about the town's sailing heritage and Portuguese influence. Could YOU live there? We bet you could!
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In this nostalgic SWAPCAST episode of the Gen2Gen Podcast, Gen X couple James and Denise join millennial host Phil and Gen Zer Teondra to talk pop culture trends, world events, music and movies that shaped their generations. Dust off those parachute pants!
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We're excited we finally get to share their firsthand experience of living in Guilford, CT for a month. We delve into Denise's "Stars Hollow" and lived as locals for 30 days. We checked out real estate and found the challenges of finding a home in the current market. That said, the friendly community, beautiful downtown area, and proximity to water were all still VERY attractive as potential buyers. Denise shares her Top and Bottom 5 aspects of living in Guilford, including her newfound friendship with a local business owner and her concern about ticks in the area. If you're considering moving to this region or want to learn more about what makes Guilford so great, this podcast is a must-watch!
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Join us as we explore the charming small towns along New York's Hudson Valley. From the bustling Main Street of Cold Spring to the up-and-coming city of Beacon, get an inside look at the unique character of each town. Learn interesting facts about the historic West Point Academy and our take on Newburgh's struggles and potential for revitalization. We discuss millennial culture, prohibition-era history, and the joys and challenges of living in the Hudson Valley, including expensive real estate and brutal winters. We also attended a Portugal the Man concert in New Haven, CT and it left us reflecting on how age impacts the concert-going experience.
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After a few weeks in Southern Connecticut, it was time to stop heading west toward New Haven and find some new adventures. It was only a matter of time before everyone and their mother was pointing us to Mystic, home of the iconic Mystic Pizza that was the focus of a Julia Roberts movie about a hundred years ago. Anyhoo, we went and the pizza was "fine." We weren't disappointed with the shops, the donuts, the historic landmarks or the oysters. We did the tourist trap in Old Mystic and Denise went gaga over the ice sculptures while James spent most of his day geeking out over a drawbridge. In the final analysis, we could afford a 1-Bedromm house in Mystic, but dang, we were glad we went!
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Halfway between our property in FL and the sporty vibe of Greenville, SC there sits a small town with an upscale downtown. Perry, GA may not be a place you've never heard of before, but we bet this town is jumping when the weather is nice. Despite the dreary winter weather there, we managed to have a great time and flesh this place out for all it was worth over a period of 4 days. We explored local shops, peach orchards, some really kick-ass restaurants and the Georgia National Fairgrounds. While it was a little too rural for Denise's taste, James seemed to be loving everything except the peaches. Hey, everyone has their personal food preferences, right? No disrespect, Perry. You better believe we'll be back when the pecan farms are rocking and the pigs are for sale!
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This week, we explore what it's like visiting and potentially living in Asheville, NC! We got to catch up with family and spend time touring different neighborhoods, seeing the sights like the Biltmore Estate, eating at local restaurants, discussing the art scene and microbreweries, and evaluating if Asheville seems like a viable place to live long-term. The natural beauty of Asheville was striking--even on the worst weather day of the year. However, the cost of real estate, crime rates and the prevalence of homelessness were also a rude awakening. Did Asheville live up to its reputation as an artsy, funky mountain city? Hit play and find out!
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Brian Sirimaturos from the Tossing Salad Podcast joins us this week. We discuss Brian's wife Amy's breast cancer diagnosis, the decision to share details publicly, and how the cancer journey has impacted their lives. Brian also provides behind-the-scenes details on producing entertaining podcast episodes, dealing with online trolls, social media performer burnout, and why he broke up with a former podcast co-host on-air. Additional topics include working in unscripted TV, parenting challenges, Taylor Swift fandom, and more advice for aspiring podcasters.

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This week we explored Greenville, South Carolina and were utterly impressed--gobsmacked, actually--by its charming vintage architecture mixed with modern, vibrant growth. We checked out the Liberty Bridge and Falls Park, and took an actual real estate tour specifically for those seeking to relocate to the evolving city formerly known as the Textile Capital of the World. It was there we discovered Greer - a town with great amenities just 20 mins from downtown Greenville. Between the GSP airport, brewery scene, James Beard nominated restaurants and real estate options, this town is now on the Skiptown map. Is it about to knock one of our other hometown choices out of the Top 5? Hit Play and find out!

