Suspicion | The Billionaire Murders: The hunt for the killers of Honey and Barry Sherman - S2 The Billionaire Murders | E3 The Day They Died

Episode Date: April 14, 2023

We follow the footsteps of Honey and Barry Sherman and the mysterious "Walking Man" as they converge on Old Colony Rd., in what became a horrible, murderous evening. But the day started with smiles an...d workouts. Hannukah had just begun. Honey had presents to buy for grandchildren and Barry had drug battles to fight. Audio Sources: Toronto Police Press Conferences, Sherman private investigation press conference

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Starting point is 00:00:00 Barian Honey Sherman, a billionaire, is philanthropist. Remurdered in their home in December 2017. Using a mix of the Sherman Homes real estate photos and Toronto star images, I'm going to present the most likely scenario for what happened at 50-old colony road. I made that timeline video with Toronto star producer Kelsey Wilson in December 2019, two years into my investigation. I know a lot more now. Based on this evidence, we're classifying this individual as a suspect.
Starting point is 00:00:34 From the Toronto Star, I'm Kevin Donovan, and this is the billionaire murders, the hunt for the killers of Honey and Barry Sherman. Episode 3. The day they died. In episodes 1 and 2, you heard how police initially dismissed the deaths as murder suicide, then flip-flopped and called it a targeted double homicide. On this episode, I want to take you through what I've learned to date about the movements of Barry and Honey around the time of their murders. This comes from investigation sources, Sherman contacts, and my now five-year-long court battle to unseal 3,300 pages of police search warrant information.
Starting point is 00:01:29 Did he really work out? Not with any conviction. That's Denise Gold, the trainer who was with Barry and Honey at their home, the day they were murdered. Barry had first slot at 8.30 a.mam that Wednesday in a small gym area attached to the master bedroom. Barry was a genius but had never been in shape. Honey wanted Barry to exercise and so he did. He lived in some weights but you know you never get like the strength of the weight or
Starting point is 00:02:04 you know he lived it over and you know, then he do his little thing He'd look at his watch and then literally 30 seconds later He'd look at his watch again and you know, we used to banter about you know, how many times can you look at your watch? The tongue goes really slow when you look at your watch and and but I didn't start with that We used to always eat breakfast together before we started. Ooty. And that would be part of our hour because he'd try and waste as much time as possible. Oh, what did he eat?
Starting point is 00:02:33 Frosted flakes. Maybe some ritz crackers with peanut butter. A piece of processed cheese. This is the man who built a multi-billion-dollar corporation from the ground up, employing 11,000 people, more than half of them in Canada. A lot of his stuff was just banter and nonsense. I don't want to do this, it's stupid, he had a hole, I could recite it. I don't want to do this. That he'd do a sigh and he'd go, I'm too old. I'm too old. And then he'd say, you know, which was irony.
Starting point is 00:03:14 So time I'm going to die anyway. Barry was done at 930 and went off to shower. Honey came up stairs wearing an old pair of workout shorts. When there was a rip or tear, she proudly sooted herself. Honey's friends called her the Bionic Woman. Ne, Kip, shoulder and back operations, thyroid cancer, arthritis, so many ailments. These daily workouts kept Honey going. She was really a jigsaw puzzle. That's the truth. So, I worked with her. We had just increased the time to two hours. kept honey going. She was really a jigsaw puzzle. That's the truth.
Starting point is 00:03:45 So, I worked with her, we had just increased the time to two hours, but a lot of it was very passive stretching and very passive movement. She couldn't hold on to weight, she was having trouble holding on anyway. Downstairs, the Sherman House was humming. It was on the market for $6.9 million, and there was a showing later that day. Sherman Realtor Elise Stern was there, a cleaner, and two men doing touch-up painting.
