We’re Jason and Caroline Zook, a husband and wife team running two businesses together and trying to live out our version of a good life in the process. In this business podcast, we share with you our lessons learned about how to run a calm, sustainable business—one that is predictable, profitable AND peaceful. Join us every Thursday if you’re an online creator who wants to reach your goals without sacrificing your well-being in the process.
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Follow along as Greg Hartle and Jason Zook, two serial entrepreneurs, transparently discuss which real-time actions move the needle in their respective small businesses and which fall short.
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Follow the journey as Jason Zook, founder of IWearYourShirt, BuyMyLastName, and BuyMyFuture, writes his next nonfiction book publicly on watchmewrite.co. Can Jason finish writing the first draft of his second book in just two weeks? Tune in to find out!
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Best friends Joel and Matt are the co-hosts of How to Money which is all about providing the knowledge & tools that normal folks need to thrive in areas like debt payoff, DIY investing, and crucial money tricks that will provide continuous help along your journey. We believe that access to unbiased and jargon-free personal finance guidance is more necessary than ever before. When you handle your money in a purposeful, thoughtful way that works for your lifestyle, you can really start living ...
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A short daily podcast that tracks the progress of Jason Zook's latest project BuyMyFuture. BuyMyFuture is the opportunity to buy an entrepreneur's life work for $1,500. If you want to create more, sell more, and teach more, then buying Jason's future is right for you.
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Invisible Office Hours
Paul Jarvis and Jason Zook host a seasonal podcast for entrepreneurs and creative professionals who aren't confined to literal office hours. They also talk about vampires and zombies sometimes.
Invisible Office Hours is a seasonal podcast for people that aren't confined to a literal office or that aren't confined by conventional thinking. Hosted by Jason Zook and Paul Jarvis the show covers a wide range of topics that all touch on aligning your thinking with your journey, and dealing with the bumps along the way. Topics include criticism, selling out, positivity and we release new episodes Netflix-style throughout the year.
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Ready to chase that dream? Want to quit your 9-5 job? Just need a little nudge to get you into creation mode? The Action Army podcast helps entrepreneurs, small business owners, creative people, and anyone else who wants to take more action in their lives and businesses. Jason Zook is the host of the show and is best known for his entrepreneurial antics with IWearYourShirt, BuyMyLastName, SponsorMyBook, and BuyMyFuture. Jason shares a weekly topic and highlights the success of someone in the ...
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Sleeping With The Boss
Jason Zook and Caroline Winegeart host Sleeping With The Boss, a relationship show about living together, working together, and loving together.
Sleeping With The Boss is a weekly show about relationships, work life balance, and entrepreneurship. Hosted by a couple that live, work, and sleep together - Jason Zook and Caroline Winegeart.
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Join us as we celebrate our 1000th episode with an AMA!!! We are incredibly thankful and fortunate that we’re able to create a podcast for listeners who are looking to better their lives by improving how they handle their money. Of course at the core of the show are ways to earn, save, spend, and invest more effectively… all with a little bit of Jo…
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We're (mini) Retiring! w/ Jillian Johnsrud #999
58:51
58:51
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58:51*Special Episode Alert*... take a peek behind the curtain as we have an intimate, candid chat with our friend Jillian Johnsrud, a master of intentional career breaks and author of the upcoming book Retire Often (out in September). As we take a summer hiatus from new podcast episodes, we dive deep with Jillian into the art of stepping away from work…
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253 - 10 most common questions we get asked
42:53
42:53
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42:53🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** Since we've been run…
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From Monk to Money Manager w/ Doug Lynam #998
51:15
51:15
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51:15Today’s guest, Doug Lynam, has lived an extraordinary life! From overcoming bankruptcy to achieving financial security, taking vows of poverty as a Benedictine monk to managing over $250 million in assets as a wealth advisor, and graduating top of his class as a Marine to spending 20 years in monastic life, Doug’s journey is as diverse as it is ins…
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252 - Real-time FINAL launch update (2 of 3, Jason only)
24:05
24:05
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24:05🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** This is part two of …
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Ask HTM - Road Trips with Old Cars, Steps to Combining Finances, & When to Drop Escrow #997
51:31
51:31
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51:31Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Dumpster Diving, Insurance Dodging, & Pudgy Penguins #996
40:48
40:48
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40:48Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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251 - The 3 human skills you need to be building in an AI content world
33:28
33:28
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33:28🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** With AI rapidly mult…
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Will our guest today convince us to ditch digital payments?! Listen to find out! Because here’s something that we hear all the time: “You can just Zelle me” or “Venmo me!”. It’s sort of like “I’ll just Uber to the airport” – once a company name has become a verb, is it possible to decouple it from culture? And of course the fact that they’re incred…
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250 - Real-time FINAL launch update (1 of 3)
26:13
26:13
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26:13🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** If you love hearing …
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Ask HTM - Teenage Homebuyers, Best Type of Life Insurance, & Making Easy Money with Securities Lending #994
51:41
51:41
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51:41Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Unemployment Uptick, Ridiculous Returns & The 4% Rule Debunked #993
38:22
38:22
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38:22Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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249 - How we're learning AI tools without overwhelm
33:26
33:26
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33:26🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** If you’ve ever felt …
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I’m pretty sure everyone listening will want to either get out of debt, reduce the amount of clutter in their life, crush other financial goals, become healthier and happier… OR, why even choose? Why not select: d - all of the above?! That’s because that was the outcome of our guest today, Ashlee Piper, who documented her journey in her new book No…
