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You can’t prevent chaos, but you can have protection in place for whatever arrives. Claire Martin talks with trusts and estates attorney Candace Dellacona about getting your house in order, whether you’re part of the sandwich generation, caring for a parent and a child at the same time or you’ve come into money fast and everyone suddenly needs something from you.

What You’ll Learn About Estate Planning and Caregiving

  • The two must-have estate planning documents: a durable power of attorney and a healthcare proxy
  • Why caregiving can’t be a solo act, and how asking for help builds community and resources
  • How trusts work, and why leaving everything outright to a young beneficiary rarely makes sense
  • Why self-care is part of caring for everyone else

Sandwich Generation Caregiving: Caring for Aging Parents and Children

Supporting one generation up and one down means your own needs are often the first to go. Candace and Claire talk about identity, boundaries, and self-care, and why selflessness is praised more than it should be. They also cover the legal authority you need before you can advocate for a loved one in a healthcare or financial setting.

Sudden Wealth and Family Support: Guidance for Athletes, Entertainers, and Entrepreneurs

Athletes, entertainers, influencers, and tech entrepreneurs often receive significant money on a short runway, and the people around them start to rely on it. Candace explains how generosity becomes a form of caretaking, why a pause and the right financial, tax, and legal professionals matter before a grand gesture, and how to protect your assets and your family relationships at the same time.

Using AI for Estate Planning, and Protecting Your Family Online

Candace shares where AI can help you understand estate planning documents, and why it should never replace a licensed attorney in your state. She also explains why a growing digital presence leaves aging parents and children vulnerable, and what families can do about it.

About Candace Dellacona, Trusts and Estates Attorney

Candace Dellacona is a trusts and estates attorney at Offit Kurman and host of The Sandwich Generation Survival Guide podcast, available on all major platforms.

Frequently Asked Questions

What estate planning documents does a caregiver need?

Candace names two must-haves: a durable power of attorney, which lets someone you trust handle financial matters, and a healthcare proxy, which lets them make medical decisions if you cannot. Without them, you may not have the legal authority to advocate for a parent in a healthcare or financial setting.

What is the sandwich generation?

Adults who are caring for aging parents and their own children at the same time.

Should you leave an inheritance outright to a young beneficiary?

Candace explains why that rarely makes sense, and how a trust can set terms for when and how money is distributed.

Can AI replace an estate planning attorney?

No. Candace says AI can help you understand estate planning documents, but it should never replace a licensed attorney in your state.

Bespoke Group investment advisory services are offered only through Bespoke Advisory, an SEC-registered investment advisor. Everything we share here is just for information and education. It’s not investment, legal, or tax advice. Bespoke does not offer or solicit investment services to the general public. And as always, investing comes with risk, including the possible loss of principal

ABOUT THE GUEST

Candace Dellacona
Candace Dellacona Principal

Candace Dellacona is a principal and shareholder in the firm’s Estates and Trusts Practice Group. Candace is considered “a family’s lawyer,” however you may define family. She works closely with multiple generations of family members to protect what they have throughout every phase of their lives. Candace constructs wills, trusts and medical directives that address each client’s unique goals, whether they are starting adult life or experiencing a significant event such as a change in marital status, welcoming a child, diagnosis of illness or death of a loved one.

Candace works with clients to proactively protect financial assets, arrange care, establish medical directives, mitigate the burden of estate taxes and address business succession planning. Candace also navigates families through the probate process, ensuring that an estate is administered efficiently and properly.

Candace focuses her law practice on estate planning, asset protection planning, elder law, estate administration, special needs planning and advocacy, including the areas outlined below.

Sandwich Generation

Adult family members who find themselves providing care and support to an aging loved one and who are either in the midst of raising a child or providing financial support to an adult child. Members of the “sandwich generation” are in between balancing the needs of themselves and the needs of aging relatives and dependent children.

  • Mid-Life Planning: For the clients in the “in-between” who may require a more sophisticated estate plan than was once needed, Candace skillfully guides her clients through the complex world of trusts, business formation, or even selling a family business.
  • Elder Law Advocacy: An advocate for the elderly, Candace helps her clients remain independent and comfortable for as long as possible. When loved ones require long-term care, she advises families while protecting their life savings.
  • Young Adults: Adulthood brings many responsibilities, including the often-overlooked need for a health directive and a financial power of attorney. Candace works with young
    adults and their families, so medical and financial information can be accessed in case of an emergency.
  • LGBTQ+ Community

    An important part of Candace’s practice includes working with members of the LGBTQ+ and polyamorous communities and their families. She creates tailored estate plans while advocating for security and dignity in the treatment of all her clients.

    Sports & Entertainment Industry

    Athletes and entertainers may experience significant changes in income in a short period of time. Candace works to establish long-term protection of assets and property, allowing clients to enjoy the fruits of their labor while planning responsibly for the future.

Services

  • Elder Law and Advocacy
  • Estates and Trusts
  • Tax Law
  • Sports, Entertainment and Media
  • LGBTQIA+
  • Alternative Dispute Resolution

Where to Listen

Take this show on the road and listen where you get your usual podcasts.

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