Starting point is 00:04:17 After his shower, Barry popped back into the bedroom alcove. He proudly showed off a belt he was wearing for the very first time. So she had a pile of shirts, a nut shirt, sweaters. Some of them I think were for her, and a lot for Barry. And she had two belts. They were $9.99. This is the funniest part from Canadian tire. And I'd say to her, we had more laughs ago, who buys a belt at Canadian tire And I'd say to her we said we had more laughs I go who buys a belt at Canadian tire She goes I was there and they were on sale and I bought Barry a 34 and a 36
Starting point is 00:04:54 So we came in and he was wearing the belt and she says Barry that looks too tight for you And in he goes and he was jacket goes it fits perfectly because you know on a lot of men they're stomachs. So you can wear a smaller belt. Stemma goes on top of it. And that was belts, sat in that room for a month. And then he finally, that day, had that belt on. As Barry left to go downstairs, honey called out, see you at five. Putting on his coat, Barry promised the agent he'd bring home a marked-up copy of the
Starting point is 00:05:30 old Colney Road Inspection Report, part of his plan to convince prospective buyers the house was a steal at $6.9 million. On the table that day was an offer for $1 million less, which Barry thought was ridiculous. By 10 AM, he was climbing into his 10-year-old rag-top Ford Mustang with dodgy brakes and rust along the side panels. Upstairs, Denise continued her workout with honey. As she later told police, the Sherman couple
Starting point is 00:06:01 was in fine spirits that morning. They were both in great moods. So it was like, yeah, I'll see it. I'll see it. Five. I'll be there very. So it was, you know, there was no tension between them. You know, when listen, you can always sense when there's tension between two people. And that day they were clear. They were definitely free and clear that day.
Starting point is 00:06:23 When honey finished her training session, Josie, a masseuse, showed up for a scheduled two-hour massage. Then Honey shawared, dressed, and left the house. It was the start of Hanukkah, and Honey wanted to get gifts for the grandchildren. I probably had the last meeting with Barry. That's Jeremy Desai, who was then the CEO of Apatex. A scientist, Barry had headhunted him away from a British firm. It was a winnest day, and it was a litigation strategy that we were trying to settle with a brand company in Canada for Canadian litigation. And, you know, as any negotiation strategy is a bit of a poker game. And we were kind of getting to the point where we had to make a decision. And we met again in that little office opposite Jack's office, two in-house IP lawyers and
Starting point is 00:07:17 myself and Barry. But there's about two-thirty on the Wednesday. And we must just talk for an hour. Jack K. Barry's second in command and close friend had left a noon for a short trip to New York. He and his wife had purchased tickets to an Andreas Bacheli concert at a charity event the previous summer at Honey's Urging. Jack's absence and who knew Jack was away is part of what I call the perfect storm theory of this case, which I'll get to later.
Starting point is 00:07:47 As to Jeremy's interactions with his boss, it was business as usual. He and Barry agreed to have another meeting on the same litigation issue the next day, but the key piece of information they were waiting for arrived early, just after 5 p.m. And Jeremy told a colleague he'd stopped by Barry's office on the way to a department Christmas party. I said to the guy I'll popping on my way down to tell Barry the latest before I go to this restaurant. But I noticed honey had parked the Lexus so I said okay I'm not going to I'll talk to Barry tomorrow.
Starting point is 00:08:26 Honey's 10-year-old Lexus SUV was parked in Jack K spot by 5pm, Honey, Barry, and three builders from Brennan Custom Homes were in the small boardroom near the reception area. This meeting was personal to discuss plans for a $30 million mansion in Forest Hill, a heavily-treat part of Trotto, where Barry had grown up. The shovel had not yet hit the ground, but the builders were meeting with Barry and Honey to discuss doors. Honey wanted French doors on the patios, Barry wanted sliding doors. Barry, as was the norm, won. This meeting was to have been at Old Colony Road, but for
Starting point is 00:09:08 a reason that nobody can recall, it was moved to Apatex. At 615, security video in the foyer shows the builders and honey leaving separately. A few minutes later, Honey accidentally pocket-diled one of the builders, and the builder, in his own car, heard her giggling for about 20 seconds before the call ended. Honey also had a brief call with her sister Mary. Honey had suggested she drop by Mary's that evening before going home. But Mary was not feeling well, and they decided to catch up in Florida the following week. That haunts Mary to this day. From Apatex, honey headed to Bayview Village shopping mall to buy presents.
Starting point is 00:09:54 Her phone records show that, during the drive, she called Ellie Applebee, a good friend, to check in on her husband, who was recovering from an operation. Ellie told me honey sounded completely normal. Honey arrived at Bayview Village around 7pm. At the time, the mall didn't have its own security cameras in the common areas, but cameras at two places picked up Honey. She went to a cosmetic store and also to a bank. It was after hours, so only the ATM was accessible. Later, the police friend's ex-team would find $7,500 in her wallet.
Starting point is 00:10:33 It's always struck me as odd that Honey went to an ATM that night, as Barry often brought home wads of cash, which they kept in a drawer in their home office. Still, it was the holidays, Honey was going to Florida, and she may have been withdrawing money for holiday tips for staff. I should tell you that please have not released these videos, so I don't know if anyone was with her at the ATM. It's a five minute drive from Bayview to Old Colony Road.
