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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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I grew my tech income to over $250,000 in 8 years. 1 move has helped me negotiate a higher salary.

This as-told-to essay is based on a conversation with Brian Jenney, 42, who lives in California. The following has been edited for length and clarity.

When I got into tech in my early 30s, I had no clue how crazy lucrative the industry was.

I started as a web application developer in 2015, earning roughly $60,000 a year.

Over the years, I became savvier at negotiating my salary, and by 2023, I was making over $250,000.

I’ve earned more than I could have ever imagined, without working in Big Tech, where people often assume the big money is made.

Here’s what I’ve learned along the way.

1. It was dumb not to negotiate a starting salary because it already sounded impressive

I used to have addiction issues, so I didn’t really work from the ages of 25 to 30 and lost knowledge that people gain from white collar jobs at this stage of life.

I was naive about the salary potential of my industry, and when people in tech said they were on $150,000, it blew my mind, and I began to feel underpaid.

In 2017, after two years in the web developer role, I landed a job at a startup. I was so impressed when I was offered $120,000 that I didn’t negotiate my salary, which was dumb in retrospect.

The environment was extremely fast-paced and high-caliber. I struggled with imposter syndrome as one of the team’s more junior members. I felt like one of the worst developers there and that I was already being paid more than I deserved. It discouraged me from asking for a raise.

In 2019, I joined the media intelligence company Zignal Labs. I was so happy about the job offer that I didn’t negotiate the salary, so my pay initially stayed roughly the same as in my previous job. It felt like I had plateaued, even though I had more money than I needed. An unfortunate symptom of working in tech is that you get drawn to wanting more.

Choosing this role turned out to be the right move, though. I had more room to grow and was in a better learning environment at a larger company.

During the tech hiring spree of 2020, my peers said they were getting crazy offers, and I didn’t want to miss out. That August, I joined The Clorox Company, a manufacturing firm, as a software engineer. By 2023, I was making over $250,000: the peak of my earnings in tech.

In 2024, I was laid off, and I’ve continued to work in various software engineering roles. I bought a business in 2023, and my focus has shifted to seeking out flexibility and time to build it, instead of maximizing corporate compensation.

2. I prepare for the pressure of job interviews by practicing with strangers

Interviews are like a carnival game where you can win big money by performing well, and you can’t get to the negotiation stage without passing them. They’re structured, learnable, and winnable with the right preparation.

When I have job interviews lined up, I do technical practice and use a platform called Pramp, which pairs you with strangers for practice interviews. I’ve found this helps simulate the nerves and pressure of real interviews better than practicing with friends.

I’ll try to do at least two mock interviews before an interview I really care about.


Brian Jenney is standing on a stage giving a talk.

Jenney uses a platform called Pramp to practice job interviews.

Courtesy of Brian Jenney



3. I learned to ‘play the game’ of salary negotiation. Now I ask for at least 10% more.

Over the years, I’ve benefited a lot from people in tech being open about their salaries and career paths, which helped me understand what was possible and gave me confidence to negotiate and aim higher.

I’ve learned that salary negotiation is a game you have to play, and if you don’t, you lose money.

I began consistently negotiating pay in the late 2010s. I usually tell the employer that I’m really excited to start the job, but that I was hoping to come in at a higher salary range, usually 10 to 20% more.

I’ve found this to be very effective, and it has never gone badly for me. If an employer sounds firm on their offer, I usually try to explore whether a sign-on bonus is possible instead, but I don’t push aggressively beyond that.

I have more money than I need, even though I never worked in Big Tech


Brian Jenney is pointing at a wall with computer code written on it.

Jenney said a salary of $150,000 is more than enough for him.

Courtesy of Brian Jenney



I’ve interviewed with but never been hired by the Big Tech companies. Besides, I like working at smaller startups and non-tech companies where I think you can have a greater impact.

Big Tech employees are going to “beat me” on pay because their stock compensation will outpace my earnings. But I see my current lifestyle as comparable to theirs. I believe there’s a reason software engineers aren’t driving around Mountain View in Ferraris: they can’t cash out all their stock money yet.

There’s always more you can earn, but when my salary hit the $150,000 mark, I knew it was more than I needed. I’d rather prioritize jobs where I’m happy, I’m learning, and I can cover my needs while still saving. That’s all I really need.

Do you have a story to share about growing your salary in tech? Contact this reporter at ccheong@businessinsider.com




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