{"id":261884,"date":"2026-01-24T16:27:12","date_gmt":"2026-01-24T16:27:12","guid":{"rendered":"https:\/\/www.newsbeep.com\/ie\/261884\/"},"modified":"2026-01-24T16:27:12","modified_gmt":"2026-01-24T16:27:12","slug":"millionaire-family-shares-biggest-money-mistakes-wealth-legacy-plan","status":"publish","type":"post","link":"https:\/\/www.newsbeep.com\/ie\/261884\/","title":{"rendered":"Millionaire Family Shares Biggest Money Mistakes, Wealth Legacy Plan"},"content":{"rendered":"<p>This as-told-to essay is based on a conversation with Bobby Castro and Sofia Castro, the founders of Ortsac, a <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/inside-the-2025-family-office-boom-shaping-the-worlds-superrich-2025-10\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">family office<\/a> that manages their investments and properties. It has been edited for length and clarity.<\/p>\n<p>Bobby: We&#8217;ve been married for 35 years.<\/p>\n<p>We have two children: Priscilla, 34, and Brandon, 29. They&#8217;re both married, and we have three grandchildren.<\/p>\n<p>I only have a ninth-grade education, and Sofia only has a 10th-grade education. We were both raised in Miami, and when we met, I was 22, and Sofia was 18. Within six months, we got pregnant, got married, and moved into Sofia&#8217;s parents&#8217; house.<\/p>\n<p>Sofia: My dad worked three jobs to maintain seven children, and Bobby&#8217;s mom worked three jobs to maintain four children. We come from zero money; there were no hand-me-downs.<\/p>\n<p>                          <img decoding=\"async\" class=\"lazy-image author-image\" viewbox=\"0 0 1 1\" src=\"https:\/\/www.newsbeep.com\/ie\/wp-content\/uploads\/2026\/01\/65559c3022cf74a573983cff.jpeg\" alt=\"Madeline berg on grey background\"\/><\/p>\n<p class=\"body-sm-subtle body\">\n                          Every time Madeline publishes a story, you\u2019ll get an alert straight to your inbox!\n                        <\/p>\n<p class=\"body-sm-subtle body-sm\">\n                          Stay connected to Madeline and get more of their work as it publishes.\n                        <\/p>\n<p>When I met Bobby, he said, &#8220;I don&#8217;t know how, but I&#8217;m going to create my own business. I&#8217;m going to work for myself.&#8221;<\/p>\n<p>Bobby: I was always a motivator, never an executor.<\/p>\n<p>School wasn&#8217;t for me. When I told my mom that I didn&#8217;t want to do it anymore, she supported me. She was a waitress all her life, so I quit and worked at a restaurant.<\/p>\n<p>I heard conversations at tables, people talking about business, a different type of conversation than I was having at home.<\/p>\n<p>Curiosity sparked, and I said to my mom, I&#8217;m <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/millionaire-friends-and-family-kept-asking-for-money-2025-12\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">going to be a millionaire<\/a>. I spent a lot of time talking about it, but didn&#8217;t do anything about it.<\/p>\n<p>That changed many years later, when I was living at my in-laws, paying them nothing, no job. I walked outside one afternoon, when everyone else was coming home from work. Sofia pulled up in a black Mustang that her parents bought us for $600, and behind her was Priscilla; they were both smiling at me.<\/p>\n<p>I realized I had to get out of this rut. I got a job at the Rusty Pelican in Key Biscayne, and during the day, I sold memberships for the Better Business Bureau.<\/p>\n<p>I was addicted to classified ads. Anything that said, earn $5,000 a month, become a millionaire. There was an opportunity to be an equipment broker \u2014 the middleman between lenders and business owners who need things like <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/working-at-80-wont-retire-forklift-driver-social-security-aging-2025-10\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">a forklift<\/a>, a grill, an ultrasound.<\/p>\n<p>Sofia&#8217;s mom lent us $1,700 to give it a try. We spent all of our time, energy, and focus on it. It eventually turned into BHG Financial \u2014 a company that loaned money to professionals.<\/p>\n<p>Winning at work, but struggling at home<\/p>\n<p>Sofia: By the time our daughter was five, we were making a nice living, and when our son was born, we were making more than $500,000 a year.<\/p>\n<p>We wanted to give them what we didn&#8217;t have. Our parents gave us love and a roof over our heads and made sure we had food on our plates, but we were very poor.<\/p>\n<p>We didn&#8217;t want our <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/letting-adult-kids-make-mistakes-parenting-lesson-2025-11\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">kids to struggle<\/a> the way we did.<\/p>\n<p>We raised them with good morals \u2014 respect, kindness \u2014 and they never got into any trouble. But we realized, as they got older, that they&#8217;d have no clue how to survive in the real world if we took away the financial backing.<\/p>\n<p>We didn&#8217;t educate them enough. Starting in junior high, we should have taught them how to handle money, how to create, and how to think about what they want out of life.<\/p>\n<p>Bobby: We made some <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/wealthy-family-office-rich-heirs-succession-planning-jpmorgan-survey-2024-4\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">mistakes with our children<\/a>. We were failing with Priscilla and Brandon.<\/p>\n<p>We said with Priscilla, our first, we&#8217;re going to spoil the heck out of her. She&#8217;s going to have everything.<\/p>\n<p>She was on &#8220;My Super Sweet 16.