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I helped my 86-year-old dad plan his estate. It changed how I see my life.

I sat in a stiff chair next to my 86-year-old dad as a lawyer outlined the complicated rules of Medicaid law.

My dad furrowed his brow, trying to understand the legal complexities that could mean the difference between being able to leave his home — where he’d lived for nearly 60 years — for my sisters and me, rather than having it confiscated as collateral should he die in a long-term care facility.

A few months earlier, my dad — who was recently diagnosed with early-stage dementia — called me with an urgent request. “I want you to make sure they don’t take my house,” he said, obviously coming to terms with the possibility that extended memory care could be in his future.

My dad has no savings to cover long-term care

My dad grew up one of nine kids raised during the lean years of the Great Depression and World War II. He knew the value of owning a home, both monetarily and in the sense of pride he derived from knowing he’d at least leave that small piece of property to my sisters and me after he died.

But like many seniors, he lives on a fixed income and doesn’t have savings to cover the often astronomical expense of long-term care facilities, even with Medicare. Should he need long-term care — a possibility despite his age since he’s in great physical shape and had a mother who lived well into her 90s — the ownership of his home could be in jeopardy.

According to federal and many state laws, Medicaid is required to pursue “estate recovery” after a recipient dies, often placing liens on the decedent’s home or estate to recover care expenses. There are several ways to avoid this, including setting up trusts and a form of property co-ownership called a life estate. Ultimately, our lawyer advised we take advantage of a caretaker clause in Medicaid law, which would apply to my sister, who lives with our dad.

As we went through all these scenarios, while also helping my dad set up his will, healthcare power of attorney (who makes healthcare decisions on his behalf if he’s incapacitated), and durable power of attorney (who can make financial decisions on his behalf), I couldn’t help thinking about my own family.

It made me realize I didn’t have a will

My husband and I did not have a will, any power of attorney, or even beneficiaries on our bank accounts. We’re both cruising toward 50, and we have a young son, so I knew we needed to address our own estate planning.


Family posing for photo

The author and her husband didn’t have wills set up. 

Courtesy of the author



Our bank offers free estate planning consultations, so I booked an appointment for us to go through the basics before speaking with an attorney who will charge for their services.

Though we’ve been married almost 15 years and faced some health crises, such as my breast cancer diagnosis nearly a decade ago, my husband and I had never discussed what would happen if one or both of us died. While these conversations are hard, we knew they were necessary to ensure our son is cared for physically and financially after we’re gone.

In our case, if one spouse died, the other would automatically inherit any assets and assume sole guardianship of our son. But if both of us were to die at the same time, things get more complicated.

Since we have an underage child, we set up a trust where any of our assets — our home, retirement accounts, etc. — would go to benefit our child once he reaches adulthood. Then we had to choose who would not only take guardianship of our son but also manage our estate, taking care of everything from ensuring our final tax returns were filed to managing the money left to our son.

Talking about death can be hard

Through these conversations, we learned that not having specific, legally verified instructions for your assets — even if it’s just a checking account or a car — can cause bureaucratic headaches for grieving loved ones. And not establishing specific instructions via a healthcare power of attorney — such as whether you want to be resuscitated or put on life support — can put family in the difficult position of making life-or-death choices in the midst of a crisis.

I know that we’ve done all we can to ensure my dad is taken care of for the remainder of his life, and that everything he has worked so hard for will go where he wants it. And I know my husband, son, or sisters won’t have to shoulder the burden of sorting out my affairs when I die.

Talking about my death, as well as the demise of my father and husband, was hard. No one wants to have these difficult conversations. But knowing that we’ve done the unpleasant work to make sure our wishes are respected and our loved ones are protected upon our deaths is well worth the discomfort.




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My 8-step plan for Dario Amodei to get off the Pentagon’s naughty list

On Thursday, the Pentagon designated Anthropic a supply chain risk, effectively blacklisting the AI startup from doing business with the US government.

In a recent internal memo, obtained by The Information, CEO Dario Amodei said the Trump administration opposes the company because it hasn’t donated to the president or offered the kind of “dictator-style” praise he said competitors had.

Sometimes, the solution to a problem is right in front of you. If Dario wants to get off the Pentagon’s naughty list, he can just follow the lead of more experienced tech leaders who have managed to stay in the administration’s good graces — like Apple CEO Tim Cook.

There’s a serious point to this: many Big Tech CEOs think their jobs are to make money for shareholders. This involves making compromises. It’s tough sometimes, but other tech CEOs have done it, with Cook perhaps being the GOAT Trump whisperer.

