Podcasts > SERIALously > 221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

By 10 to LIFE

The SERIALously podcast takes a chilling look at the mysterious deaths of billionaire couple Barry and Honey Sherman. Their disturbing, staged murder scene sparked questions about motives, from family tensions to Barry's ruthless business practices and many enemies.

The investigation was initially flawed, but the discovery of suspicious surveillance footage failed to reveal the killer despite a massive reward. With no resolution in sight, this episode delves into the bizarre details and toxic secrets surrounding one of Canada's wealthiest families.

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

1-Page Summary

The Shermans' Mysterious and Staged Deaths

The disturbing discovery of Barry and Honey Sherman's bodies seated upright next to their home's pool by realtor Elise Stern in December 2017 revealed an eerie, deliberate positioning. The couple bore ligature marks, and Honey's face was visibly injured. An autopsy determined they were victims of targeted strangulation, according to Realtor Elise Stern.

Family Tensions and Potential Motives

Tensions emerged between Barry Sherman and his son Jonathan over a $50-60 million loan Jonathan failed to repay. Sherman's will stipulating inheritance passing solely to Honey unless she died concurrently presented a potential motive. Barry also feuded with his cousin Carrie Winter over inheritance, leading to public threats from Winter.

Barry's aggressive business practices, including over 1,200 lawsuits against various opponents, earned him numerous enemies who may have sought revenge, according to Sherman's friend. Former FBI agent Brad Garrett suggested the staged crime scene indicated a personal motive.

Flawed Investigation and Lack of Resolution

The police initially pursued a murder-suicide theory but later admitted their mistakes, including not securing the crime scene, and shifted to treating the deaths as a double homicide after a family press conference.

Surveillance footage captured an unidentified suspect acting suspiciously near the home for nearly 30 minutes on the night of the murders. However, despite a $35 million reward from the family, no leads have solved the case.

1-Page Summary

Additional Materials

Actionables

  • You can create a personal safety plan that includes regular check-ins with family or friends, especially when experiencing family or business conflicts, to ensure your well-being is monitored.
  • By setting up a system where you inform a trusted person about your whereabouts and any potential risks you might be facing, you can increase your personal security. For example, if you're going through a tough legal battle or a family dispute, let someone know when to expect your next call or message, and have a protocol in place if they don't hear from you.
  • Enhance your home security by installing motion-activated cameras and ensuring all potential entry points are well-lit and secure.
  • Given that surveillance played a role in the investigation, taking proactive steps to secure your home can act as both a deterrent and a means of collecting evidence if any incidents occur. You might place cameras at front and back entrances, around the perimeter of your property, and near any valuable assets, like vehicles or external buildings.
  • Consider drafting a clear and legally sound will that outlines your wishes in detail, including contingencies for various scenarios.
  • This can prevent potential conflicts and ensure your assets are distributed according to your wishes. You might want to consult with a legal professional to discuss the implications of different scenarios, such as if you and your spouse were to pass away simultaneously, and how to structure your will to address these possibilities effectively.

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

The bizarre circumstances and discovery of the Shermans' bodies

The unsettling and mysterious discovery of Barry and Honey Sherman's bodies in their home has left many questions unanswered. Realtor Elise Stern's experience and the condition of the Shermans' remains paint a chilling picture of this tragic event.

The realtor's experience discovering the Shermans' posed, lifeless bodies in the home's pool room

On the morning of December 15th, 2017, realtor Elise Stern was prepared to show the Sherman's house to prospective buyers. When Barry and Honey Sherman were not home as expected, Stern proceeded with the tour. However, she encountered several oddities such as life-sized statues made from garbage and an unseasonably open window.

Elise led the potential buyers to the lap pool area, a key feature of the house, but there she was met with an eerie silence and two seated figures by the pool’s edge. Initially taken for artistic statues, the real truth struck hard as it became apparent that these were the bodies of Barry and Honey Sherman. Stern asked the housekeeper to verify the disturbing discovery, unwilling to confront the reality herself.

The realtor arrived for a house showing to find the Shermans' housekeeper unsettled and reluctant to check the pool room, where the realtor eventually discovered the Shermans' strangely positioned, deceased forms

The realtor had a conversation with the visibly troubled housekeeper, who already felt unnerved upon arrival due to unsettling signs such as Honey’s car in the driveway without fresh tracks, a newspaper left outside, and an off home alarm. These clues seemed odd, as Barry would have retrieved the paper if he was awake, and the alarm should have been set if they were asleep. The housekeeper's anxiety was further compounded, as she was reluctant to check the pool room, forcing Stern to take the lead in the grim undertaking.