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Ask HTM - Early Retirement Target Date Funds, Frugal Personal Hygiene, & Coercive House Painting #991
51:27
51:27
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51:27Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - TACO Trading, Pointless Points, & Millionaire Renters #990
34:17
34:17
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34:17Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** Are digital product …
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Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw #989
55:51
55:51
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55:51Newer listeners may not realize how OBSESSED with investing in real estate we were back in the day. In fact, when we were batting around ideas for a podcast, we initially thought it might be focused only on real estate... Luckily we zoomed out enough to cover personal finance more broadly. And it’s not that we’re not excited about rentals anymore, …
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Ask HTM - Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth #988
50:36
50:36
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50:36Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Credit Crunch, MAGA Money, & Gas Gouging #987
36:13
36:13
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36:13Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** We are many months a…
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Impoverished Upbringing to Money Monster w/ Listener Nick Gangwer #986
53:10
53:10
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53:10We’re trying something completely new for our episode today: we’re hearing from a listener. Not in the form of a question submitted via voice memo, but we’re actually sitting down and having a ‘real money’ conversation, with Nick Gangwer. We met Nick at a listener hang about a year ago and his personal story and the proactive steps that he had take…
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Ask HTM - Special Roth Accounts, Investing During A Sabbatical, & Reverse Mortgages #985
51:28
51:28
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51:28Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Streaming Sports, Trade-In Tradeoffs & AI Lies #984
36:53
36:53
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36:53Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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246 - The Future-Proof Creator (what still works in 2025?)
47:17
47:17
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47:17🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** With AI taking off l…
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Practical AND Beautiful Investing Advice w/ Callie Cox #983
56:40
56:40
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56:40What it means to have a practical and beautiful portfolio. How recent policy decisions have roiled the stock market. Right-sizing your risk tolerance… These are just a few of the topics we discuss with our guest Callie Cox who is a part of the Ritholtz Wealth Management team. She is also the author of OptimistiCallie, her newsletter where she seeks…
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Ask HTM - Unnecessary Credit Cards, Creatively Funding Grad School, & Dropping Car Insurance To Save #982
52:42
52:42
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52:42Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Paper Wealth, Target Date Trends, & Bye Bye Buffett #981
36:01
36:01
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36:01Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
…
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🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** If you’re like us an…
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Creating a Post-Layoff Action Plan w/ Marlo Lyons #980
54:54
54:54
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54:54Gone are the days of constantly job hopping in order to rapidly boost your salary! Remember when perusing new job listings during your lunch break while WFH led to a 10-30% pay bump?! Now, with the uncertainty we’re experiencing in the overall market, it’s not just the new hires who are a bit nervous about hanging onto their jobs. Even government w…
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Ask HTM - Pro Help to Break the Paycheck to Paycheck Cycle, Down Payment Money Market Accounts, and Viable Student Loan Forgiveness Plans #979
45:33
45:33
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45:33Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Thrifty Trucks, Pricey Parking, & Soaring Secondary Costs #978
34:36
34:36
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34:36Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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244 - Back on Instagram after 3 years: Month 1 recap + Month 2 plan
57:48
57:48
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57:48🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** We’re one month into…
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Student Loan Shakeup w/ Travis Hornsby #977
59:33
59:33
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59:33The Feds are cracking down on defaulted student loans! According to the new US Education Secretary, it’s time for student borrowers with federal loans to begin making payments. The clock is ticking and May 5th is the date that nearly 2 million borrowers are going to be moved into repayment plans and collections will begin for loans that are in defa…
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Ask HTM - Student Loans vs Investing, Best Cell Service While Abroad, & the Role of Faith in Our Finances #976
47:52
47:52
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47:52Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you …
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Friday Flight - Debt Defaults, VIP Investments, & Regretful Retirees #975
36:30
36:30
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36:30Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and help…
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243 - How we’re (currently) prepping/planning our parental leave
50:16
50:16
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50:16🌟 The days are counting down before we close the doors (June 24) on our un-boring coaching program... FOREVER! We want to give you all the knowledge, tools, and support to build a profitable, peaceful, and predictable calm business. Learn more about WAIM Unlimited: Past, Present & Future at https://wanderingaimfully.com/join ** With just a few mont…
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The Cheap Travel Truth w/ Scott Keyes #974
54:28
54:28
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54:28Who doesn’t wish that they were currently listening to this episode while lounging at the beach, on a European adventure, or even completely off the grid hiking somewhere amazing?! Of course we all want to do that but c’mon, it’s too expensive! That is the unfortunate excuse that we give ourselves for why we don’t travel as much as we’d like, but o…
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Ask HTM Special Edition: Tariffs, Market Volatility, & How It All Impacts You #973
58:00
58:00
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58:00Let’s dive into the week with some fresh listener questions we have lined up for you on this Special Tariffs Edition of Ask HTM (more on that further down). But don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step gui…
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