Podcast

Miami Mystery: The Disappearance of Olavi Hendrickson

True Crime

Miami Mystery is a true crime podcast in which Emmy Award winning journalist Dana Dean reopens the unexplained disappearance of her own grandfather, Miami City Attorney Olavi Hendrickson. In October 1962, Hendrickson walked out of his home in a black suit and never came back. No body, no death certificate, no record of a missing person investigation.

Joined by her sister, Dean's five year investigation, built on FOIA requests, archival newspaper research, a long hidden letter, and exclusive family interviews, uncovers a story that upends what her family believed for six decades.

The series explores organized crime in 1960s Miami, political corruption, and family secrets, following two sisters' search for the truth about their own grandfather.

True Crime chart
#105
Episodes
5
Releases
Weekly
Typical length
15 min
On air since
2026
Latest episode
1 day ago

Episodes

5 episodes, from the first

Season 1

  1. Trailer | The Disappearance of Olavi Hendrickson Trailer

    Show notes

    64 years ago, Miami City Attorney Olavi Hendrickson disappeared. He walked out of his home in October 1962 and never came back. No body. No official missing person report on record. No answers.

    Now, a new generation of his family is digging up what the official record never explained.

    Miami Mystery: The Disappearance of Olavi Hendrickson premieres October 12, 2026. Follow @miamimysterypod on Instagram to uncover a story that's gone untold for more than six decades.

    Have information about Olavi Hendrickson or his disappearance? Email tips to producers@miamimystery.com.

    2 min
  2. He Walked Out| The Disappearance of Olavi Hendrickson

    Episode 1

    Show notes

    In October 1962, Miami City Attorney Olavi Hendrickson put on his best black suit, left his home, and disappeared.

    More than six decades later, his granddaughters are reopening a mystery that has followed their family for generations.

    In Episode 1, an unexpected discovery of unclaimed property brings Olavi's disappearance back to the surface.

    Emmy award winning journalist Dana Dean and her sister begin retracing what their family knows — and confronting just how little is known about what happened after he walked out.

    No body. No death certificate. More than six decades of unanswered questions.

    This is where the investigation begins.

    14 min
  3. Part of Something Bigger| The Disappearance of Olavi Hendrickson

    Episode 2

    Show notes

    Dana and her sister Erica travel to Miami, searching for answers about their grandfather's mysterious disappearance more than 60 years ago.

    What they uncover is a city with a complicated past, where organized crime, illegal gambling, and notorious nightclubs were part of the landscape.

    With help from Casey Piket, founder of the Miami History Substack and podcast, they discover a scandal involving the Clover Club, a nightclub on Biscayne Boulevard, and their grandfather, then Miami City Attorney Olavi Hendrickson.

    In February 1961, Olavi walked into the Clover Club and stayed for eight hours. By morning, there was a photograph, 33 drinks on the tab, an unpaid bill, and questions that would threaten his career.

    Was this simply a night gone wrong, or was Olavi caught up in something much bigger?

    Know something about Olavi Hendrickson or his 1962 disappearance? Email producers@miamimystery.com. Behind-the-scenes photos and video: @miamimysterypod on Instagram https://instagram.com/miamimysterypod Episodes plus more photos from the Hendrickson Family archive: https://miamimystery.com

    16 min
  4. An Eight-Hour Investigation | The Disappearance of Olavi Hendrickson

    Episode 3

    Show notes

    In February 1961, Miami City Attorney Olavi Hendrickson walked into the Clover Club, a notorious nightclub on Biscayne Boulevard that he was trying to shut down.

    Eight hours later, he was at the center of a scandal that made national headlines.

    What really happened inside the Clover Club that night?

    In Episode 3 of Miami Mystery: The Disappearance of Olavi Hendrickson, host Dana Dean reconstructs the night using testimony from the Miami City Commission's 1961 investigation, newspaper archives and firsthand accounts.

    There were allegations of drinking and disorderly conduct, a photograph that made headlines, encounters with police, and questions about whether Olavi had been deliberately set up to embarrass him.

    Twenty months later, he disappeared.

    Follow the investigation:

    Website: https://miamimystery.com/

    Instagram: https://www.instagram.com/miamimysterypod/

    18 min
  5. M.I.A. in MIA | The Disappearance of Olavi Hendrickson

    Episode 4

    Show notes

    On October 16, 1962, former Miami City Attorney Olavi Hendrickson walked out of his home wearing his best black suit. He never returned.

    Nearly a year passed before his disappearance made headlines.

    In Episode 4 of Miami Mystery: The Disappearance of Olavi Hendrickson, host Dana Dean examines the mystery surrounding her grandfather's disappearance, including a 1963 Miami Herald article, accounts of threats against him and a handwritten letter mailed from Jacksonville, Florida, just two days after he vanished.

    The letter was addressed to Olavi's fifteen-year-old son. But he wouldn't receive it until twenty years later.

    Why did his mother keep it from him for so long? And does the letter really explain what happened to Olavi?

    The investigation also takes an unexpected turn when a retired Miami prosecutor reaches out to help uncover new leads.

    Follow the investigation:

    Website: https://miamimystery.com

    Instagram: https://www.instagram.com/miamimysterypod/

    15 min