The unusual positioning and condition of the Shermans' bodies

Upon discovery, the Shermans were seated in a bizarrely deliberate manner; upright by the pool with their legs crossed, coats draped like shawls, and with ligature marks on their wrists and necks. Honey's face bore injuries albeit with minimal bleeding. A belt harnessing their necks to the pool's metal railing ensured they remained seated, and given their state, rigor mortis had set in, suggesting they had been there for some time.

The Shermans were seated upright with their legs crossed, their hands bound, an ...

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The bizarre circumstances and discovery of the Shermans' bodies

Additional Materials

Actionables

  • Enhance your observational skills by practicing detailed note-taking when encountering unusual situations. Start by carrying a small notebook and jot down anything out of the ordinary you see throughout your day, such as an unattended bag at the park or an unusual car parked in your neighbor's driveway. This habit can sharpen your attention to detail and may improve your ability to notice things that others might overlook, much like the details observed at the crime scene.
  • Develop a basic understanding of body language and physical cues by reading a book or taking an online course on the subject. As you learn, observe people in public places and try to interpret their body language and what it might signify about their emotions or intentions. This can help you become more attuned to non-verbal signals, similar to how investigators might analyze the positioning of bodies at a crime scene for clues.
  • Create a home safety checklist that includes regular ...

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

Potential suspects and motives for the murders

The case of Barry and Honey Sherman's murders uncovers a web of motives and suspicions among those close to them and within their business circle.

Friction between Barry Sherman and his son Jonathan over repayment of a multi-million dollar loan

Tension grew between Barry Sherman and his son, Jonathan, over the repayment of a massive loan—between $50 and $60 million—that Barry had extended to Jonathan for business ventures. As Barry began to demand repayment, exchanges of snippy and angry texts began, particularly as Jonathan had not repaid any of the debt by 2017. This conflict arose just two weeks before the murders. Barry, who was typically lenient with loans, became increasingly demanding of Jonathan, causing further strain. Jonathan, unable to pay back the loan due to a lack of sufficient finances, faced even greater pressure as Barry's will stipulated that all inheritance would go to his wife Honey, with the children receiving nothing unless she passed away concurrently, presenting Jonathan with a motive for the murders.

The antagonism between Barry Sherman and his cousin Carrie Winter

Barry Sherman also had a history of antagonism with his cousin Carrie Winter, stemming from a long-held belief by Carrie and his brothers that Barry had cheated them out of an inheritance after the sale of their father's company to start Sherman's own successful business. Carrie confronted Barry over what they felt was an entitlement to 20% of the company's shares, leading to a legal battle that ended unfavorably for Carrie, who was then ordered to pay Barry's legal fees. Carrie expressed public hatred towards Barry and Honey Sherman and once claimed Barry had asked him to kill Honey, which was cast in doubt by a lie detector test. After the Sherman's deaths, Carrie admitted his desire to kill Barry through a planned scenario did not match the actual murder method and although he was questioned, the police did not consider him a suspect.

The possibility of a professional hit ordered by someone with a financial motive

The Shermans' wealth and Barry's aggre ...

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Potential suspects and motives for the murders

Additional Materials

Actionables

  • You can create a personal or family conflict resolution plan to address and defuse tensions before they escalate. Start by identifying common sources of conflict within your relationships, such as financial disagreements or differing values. Then, establish a set of guidelines for how to approach these conflicts constructively, including setting aside time for calm discussion, seeking mediation if necessary, and agreeing on a path to resolution that respects all parties involved.
  • Develop a personal security assessment to evaluate potential vulnerabilities in your daily routine that could make you a target. Begin by reviewing your social media presence for any information that could be used against you, such as location check-ins or wealth indicators. Then, assess your home and work environments for security weaknesses, and consider consulting with a security professional to implement measures that could reduce your risk profile, like installing better locks, alarm systems, or even attending a self-defense class.
  • Engage in a creative wr ...

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

The ongoing police investigation and lack of resolution

The investigation surrounding the deaths of Barry and Honey Sherman has been fraught with flawed theories and a lack of clear leads, despite a substantial reward for information.