Starting point is 00:11:06 Honey was home just before 8pm. Following my court challenges, police have released some, but not all, call and email logs from Barian Honey's phones and computers. Here's what I know so far. Barian's second-last email of the day sent from his computer at Apatex at 8.12 pm was classic Barry according to Jeremy Desai. He was on the email chain with five others, some overseas in India.
Starting point is 00:11:36 I still need these questions answered. Packaging. Is ARPL equipped to do the packaging? I.E. Two row each with different strength? If not, are we equipped to do the packaging? i.e. 2-row each with different strength? If not, are we equipped to do in Toronto? If not, how will we get it done? Who can answer?
Starting point is 00:11:51 Sandra awaiting samples. Barry sent his last email at 8.23pm to Jack K looking for some paperwork. Agreements with PMS redidoxin and Ipertropium. I can't find either. Do you have? It was Barry's habit to stay at Apatex until 10 pm, but this night, he left at 8.30 pm. One of the builders recalls Barry saying he had to go home early,
Starting point is 00:12:17 but the builder couldn't remember the reason. Hold call, and he is less than a 20-minute drive from Apatex at that time of night. Barry was home before 9 p.m. Based on the timing of when we understand, when we believe, the murders took place, we have this individual coming into a very defined area around the Sherman's household and remaining in that area for a period and then leaving from that area. That's Detective Sergeant Brandon Price, who by 2021 had taken over the Sherman investigation from Susan Gomes. He's the detective who gave that impromptu press conference the night the
Starting point is 00:13:01 bodies were found. Both price and gomes were promoted despite the early struggles of the Sherman probe. At a press conference to mark the fourth anniversary of their investigation, Price released a video of someone they call the Walking Man, who police documents say is a killer or the killer. What you will hear him describing is the time period when honey was already home from Bayview Village and Barry was just arriving. There aren't a lot of video cameras near the Sherman's home. They had none themselves, but the police got footage from neighbors' cameras. In our exhaustive video canvas, we were able to get images from nearby on either side kind of and around the Sherman household.
Starting point is 00:13:49 And this individual walks into that area, does not continue to walk through, but remains in that area that's not covered by video footage, and remains in there and then comes back out sometime later. The video price release that day shows a street scene just east of the Sherman home. It's snowing slightly. The video was recorded by a camera mounted above a garage door on the north side of the street.
Starting point is 00:14:17 The walking man comes into the frame, moving from the west to the east, away from the Sherman home. He's not very tall between 5'6 and 5'9. Police figured that out by using a technique called photogrammetry, comparing his body to known objects in the video, namely a fire hydrant he passes. The man has a funny walk or so, please say, doctors call it drop foot.
Starting point is 00:14:44 He kicks back his right foot ever so slightly with each step. Was he the killer? A lookout? To me, he looks like an older, portly fellow, but he could be a young man with a big coat trying to disguise himself. The walk could be fake too. At the press conference, where the police showed the video,
Starting point is 00:15:04 reporters questioned price about the timing. He didn't bite. So I'm not going to get into the exact timing of it. I would say, I mean, I can just generally answer that it is a very suspicious amount of time. In line with our belief as to when these murders took place, based on this evidence, were classifying this individual as a suspect. We'll be right back. From my sources, I put the timing of the murders between 8.30 and 10 pm. But let's go back to the Sherman home, to what happened just before the murders.
Starting point is 00:15:52 Honey has arrived by 8 pm. She's a creature of habit, parking her SUV to the right of the side door, leaving enough room for Barry to drive down into the underground garage. A lot of her friends have suspicions of what happened next. leaving enough room for Barry to drive down into the underground garage. A lot of her friends have suspicions of what happened next. Here's one of her good friends and golfing partner, the late Anita Franklin.
Starting point is 00:16:13 I interviewed Anita back in 2018. They've never given the time frame. Was Honey killed. I think I would think Honey was killed first, and I think that they did it purposely so Barry could watch because they had ample opportunity to get Barry with honey not being home. This we were away.
Starting point is 00:16:34 Because we were away then she came back and she went away. They waited for the two of them to be together. And before they went to Florida. So there was method to their madness. I think that they wanted, I do think that she was probably killed first and she obviously put up a fight
Starting point is 00:16:49 and I think that they dragged her down the staircase. They got him in the basement. So that's why I'm seeing the killers to care. It's cursed. I think Anita is correct on many points, particularly that it was personal and that both Barry and Honey were targets. Here's something else related to the timing. One theory police have pursued is that someone who knew Honey very well bumped into her at the Bayview Village Mall and asked for a ride.