&#8221; She got a Mercedes SL 500. The whole nine yards.<\/p>\n<p>At another point, she wanted to start a shoe business. She didn&#8217;t have a business plan, but we invested because that&#8217;s our baby girl. I didn&#8217;t do any due diligence. That was a great learning lesson for us, as well as for Priscilla, but mistakes are the pivots.<\/p>\n<p>Sofia: Priscilla went to college, but school wasn&#8217;t for her. We told her she had two choices: either come and work for us \u2014 at that point, we had started <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/home-prices-real-estate-home-values-prediction-markets-polymarket-parcl-2026-1\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">investing in real estate<\/a> \u2014 or look for a career.<\/p>\n<p>We weren&#8217;t going to allow our kids to sit there and do nothing, be trust-fund babies.<\/p>\n<p>The first rule? Talk about money<\/p>\n<p>Bobby: When Priscilla and Brandon came to work for our <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/read-pitch-deck-family-office-fintech-startup-asseta-ai-raise-millions-2025-12\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">family office<\/a>, they weren&#8217;t excited or stimulated about it. They were just being given money without having to ask.<\/p>\n<p>We heard that 70% of families lose their wealth after the second generation, and we realized we needed help to break the family curse.<\/p>\n<p>So we reached out to Legacy Capitals, a consulting and advising firm, and created a 100-year <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/biggest-mistakes-billionaire-families-make-wealth-transfer-succession-inheritance-2025-12\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">legacy plan<\/a>. We have regular meetings to discuss our assets \u2014\u00a0our various trusts \u2014 what we need to do to preserve them and how to grow them.<\/p>\n<p>Since then, it&#8217;s night and day. Our son owns apartments that he invests in and is responsible for financing the family office. Our son-in-law is involved in our real estate investment. They are putting in the hours and earning their money.<\/p>\n<p>Sofia: Our kids are very involved in writing the agreement.<\/p>\n<p>We&#8217;re putting in rules, regulations, and directions. If they want to open a business or go into charity, how are they going to get money for that?<\/p>\n<p>There are suggestions, too.<\/p>\n<p>One mistake Bobby and I made was never having them get a job outside our family business or internships over the summers. That&#8217;s something that we&#8217;re putting in the family manual: experience the outside world.<\/p>\n<p>Bobby: Another rule: No family member sues another family member. That&#8217;s one of our core values, because money creates friction.<\/p>\n<p>We are also working on each family member&#8217;s role and responsibilities.<\/p>\n<p>A lot of people haven&#8217;t had conversations with their children about their family&#8217;s finances, and they&#8217;re in their 70s or 80s. It&#8217;s all about communication for us. We have to <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/financial-transparency-parents-talk-money-with-kids-2025-1\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">talk about money<\/a>, the rules around the money, and how we are going to impact the world.<\/p>\n<p>We got to it a little too late in life. Our children are doing it correctly with our grandchildren. They can benefit from what we learned. They are really great parents. And it&#8217;s helped my relationship with them. We <a target=\"_self\" class=\"\" href=\"https:\/\/www.businessinsider.com\/family-vacation-travel-more-budget-2025-12\" data-track-click=\"{&quot;element_name&quot;:&quot;body_link&quot;,&quot;event&quot;:&quot;tout_click&quot;,&quot;index&quot;:&quot;bi_value_unassigned&quot;,&quot;product_field&quot;:&quot;bi_value_unassigned&quot;}\" rel=\"nofollow noopener\">travel as a family<\/a>; they live close by, and we get together and have fun without talking shop.<\/p>\n<p>I&#8217;m seeing so many strides forward. Just this week, they closed on an apartment building together. Independently, with their own money, they teamed up with their cousins and bought an 18-unit multifamily apartment building.<\/p>\n<p>I stepped back, let them be in the driver&#8217;s seat. We are getting there.<\/p>\n","protected":false},"excerpt":{"rendered":"This as-told-to essay is based on a conversation with Bobby Castro and Sofia Castro, the founders of Ortsac,&hellip;\n","protected":false},"author":2,"featured_media":261885,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[14],"tags":[72,176,61,60,174,175],"class_list":{"0":"post-261884","1":"post","2":"type-post","3":"status-publish","4":"format-standard","5":"has-post-thumbnail","7":"category-personal-finance","8":"tag-business","9":"tag-finance","10":"tag-ie","11":"tag-ireland","12":"tag-personal-finance","13":"tag-personalfinance"},"_links":{"self":[{"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/posts\/261884","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/comments?post=261884"}],"version-history":[{"count":0,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/posts\/261884\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/media\/261885"}],"wp:attachment":[{"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/media?parent=261884"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/categories?post=261884"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.newsbeep.com\/ie\/wp-json\/wp\/v2\/tags?post=261884"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}