The police's initial flawed murder-suicide theory and subsequent shift to treating the deaths as a targeted double homicide

Initially, the police adhered to a murder-suicide theory, suggesting that Barry killed Honey before taking his own life. The Sherman family fiercely contested this theory, holding a press conference to urge further investigation. Detectives later declared Barry and Honey victims of a targeted double homicide. The announcement came after a month of maintaining the suicide-murder narrative, a move which perplexed and upset the family, particularly since they felt the police failed to acknowledge the deliberate positioning of the bodies post-mortem.

The police recognized their initial mistakes which impeded the investigation, including not securing the murder scene and a housekeeper cleaning the house, potentially destroying evidence. On January 26th, 2018, a press conference was held, shifting the narrative from a murder-suicide to a carefully executed double homicide.

The discovery of surveillance footage of a suspicious individual near the crime scene

Surveillance footage added a new dimension to the investigation. A neighbor's camera captured an unidentified person, potentially walking outside on the night Barry and Honey died, circumspectly approaching the Sherman home several times over 29 minutes. The individual’s actions led investigators to consider the possibility of a military background. The police shared that the suspect is wanted for the murders but have only been able to describe him as being between 5'6" and 5'9". The suspect's professional conduct suggested by the absence of any cell p ...

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The ongoing police investigation and lack of resolution

Additional Materials

Actionables

  • You can enhance your personal safety by setting up a basic home surveillance system using affordable webcams or smart cameras. By strategically placing cameras at entry points and common areas, you'll be able to monitor any unusual activity and potentially gather evidence if a crime occurs near your home. For example, using a camera with motion detection can alert you to movement at odd hours, which you can then review or report if it seems suspicious.
  • Improve the security of personal information by regularly updating passwords and using a password manager. Given the importance of securing evidence and information, protecting your digital footprint is crucial. Start by changing passwords for your most sensitive accounts, like email and banking, and use a password manager to generate and store complex passwords. This way, if your information is ever compromised, you have taken steps to limit access and protect your data.
  • Encourage a culture of accountability within your community by partic ...

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221: Real-Life Succession: Billionaire Couple Murdered. Toxic Secrets & Bizarre Staged Scene.

The Shermans' background, wealth, and relationships

Exploring the lives of Barry and Honey Sherman reveals a complex tapestry weaved of ambition, philanthropy, and intricate personal relationships.

Barry and Honey Sherman's rags-to-riches story and philanthropic legacy

Barry Sherman, once nicknamed "Butterball Barry" for his laziness and introverted nature, transformed into an ambitious entrepreneur who co-founded the successful Apotex pharmaceutical company. Excelling in math and science, Barry attended the University of Toronto at 16 and continued to MIT for his PhD in astrophysics. Yet, instead of a career in the sciences, he entered the pharmaceutical industry, later establishing Apotex. By the time of the Shermans' deaths, they were billionaires.

They lived in a 12,000 square foot mansion in Toronto’s affluent North York area with tennis courts, a sauna, and an indoor pool and were planning to sell this grand home to be closer to their children. Barry and Honey, who grew up with little wealth, became known for their lavish lifestyle and extensive charitable giving, contributing to Jewish charities and multiple nonprofits like United Way, and even assisting employees personally with financial aid.

Financial Restraint Despite Wealth

The Shermans were also known for their careful financial management. Despite being billionaires, they were frugal and budget-conscious, shopping at thrift stores and Costco. Honey’s wallet, held together by a rubber band, and the couple's practice of driving older cars until they were nearly unusable illustrate their restrained approach to spending.

The Shermans' complex family dynamics and personal relationships

Their family life was equally complex. The Sherman couple shared four children—Lauren, Jonathan, Alexandra, and Kailyn—three of whom were conceived using surrogates with their own eggs, hence they had different biological mothers but shared Barry as their father. Persistent rumors implied that Honey struggled with her maternal role, particularly towards her non-biological children, and felt that she was on the lower rung of the f ...

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The Shermans' background, wealth, and relationships

Additional Materials

Actionables

  • Reflect on your personal transformation journey by journaling your past attitudes and current ambitions to identify key changes and growth areas. Start by writing down how you used to approach life and work, then list the ambitions and goals you have now. This can help you see the transformation in your own life, similar to Barry Sherman's shift from introversion to entrepreneurship.
  • Adopt a balanced approach to wealth by setting a budget that includes both charitable donations and personal savings, regardless of your income level. Determine a percentage of your income to give to causes you care about and another percentage to save, mirroring the Shermans' blend of philanthropy and personal frugality.
  • Create a family values statement with your loved ones to ensure everyo ...

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