[REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos episode artwork

EPISODE · May 19, 2026 · 47 MIN

[REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos

from Second Home First · host Second Home First

How many of us are currently putting something off for the hypothetical “someday?” This guest realized he didn’t want to wait around to enjoy his life. So instead of buying a primary home in New York City, he and his family bought a cottage in the Poconos—and in the process, completely changed the way they think about home, family life, and the pursuit of “more.” This Week’s Guest: Tyler Moore is a NYC school teacher, but you might know him as “Tidy Dad”. Through his bestselling book, Tidy Up Your Life; his podcast, Tidy Tidbits; his Instagram, @TidyDad; and his newsletter, Tyler is known for sharing thoughtful reflections on parenting, routines, organization and intentional living. Tune in to learn: –How a simple question from a yoga teacher changed his approach homeownership –Why they intentionally searched for the cheapest homes in the nicest neighborhoods –How they bought a cottage in the Poconos for less than $170,000 –The hidden costs Tyler considers before making any big decision –Why Tyler believes learning to say “no” is just as important as knowing when to say “yes” Key links: -Tyler’s Book: Tidy Up Your Life - https://amzn.to/49ds3FM -Tyler’s Podcast: Tidy Tidbits - https://podcasts.apple.com/us/podcast/tidy-tidbits/id1816271318 –Second Home First Academy: https://www.BuyYourSecondHomeFirst.com/academy *Use code PODCAST for 40% off –Subscribe to the free weekly newsletter: https://www.BuyYourSecondHomeFirst.com/#subscribe –Visit the website: https://www.BuyYourSecondHomeFirst.com –Follow on Instagram and TikTok: @BuyYourSecondHomeFirst –Find us on Substack: https://www.SecondHomeFirst.Substack.com –Say Hi! [email protected] A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Click the link and enter code HOME20 for an additional 20% off their yearly and bi-yearly plans. Minoan: https://www.Minoan.com/SecondHome Use the link provided to sign up and receive a free $25 in credit. Turno: https://go.turno.com/second_home_first Use the link provided to get $25 off your first clean. Flytographer: https://www.Flytographer.com/SHF Use code SHF25 for $25 off your first shoot PriceLabs: https://hello.pricelabs.co/signup/?referral=secondhomefirst Use code SecondHomeFirst (all one word) for a 30-day free trial, plus $10 off your first invoice

How many of us are currently putting something off for the hypothetical “someday?” This guest realized he didn’t want to wait around to enjoy his life. So instead of buying a primary home in New York City, he and his family bought a cottage in the Poconos—and in the process, completely changed the way they think about home, family life, and the pursuit of “more.” This Week’s Guest: Tyler Moore is a NYC school teacher, but you might know him as “Tidy Dad”. Through his bestselling book, Tidy Up Your Life; his podcast, Tidy Tidbits; his Instagram, @TidyDad; and his newsletter, Tyler is known for sharing thoughtful reflections on parenting, routines, organization and intentional living. Tune in to learn: –How a simple question from a yoga teacher changed his approach homeownership –Why they intentionally searched for the cheapest homes in the nicest neighborhoods –How they bought a cottage in the Poconos for less than $170,000 –The hidden costs Tyler considers before making any big decision –Why Tyler believes learning to say “no” is just as important as knowing when to say “yes” Key links: -Tyler’s Book: Tidy Up Your Life - https://amzn.to/49ds3FM -Tyler’s Podcast: Tidy Tidbits - https://podcasts.apple.com/us/podcast/tidy-tidbits/id1816271318 –Second Home First Academy: https://www.BuyYourSecondHomeFirst.com/academy *Use code PODCAST for 40% off –Subscribe to the free weekly newsletter: https://www.BuyYourSecondHomeFirst.com/#subscribe –Visit the website: https://www.BuyYourSecondHomeFirst.com –Follow on Instagram and TikTok: @BuyYourSecondHomeFirst –Find us on Substack: https://www.SecondHomeFirst.Substack.com –Say Hi! [email protected] A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Click the link and enter code HOME20 for an additional 20% off their yearly and bi-yearly plans. Minoan: https://www.Minoan.com/SecondHome Use the link provided to sign up and receive a free $25 in credit. Turno: https://go.turno.com/second_home_first Use the link provided to get $25 off your first clean. Flytographer: https://www.Flytographer.com/SHF Use code SHF25 for $25 off your first shoot PriceLabs: https://hello.pricelabs.co/signup/?referral=secondhomefirst Use code SecondHomeFirst (all one word) for a 30-day free trial, plus $10 off your first invoice

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[REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos

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This episode was published on May 19, 2026.

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How many of us are currently putting something off for the hypothetical “someday?” This guest realized he didn’t want to wait around to enjoy his life. So instead of buying a primary home in New York City, he and his family bought a cottage in the...

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