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Get ready for something unexpected! James recaps his recent visit to Ogden, Utah and how the town has transformed over the past few years. Ogden is located just north of Salt Lake City and was once a gritty railroad town. However, recent investment and development has turned it into an up-and-coming, artsy, mountain destination. Does Ogden's growth, outdoor recreation, and real estate make it a potential hometown? Depends on your hobbies and occupation, but YES. Denise is all up in arms over e-bike hunting, James is sick of virtue signaling, and Huffington Post is intoxicated on their own crazy news headlines. This one is packed with info on life in Utah and lots of jokes… a few of which are even funny!

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A few months ago, we had the privilege of being guests on the People More Interesting Than Me podcast with host Michael Strumsky. In that interview, we got to know another person who was on the same "podcast hustle" we've been on, and doing a damn great job. Michael has a greater purpose with his show, however, and it's been inspiring to us to know what his show means to him, and his family. Additionally, he's a VERY interesting person just based on his profession alone, so we knew we had to connect with him for a Skiptown episode, too. Don't let Michael's self-deprecation and humility fool you--he's one of the most interesting people we've ever known!

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In this episode, Denise shares her experience visiting Tampa for the first time and discovering the city's rich culture, architecture, cuisine and more. From the historic Ybor City neighborhood to catching a glimpse of Tom Brady's former home, Denise was pleasantly surprised by this underrated Florida gem. Listen in as the Skiptown All Stars discuss Tampa's growth, influx of young residents, booming real estate market, and why they agree it's an ideal city to put down roots. Whether you're considering a move or just want to learn more about this hip cultural hub, this one has all the insider info on Tampa you've been searching for!

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This week, the Skiptown All Stars podcast recaps their best and worst travel experiences from 2023. James and Denise discuss the most memorable destinations, friendliest and least friendly cities, best food cities, easiest and most difficult cities to get around, and James shares his picks for the top coffee cities. We also reminisce about their road trip mishaps and funny travel stories from the past year. You will enjoy hearing this lively couple's perspectives on their adventures across America.

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This week, the Skiptown All Stars podcast recaps their best and worst travel experiences from 2023. James and Denise discuss the most memorable destinations, friendliest and least friendly cities, best food cities, easiest and most difficult cities to get around, and James shares his picks for the top coffee cities. We also reminisce about their road trip mishaps and funny travel stories from the past year. You will enjoy hearing this lively couple's perspectives on their adventures across America.

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This Christmas podcast is about hilarious holiday fiascos and crazy traditions, to odd true crime stories that happened on or around the holidays. Tune in as our hosts James, Denise and Phil trade tales of their best and worst Christmases ever - including a near-fatal snowmobile accident, an arsonist secret girlfriend burning down a house, and a dog rescued from a freezing locked car!

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James had 10 days to explore charming small towns and idyllic waterfront living all across Connecticut — and he made the most of it@ In this episode, he recounts his recent travels visiting over 10 different Connecticut towns and cities including Guilford, Newtown, Brookfield and more. From the colonial homes to hundreds of trails (not to mention access to major cities like NYC), James recaps it all. Then, Denise opens up the debate over the viability of dating apps. If you’re considering moving to Connecticut or just want to learn more about what it has to offer, hit the play button!

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A local Orlando expert joins the Skiptowners to discuss what life is really like in Orlando beyond the theme parks. Topics include the Orlando job market, salary levels, the local food scene with hidden gem restaurants, favorite local activities, the red hot real estate market, common rental scams to watch out for, what areas of town are popular with locals, why she is considering leaving Orlando, and insider tips for getting the most out of a visit to Orlando. Check out Orlando’s hidden gems, rental scams, food scene, lifestyle and culture, jobs and economy. If you ever thought Orlando or Central Florida might be for you, you simply can’t pass up this Skiptown All-Stars episode!

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This week, we reminisce about the famous 1980 Winter Olympics in Lake Placid, New York, where the epic game of hockey known as as the "Miracle on Ice" took place. We reset the political climate of the Cold War era and how national tensions manifested in Olympic hockey leading up to the famous USA vs USSR grudge match. We debunk some common misconceptions about the game, as well as the Kurt Russell film 'Miracle' based on the events. This episode has it all--interesting Lake Placid history, winter sports development, famous residents, and modern day attractions that go way beyond the sports facilities. Oh, and did we mention real estate... could we live here? Could you? Find out now!

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