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September 16, 2025 27 mins

This episode: From Grief to Guidance: Jeannie Dougherty on Caregiving, Money, and Turning Adversity into Advocacy.

 

Here’s what you’ll learn about:

Introduction and Purpose of the Meeting (0:02)

  • Drew initiates the recording and introduces Jeannie Dougherty, expressing excitement about the discussion.
  • Drew thanks Priscilla Leto for introducing Jeannie and sets the stage for the conversation.
  • He discusses the linear view of life taught in childhood and how external circumstances can derail this path.
  • Drew introduces the concept of three types of women: one with blind spots, one who sees adversity as a victim, and one who sees adversity as an opportunity for growth.

Jeannie's Journey to Becoming a Caregiver Advocate (1:53)

  • Jeannie shares her background, mentioning that both her parents passed away from Alzheimer's with no previous family history.
  • She describes the financial exploitation her mother faced from a family member, which was hidden until after her death.
  • Jeannie recounts her defining moment at her mother's grave site, where she realized she would not let the situation kill her and decided to make changes.
  • She explains the impact of her parents' deaths and the financial exploitation on her family, emphasizing the importance of awareness and prevention.

Impact of Parents' Illnesses and Financial Exploitation (3:55)

  • Drew and Jeannie discuss the initial shock of Jeannie's father's Alzheimer's diagnosis and the lack of clear information from doctors.
  • Jeannie shares her experience of her mother's Alzheimer's diagnosis and the control issues within her family.
  • She describes the challenges of being the official caregiver and the emotional toll of dealing with financial exploitation.
  • Jeannie reflects on the importance of addressing financial expectations and the need for open communication about final wishes.

Transition to Caregiver Advocacy and Emotional Money Coaching (6:00)

  • Jeannie talks about her job working for a federal government contractor, where she built a retirement readiness and caregiver program.
  • She shares her experience of taking dance classes and discovering emotional behavioral learning, which led her to become an emotional money coach.
  • Jeannie explains the concept of emotional money coaching and the importance of addressing family rules and emotions related to money.
  • She discusses the impact of the pandemic on caregivers and the need for better support and resources for caregivers.

Challenges and I...

Chapters

  • (00:00:00) - The Money Whisperer
  • (00:00:50) - The Importance of Defining Moments in Life
  • (00:06:27) - How to Deal with a Parent With Alzheimer's
  • (00:09:11) - The Path to a Caregiving Happy Ending
  • (00:13:55) - The Importance of Talking About Money in Relationships
  • (00:18:23) - Discussing Money in a Relationship
  • (00:20:54) - Tim Ferriss on The Caregiving of Anxas
  • (00:22:25) - Wedding & Caregiving Event
  • (00:24:35) - Caregiving in the Age of Aging
  • (00:25:37) - "What Advice Would You Give Your 7-Year-Old Je
  • (00:26:07) - For Jeannie the Young Businesswoman
  • (00:26:58) - Living the Life You Want to Live
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