{"id":31859,"date":"2025-06-14T13:46:59","date_gmt":"2025-06-14T13:46:59","guid":{"rendered":"https:\/\/dogewisperer.com\/?p=31859"},"modified":"2025-06-14T13:46:59","modified_gmt":"2025-06-14T13:46:59","slug":"strategys-inner-circle-is-selling-a-storm-warning-for-stockholders","status":"publish","type":"post","link":"https:\/\/dogewisperer.com\/?p=31859","title":{"rendered":"Strategy\u2019s Inner Circle Is Selling\u2014A Storm Warning For Stockholders?"},"content":{"rendered":"<div>\n<p>Microstrategy\u2019s (rebranded to Strategy) board shake\u2011up took a sharp turn this week as insiders moved to cash in. It\u2019s an unusual sight for a company that\u2019s best known for piling up <a href=\"https:\/\/www.coingecko.com\/en\/coins\/bitcoin\" target=\"_blank\" rel=\"noopener nofollow\">Bitcoin<\/a>. Yet director <a href=\"https:\/\/www.strategy.com\/investor-relations\/board-of-directors\/carl-rickertsen\" target=\"_blank\" rel=\"noopener nofollow\">Carl Rickertsen<\/a> sold every last one of his shares, walking away with more than $10\u202fmillion.<\/p>\n<p>He first bought $700,000 worth of stock in October\u202f2022 when the price was under $25 a share. Since then, the stock has climbed roughly 16\u00d7 in less than three years.<\/p>\n<h2>Insider Sales Hit Record High<\/h2>\n<p>According to Protos, Strategy insiders have taken profits in a big way. Rickertsen alone <a href=\"https:\/\/www.thestreet.com\/crypto\/markets\/strategy-director-sells-all-mstr-stocks-for-10m\" target=\"_blank\" rel=\"noopener nofollow\">unloaded over $10 million<\/a> of stock this month. He had sold some shares back in 2023, but this time he cleared out his entire stake.<\/p>\n<p><a href=\"https:\/\/protos.com\/microstrategy-director-quietly-dumps-all-his-mstr-shares\/\" target=\"_blank\" rel=\"noopener nofollow\">Protos<\/a> also notes that he exercised stock options and sold shares on the same day. Some investors see that move as a sign he\u2019s not betting on more gains for MSTR.<\/p>\n<blockquote class=\"twitter-tweet\">\n<p dir=\"ltr\" lang=\"en\">\u201cInsiders might sell for many reasons, but they buy for only one: they think the price will rise\u201d \u2013 Peter Lynch.<\/p>\n<p><img decoding=\"async\" src=\"https:\/\/s.w.org\/images\/core\/emoji\/15.1.0\/72x72\/1f636-200d-1f32b-fe0f.png\" alt=\"\ud83d\ude36\u200d\ud83c\udf2b\ufe0f\" class=\"wp-smiley\" style=\"height: 1em; max-height: 1em;\"> Well, ZERO insiders have bought <a href=\"https:\/\/twitter.com\/search?q=%24MSTR&amp;src=ctag&amp;ref_src=twsrc%5Etfw\" rel=\"nofollow noopener\" target=\"_blank\">$MSTR<\/a> in 2025. Instead, there have been 26 insider sales this year alone.<\/p>\n<p>5 year score: Insider sales exceed purchases by $864M. <a href=\"https:\/\/t.co\/nZSzqFcWZe\" rel=\"nofollow\" target=\"_blank\">pic.twitter.com\/nZSzqFcWZe<\/a><\/p>\n<p>\u2014 Protos (@Protos) <a href=\"https:\/\/twitter.com\/Protos\/status\/1933238399722225949?ref_src=twsrc%5Etfw\" rel=\"nofollow noopener\" target=\"_blank\">June 12, 2025<\/a><\/p>\n<\/blockquote>\n<h2>No Insider Buys This Year<\/h2>\n<p>Based on reports by Protos, there haven\u2019t been any insider purchases in 2025. Meanwhile, there have been 26 insider sales year\u2011to\u2011date. Those sales exceed buys by $864\u202fmillion.<\/p>\n<p>It\u2019s rare to see so much insider selling without a single buy to balance it out. That pattern makes a few retail holders uneasy, especially after a month where the stock slid 10%.<\/p>\n<p>Share Price Under Pressure<\/p>\n<p>The sell\u2011off comes even as <a href=\"https:\/\/www.strategy.com\/\" target=\"_blank\" rel=\"noopener nofollow\">Strategy<\/a> keeps adding Bitcoin to its coffers. The firm now holds about 582,000\u202fBTC, worth roughly $63 billion at today\u2019s prices. Yet MSTR shares are down 10% over the past month.<\/p>\n<p>By comparison, <a href=\"https:\/\/metaplanet.jp\/en\" target=\"_blank\" rel=\"noopener nofollow\">Metaplanet<\/a>\u2014a smaller Bitcoin holdings firm\u2014jumped 150% over the same time. Some traders are asking why Strategy\u2019s stock can\u2019t catch the same kind of lift.<\/p>\n<p><img fetchpriority=\"high\" decoding=\"async\" class=\"aligncenter size-full\" src=\"https:\/\/www.tradingview.com\/x\/cCRV0TTH\/\" width=\"2048\" height=\"960\"><\/p>\n<p>Critic Voices Doubt Strategy<\/p>\n<p>US President Donald Trump\u2019s longtime Bitcoin critic Peter Schiff piled on this week. Schiff called Strategy\u2019s business model \u201ccomplete fraud\u201d and warned that bankruptcy is only a matter of time.<\/p>\n<p>He made those remarks after Saylor shared a Bloomberg report on the company\u2019s Bitcoin stash. Schiff has pushed gold over Bitcoin for years. Even so, he admitted he regrets not buying Bitcoin back when prices were low.<\/p>\n<p>Investors who back the Bitcoin\u2011reserve approach say that holding crypto will pay off over the long haul. They argue the stock\u2019s wild ride is part of the deal. Others point to the wave of insider sales as a red flag.<\/p>\n<p>Watchers will be tracking a few things: whether any insiders start buying again, how the share price reacts to the latest Bitcoin purchases, and if critics like Schiff can sway the broader market.<\/p>\n<p>For now, Strategy\u2019s path looks as bold as ever, but a fresh batch of insider sales has put the firm under a brighter spotlight.<\/p>\n<p><em>Featured image from Getty Images, chart from TradingView<\/em><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"<p>Microstrategy\u2019s (rebranded to Strategy) board shake\u2011up took a sharp turn this week as insiders moved to cash in. It\u2019s an unusual sight for a company that\u2019s best known for piling up Bitcoin. Yet director Carl Rickertsen sold every last one of his shares, walking away with more than $10\u202fmillion. He first bought $700,000 worth of [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"iawp_total_views":0,"footnotes":""},"categories":[2],"tags":[3,4,5],"class_list":["post-31859","post","type-post","status-publish","format-standard","hentry","category-news","tag-crypto","tag-doge","tag-news"],"_links":{"self":[{"href":"https:\/\/dogewisperer.com\/index.php?rest_route=\/wp\/v2\/posts\/31859","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/dogewisperer.com\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/dogewisperer.com\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/dogewisperer.com\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/dogewisperer.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=31859"}],"version-history":[{"count":0,"href":"https:\/\/dogewisperer.com\/index.php?rest_route=\/wp\/v2\/posts\/31859\/revisions"}],"wp:attachment":[{"href":"https:\/\/dogewisperer.com\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=31859"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/dogewisperer.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=31859"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/dogewisperer.com\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=31859"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}