Here’s a multi-step plan based on what’s worked for other Big Tech CEOs.

Watch that documentary


Melania Trump wore a pantsuit to the State of the Union.

Melania Trump

SAUL LOEB / AFP



Go to the White House and watch the Melania documentary. Or otherwise be seen widely to be watching the Melania documentary. In January, Amazon CEO Andy Jassy, along with founder Jeff Bezos, Tim “Apple,” AMD’s Lisa Su, and Zoom’s Eric Yuan attended a screening. It’s only about two hours of your life, Dario.

Gong time


Apple CEO Tim Cook (left) giving President Donald Trump a gift at the White House

Apple CEO Tim Cook (left) giving President Donald Trump a gift at the White House

Fortune/Reuters



Give President Trump an obviously valuable gong thing. In August, Cook went to the Oval Office and presented President Trump with an inscribed piece of Apple-produced glass made in Kentucky that sits upon a 24k gold base made in Utah to celebrate the tech giant’s “American Manufacturing Program.” Apple has gotten tariff exemptions. It’s unclear if the gift influenced any decisions, but lemme put it this way: The gong probably didn’t hurt!

Praise, praise, praise


Nvidia CEO Jensen Huang

Nvidia CEO Jensen Huang

Patrick T. Fallon / AFP via Getty Images)/Reuters



Lavish praise on the president in a public way. During a keynote speech at a major Nvidia conference in October, CEO Jensen Huang effusively praised Trump, saying the President’s energy policies deserved credit for ensuring that massive AI data centers would have enough energy to power them.

Praise while dining


Google CEO Sundar Pichai (left) with Elon Musk at President Donald Trump's inauguration

Google CEO Sundar Pichai (left) with Elon Musk at President Donald Trump’s inauguration

SHAWN THEW/POOL/via REUTERS



Attend a dinner or another event with Trump, and also praise him. In September, Google CEO Sundar Pichai attended a high-profile White House dinner hosted by the president, where the Google CEO thanked the administration for “constructive dialogue” in relation to the company’s antitrust case. And check out this recent video of SpaceX CEO Gwynne Shotwell praising Trump at a recent White House meeting to launch the president’s data center energy initiative, where AI companies pledged to pay for their own power.

Ding rivals


Joe Biden at the 2023 State of the Union.

President Joe Biden speaks during a State of the Union address in Washington, DC.

Kent Nishimura/Los Angeles Times via Getty Images



If possible, slip in a dig at President Biden or President Obama, or both. At a tech conference in Taipei last year, Nvidia’s Jensen Huang criticized the Biden administration’s export controls on AI chips to China.

Unveil a big Trump-aligned initiative


OpenAI CEO Sam Altman stands next to President Trump to announce a $500 million plan to build data centers in the US.

OpenAI CEO Sam Altman stands next to President Trump to announce a $500 million plan to build data centers in the US.

Fortune/Reuters



Announce an Anthropic initiative that supports one of the president’s top priorities. If this project were something Anthropic would do anyway, don’t worry. Other tech companies have done that, too. Stargate was announced as a bold new $500 billion project in early 2025 at a White House event. But bits of the plan were already in motion as parts of tech companies’ existing data center buildout strategies.

Mar-a-Lago is calling


Meta CEO Mark Zuckerberg (left) and President Donald Trump (right)

Meta CEO Mark Zuckerberg (left) and President Donald Trump (right)

Fortune/Reuters



Visit Mar-a-Lago. The weather in Florida right now is probably great. You can fly direct from SFO, business class, and make it back to San Francisco by the next day. Meta CEO Mark Zuckerberg made the trip in late 2024, after Trump was elected president for the second time. Trump once threatened to put Zuckerberg in prison, but not anymore.

$$$$$


OpenAI President Greg Brockman

OpenAI President Greg Brockman

Caroline Brehman / AFP via Getty Images



You mentioned this one in your own memo, according to The Information. Give money to Trump-related causes. OpenAI President Greg Brockman has donated to Trump, and just think of it as a small investment in Anthropic’s future. It doesn’t cost much, and I’m sure you have some spare cash, with Anthropic’s valuation soaring past $300 billion recently. Google, Meta, Microsoft, and other tech companies donated to Trump’s inauguration fund, for example, mostly giving $1 million each. That was a missed opportunity for you. There will be others.

Sign up for BI’s Tech Memo newsletter here. Reach out to me via email at abarr@businessinsider.com.




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