{"id":385652,"date":"2026-01-03T15:25:11","date_gmt":"2026-01-03T15:25:11","guid":{"rendered":"https:\/\/www.newsbeep.com\/us\/385652\/"},"modified":"2026-01-03T15:25:11","modified_gmt":"2026-01-03T15:25:11","slug":"i-asked-chatgpt-what-retirees-should-buy-and-sell-before-retirement","status":"publish","type":"post","link":"https:\/\/www.newsbeep.com\/us\/385652\/","title":{"rendered":"I Asked ChatGPT What Retirees Should Buy and Sell Before Retirement"},"content":{"rendered":"<p><img alt=\"Feverpitched \/ iStock.com\" loading=\"lazy\" width=\"1242\" height=\"699\" decoding=\"async\" data-nimg=\"1\" class=\"standard-img w-full w-full h-auto\" style=\"color:transparent\" src=\"https:\/\/www.newsbeep.com\/us\/wp-content\/uploads\/2026\/01\/e194cfa805752a3931b9c258fad491e1.jpeg\"\/><\/p>\n<p>Feverpitched \/ iStock.com<\/p>\n<p>For most people, retirement means a change of pace. Whether it represents slowing down and spending time with loved ones or traveling across the globe, most retirees find themselves needing different things than they did when they were working a 9-to-5.<\/p>\n<p>To help understand what may make <a href=\"https:\/\/www.gobankingrates.com\/retirement\/planning\/planning-for-retirement\/?hyperlink_type=manual&amp;utm_term=incontent_link_1&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=1&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:retired;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">retired<\/a> life a little easier, GOBankingRates asked ChatGPT what retirees should buy and sell before retirement. Here\u2019s <a href=\"https:\/\/www.gobankingrates.com\/retirement\/planning\/top-things-boomers-should-always-sell-in-retirement-even-if-its-begrudgingly\/?hyperlink_type=manual&amp;utm_term=incontent_link_2&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=2&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:what it said;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">what it said<\/a>.<\/p>\n<p>Buy Supplemental Insurance<\/p>\n<p>The first thing ChatGPT recommended was purchasing reliable <a href=\"https:\/\/www.gobankingrates.com\/saving-money\/health\/smart-ways-cut-costs-afford-rising-healthcare-bills\/?hyperlink_type=manual&amp;utm_term=incontent_link_3&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=3&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:healthcare;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">healthcare<\/a> coverage. The chatbot noted that retirees frequently underestimate healthcare costs and should try to get coverage while they are \u201cstill healthy enough to qualify.\u201d Options, according to ChatGPT, include Medigap, separate dental\/vision plans and long-term care insurance, if needed.<\/p>\n<p>The artificial intelligence (AI) assistant isn\u2019t wrong about medical costs often exceeding retirees\u2019 expectations. According to <a href=\"https:\/\/www.fidelity.com\/viewpoints\/personal-finance\/plan-for-rising-health-care-costs\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:Fidelity;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">Fidelity<\/a>, healthcare costs are increasing and are frequently \u201cone of the largest expenses in retirement.\u201d A study from the investment firm estimated that a 65-year-old may need $172,500 in after-tax savings to cover medical care throughout retirement.<\/p>\n<p>Be Aware: <a href=\"https:\/\/www.gobankingrates.com\/retirement\/planning\/what-retirees-wasted-most-money-on-2025-how-to-avoid-it-2026\/?hyperlink_type=manual&amp;utm_term=related_link_1&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=4&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:Here\u2019s What Retirees Wasted the Most Money On in 2025 \u2014 and How To Avoid It in 2026;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">Here\u2019s What Retirees Wasted the Most Money On in 2025 \u2014 and How To Avoid It in 2026<\/a><\/p>\n<p>Explore More: <a href=\"https:\/\/www.gobankingrates.com\/retirees-earn-income-home-2568258\/?hyperlink_type=manual&amp;utm_term=related_link_2&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=5&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:5 Clever Ways Retirees Are Earning Up To $1K per Month From Home;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">5 Clever Ways Retirees Are Earning Up To $1K per Month From Home<\/a><\/p>\n<p>Pay for Home Improvements<\/p>\n<p>The second recommendation from ChatGPT was for prospective retirees to go ahead and do home repairs or improvements before retirement. The AI assistant noted that this may include things like a new roof or HVAC system or even accessibility upgrades, such as a stand-in shower.<\/p>\n<p>Doing these things pre-retirement can help to avoid financial hardships when funds are more limited.