Starting point is 00:17:19 Maybe that person even offered to drive. I know the police forensic team spent a lot of time examining the driver's side of Honey's Lexus. Once home at Olcollney Road, either the person who had driven her or someone waiting inside or just outside the house, a tractor. Remember, Honey's iPhone was found in the powder room at the front of the house. Her girlfriend say honey never used that bathroom. It was for guests. I think the attacker went to grab honey. She ran to the front door and was jumped. Her iPhone skidring along the floor into the bathroom, where it would be found by the cleaning lady 36 hours later. Or maybe honey was trying to escape to the bathroom and close the door under attacker.
Starting point is 00:18:05 Either way, I think Honey was attacked and subdued at that moment. Then she was taken to the basement. Barry left Apatex at 830, driving his old Mustang convertible. He arrived home before 9pm, parking in the underground garage. Among Barry's friends, there's a debate. Some say Barry was lazy and always parked at the circular driveway to the left of where Honey always parked. Others say Barry often used the underground garage.
Starting point is 00:18:35 It had just started to snow that evening and he did drive a soft top convertible. I mentioned this because some friends, including Frank D'Angelo, wonder if there is some significance to where he parked. Did the killer somehow encourage him to park underground? Once inside the garage, Barry parked in one corner. Here is what I think happen next. Barry takes his leather-winter gloves, the home inspection report he's promised to bring home to the agent and his blackberry, and walks a few steps back towards a door that opens onto the basement hallway.
Starting point is 00:19:11 At the moment Barry opens a door, I think he's attacked. It's possible that Honey was positioned on the floor in the hallway. He saw her, his wife, dead or dying, froze, and that's when he was grabbed. Barry's gloves, the home inspection report, and his blackberry fall to the floor, where they'll be found by his agent later in the week. I should tell you, the pathologist was unable to determine exactly when the Sherman's died, and who was killed first. Regardless, the killer or most likely killers, move Beryon Honey down the
Starting point is 00:19:47 long hallway to the swimming pool room. Having studied the crime scene photos, I can tell you that the Sherman's are placed in a corner at the far end of the pool, literally the farthest location in the house from the front door. Coming into the pool room, as the Asian and clients did, you'd see honey first, and bury on her other side. Behind them, in a horrible juxtaposition, there's a happy seaside mural with palm trees and beach chairs on the walls. The killer's position bury and honey close together, both with belts around their necks, tied to a low railing above. Honey's feet in the slip-on, backless shoes she wore indoors
Starting point is 00:20:32 are almost touching the wall. Because of the way the belt is around her neck, her face is pointing upwards. There's dried blood on the right side of her face from a cut above her eye. Barry's face is looking straight ahead. There's a smear of blood on the right side of her face from a cut above her eye. Barry's face is looking straight ahead. There's a smear of blood on the railing near where the belt around honey's neck is tied. Here's Brian Greenspan, the Sherman lawyer describing the scene. Greenspan is critical of the cops for not calling this murder right out of the gate. Sitting next to each other with ligatures pulled up around their necks and were after round a reeling, forcing them into an upright position. Barry Sherman's legs were outstretched, with one crossed over the other in a passive manner,
Starting point is 00:21:20 wearing his undisturbed eyeglasses, and his jacket pulled slightly behind his back, which would have prevented use of his arms. Greenspan mentions Barry's jacket, its bomber style. Because of the way he's positioned, the coat rides up and you can see the ends of his white shirt, which have come untucked. Given that he was most likely attacked as soon as he left the garage. It makes sense he was wearing his outside coat. Honey is wearing a sweater and a light blue vest. I believe she was wearing a winter coat when she came home, but in the crime scene photos taken of the rooms in the house, I've not seen it. One other thing about the crime scene. On the pool deck tiles, there are what
Starting point is 00:22:02 appear to be drag marks between the door and where the Sherman bodies were found. The theory investigators have told me is that Honey was dragged by the upper body into position. There are dusty scuff marks on the back of her shoes, which lead to that belief. As I learned from the housekeeper's statement to police, the pool deck hadn't been cleaned for three weeks. Sometime around 10pm, the killer or killer's leave. If the walking man is the killer, or perhaps the lookout, we know from the neighborhood security
Starting point is 00:22:37 videos that he walks east from the Sherman home, disappearing into the night. Did he get into a car that was waiting, maybe on Leslie Street, which is the major road east of the Sherman home? The police have never been able to determine where the man went. It would be silent in the pool room. I don't know if Barry and Honey had notification alerts on their phones, but over the next 36 hours, they received a series of calls and emails. Police logs that the communications that had been released showed the first unanswered
Starting point is 00:23:10 call was at 9.01pm on Wednesday night. It's likely the Sherman's were both dead by this time, or at least restrained. Wednesday 9.01pm Your call has been forwarded to an automatic voice message system. Call from Doug Hendler, a corporate lawyer, to Barry, went to voicemail. Wednesday 9.49 PM. Email from Jack K. to Barry, responding to Barry's 8.23 PM email, looking for some paperwork on an old pharmaceutical deal. Jack writes back, someone else handled that, not him.
