
Episode 2: Boredom is Our Kryptonite
“Welcome back to Grandma Has ADHD! In this second part of our inaugural episode, hosts Jami Shapiro and Justin Shepherd dive deeper into the fascinating
Jami Shapiro sits down with executive communication coach and public speaking expert Dr. Reesa Woolf for a conversation that goes far beyond speaking in front of a crowd.
After decades of believing she simply wasn’t good at certain things, Reesa shares how discovering she had ADHD later in life brought an overwhelming sense of relief and self-compassion. Instead of seeing herself as “bad at life,” she finally understood that her brain simply worked differently.
Together, Jami and Reesa explore the emotional impact of a late ADHD diagnosis, the freedom that comes from letting go of self-criticism, and why understanding your brain can help you make peace with your past while creating a better future. They also discuss rejection sensitivity, public speaking anxiety, addiction, and the importance of building systems that support the way your brain naturally works.
Many adults spend years believing they’re lazy, disorganized, or simply “not good enough.”
A late ADHD diagnosis doesn’t change the past, but it can completely change the way you understand yourself. This conversation is a reminder that it’s never too late to replace shame with understanding and begin building a life that works for your brain.
Jami asks every guest: If there were a button that could remove your ADHD forever, would you press it?
Reesa says she wouldn’t. While ADHD has certainly brought challenges, she believes it’s also shaped her creativity, compassion, curiosity, and the adventurous life she’s built. For her, understanding her ADHD brought peace—not a desire to erase it.
Dr. Reesa Woolf is an executive communication coach, TED Talk trainer, and public speaking expert with more than 30 years of experience helping executives, business owners, and professionals become confident, authentic communicators. She is the author of Mr. Bear Speaks Without Fear and specializes in helping people overcome public speaking anxiety through practical, lasting strategies.
Jami Shapiro is an ADHD coach, speaker, author, and founder of Silver Linings Transitions. Through Grandma Has ADHD, she helps adults, especially women diagnosed later in life, better understand their brains and navigate life with greater clarity and compassion.

“Welcome back to Grandma Has ADHD! In this second part of our inaugural episode, hosts Jami Shapiro and Justin Shepherd dive deeper into the fascinating

“Welcome to Part 1 of the Grandma Has ADHD podcast, hosted by Jami Shapiro and Justin Shepherd. In this inaugural episode, we kick things off

The “OG Original Grandma” describes her life with Jami and Justin since discovering like her daughter and grandchild, she too shared the hereditary trait of ADHD.
If you are a senior or a chronically disorganized adult who’d like to tackle your clutter and would benefit from assistance in getting started and maintaining household organization and life systems, the Silver Linings Transitions team is here to help.
Contact a team member at 760 522-1624 to get started.
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