<\/p>\n<p>Purchase a New Vehicle<\/p>\n<p>Next, ChatGPT suggested retirees purchase a new vehicle prior to retiring. The goal, it said, was to find a car that could last through retirement. Buying before retiring may result in better finance terms or help retirees avoid a car payment if <a href=\"https:\/\/www.gobankingrates.com\/investing\/strategy\/best-fixed-income-investments\/?hyperlink_type=manual&amp;utm_term=incontent_link_4&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=6&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:living on a fixed income;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">living on a fixed income<\/a> in the future.<\/p>\n<p>While buying a new car before retirement may be tempting, it is not always the best idea. In some cases, it could cause financial problems or even delay retirement. According to <a href=\"https:\/\/www.ramseysolutions.com\/insurance\/new-car-vs-used-car\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:Ramsey Solutions;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">Ramsey Solutions<\/a>, buying a used car is always a better choice for your finances. Used cars are less expensive and do not depreciate as fast. Retirees, however, will want to make sure they factor in expenses for repairs and maintenance.<\/p>\n<p>Sell Volatile Investments<\/p>\n<p>When it came to things a retiree should sell, ChatGPT first recommended getting rid of high-risk, high volatility investments, such as highly speculative stocks, concentrated positions and cryptocurrency.<\/p>\n<p>Instead, retirees should focus on low-risk investments. <a href=\"https:\/\/money.usnews.com\/investing\/articles\/high-return-low-risk-investments-for-retirees\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:U.S. News &amp; World Report;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">U.S. News &amp; World Report<\/a> said some good low-risk investment options for retirees are high-yield savings accounts, U.S. Treasury securities and dividend-paying stocks.<\/p>\n<p>Put a Large Home on the Market<\/p>\n<p>If <a href=\"https:\/\/www.gobankingrates.com\/retirement\/planning\/reasons-you-should-downsize-well-before-you-retire\/?hyperlink_type=manual&amp;utm_term=incontent_link_5&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=7&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:downsizing;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">downsizing<\/a> for retirement makes sense, ChatGPT recommended selling the large family home. As explained by the chatbot, selling a sizable property can help free up money during retirement and prevents unexpected costs related to home improvements, maintenance and repairs.<\/p>\n<p>Get Rid of a Timeshare<\/p>\n<p>While a timeshare may seem like a dream come true for a young family hoping to go on an affordable vacation each year, it can become a financial drain down the road. Selling a timeshare or vacation property that may go unused during retirement can help save money.<\/p>\n<p>As reported by <a href=\"https:\/\/www.cnbc.com\/2024\/01\/22\/heres-why-owning-a-timeshare-may-not-be-worth-it-.html\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:CNBC;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">CNBC<\/a>, timeshares can cost over $23,000 and as many as 85% of people regret buying them.<\/p>\n<p>More From GOBankingRates<\/p>\n<p>This article originally appeared on <a href=\"https:\/\/www.gobankingrates.com?utm_term=bottom_link&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=12&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:GOBankingRates.com;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">GOBankingRates.com<\/a>: <a href=\"https:\/\/www.gobankingrates.com\/retirement\/planning\/chatgpt-what-retirees-should-buy-sell-before-retirement\/?utm_term=source_link&amp;utm_campaign=1322502&amp;utm_source=aol.com&amp;utm_content=13&amp;utm_medium=rss\" rel=\"nofollow noopener\" target=\"_blank\" data-ylk=\"slk:I Asked ChatGPT What Retirees Should Buy and Sell Before Retirement;elm:context_link;itc:0;sec:content-canvas\" class=\"link rapid-noclick-resp\">I Asked ChatGPT What Retirees Should Buy and Sell Before Retirement<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"Feverpitched \/ iStock.com For most people, retirement means a change of pace. Whether it represents slowing down and&hellip;\n","protected":false},"author":2,"featured_media":360636,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[39],"tags":[28,3195,28422,147,530,1666],"class_list":["post-385652","post","type-post","status-publish","format-standard","has-post-thumbnail","category-personal-finance","tag-business","tag-chatgpt","tag-healthcare-costs","tag-personal-finance","tag-personalfinance","tag-retirement"],"_links":{"self":[{"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/posts\/385652","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/comments?post=385652"}],"version-history":[{"count":0,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/posts\/385652\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/media\/360636"}],"wp:attachment":[{"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/media?parent=385652"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/categories?post=385652"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.newsbeep.com\/us\/wp-json\/wp\/v2\/tags?post=385652"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}