Starting point is 00:23:44 Thursday 9.02-am. A missed call to Honey's phone from a friend. Thursday 11-19-am. A missed call to Honey's phone from Agent Elise Stern. She's trying to confirm a showing for Friday morning. Thursday 12-34-pm. Email from Jonathan, Barry and Honey's son. High Dad just got home from Japan, still feeling 34pm. It would be a great opportunity to meet the members of our team and enjoy a nice evening with us. Please let us know if you are able to join us. Thursday 1-04 PM. Another call to Honey's phone from Elise Stern. Thursday 1-13 PM.
Starting point is 00:24:36 This time, an email from Elise Stern, telling Barry there are two showings Friday, one at 11 AM, one at 12.30pm. She also tells Barry, copying Honey's sister Mary, that she has received another low-ball offer, this one, $5.2 million. Friday 9.53am. A missed call to Honey's phone from the Sherman's cleaning lady at their Florida condo. Honey was planning to fly to Florida the following Monday. Barry would follow the next week. Friday 10 o'clock 6 a.m. An email from Sherman daughter Alexandra reminding Barry and Honey of a planned dinner that
Starting point is 00:25:15 evening. We are looking forward to celebrating Hanukkah with grandma and grandpa tonight. Please come early as usual to spend more time with the kiddos. Friday 10 16 a.m. Call to Barry's Blackberry from his youngest daughter, Kaelin. Friday 10 a.m. A second call, two minutes later, from Kaelin to Barry. Friday 10 a.m. Lauren, the eldest Sherman child, calls Barry at the same time as Kaelin. She's in Mexico on vacation, but has learned that her car in British Columbia, where she lives, has been broken into. She wants Barry's help, sorting it out.
Starting point is 00:25:53 Friday 11am Jeremy DeSai, CEO of Apatex, emails Barry to tell him the British health authorities have suspended the Apatex Health Certificate for one of their drug plants in India. Just 30 minutes later, Elise Stern discovers the Sherman bodies. The news spreads quickly. First Apatex and Sherfam, Barry's personal holding company. Jack K. Barry's second in command was in New York. Jack K. Barry's second in command was in New York. As I was at the hotel, I got a call from Alex Cosmer, who is the shirt president of shirt-fell.
Starting point is 00:26:34 And he said to me, are you sitting in town? And I said, yeah, I'm sitting on the bed, I'm out of telegram. And he said, I'm in the hurry. No, tell her. Instead... I knew it was very... God, I don't know if anything came up. And so I stopped my car. She told me, I thought I was gonna die. At first I thought she was joking.
Starting point is 00:27:11 He said, honey and Barry have been murdered. She said, that's exactly what she said. And I don't remember anything, but I remembered that. She said, honey and Barry have been murdered. I said, what? And she said, they were and Barry have been murdered. I said, what? And she said they were found in their house murdered. And I just sat there, stunned. After the initial confusion
Starting point is 00:27:33 over the manner of their death, police began collecting neighborhood security video. Once they determined the importance of the walking man, police began what was ultimately a fruitless mission to figure out if anyone of about 300 people, business associates, friends, family, a barian honey, were in contact by cell phone with a walking man that night.
Starting point is 00:27:56 They assumed that someone who knew the Sherman's ordered this targeted hit and phone calls bounced back and forth as part of the planning. The police struck out, it would be four years before they asked the public for help in identifying the man police believe was part of the murder. For me, that's just one of the many mistakes the cops made. Surely, they would have had more luck if they put the video The Walking Man out in the early days
Starting point is 00:28:26 when memories were fresher. I'll get to other investigative mistakes later. For now, I want to take a step back and look at the two lives lost, just who were honey and berry Sherman. Next time, upon the billionaire murders. I don't think any person can be a happy person to be successful in life and doesn't get back to the communities. We're very fortunate to be part of the great landscape that Toronto provides us, that Jewish Toronto provides us. We're very lucky.
Starting point is 00:29:01 He was grateful that he got into a business and he could make a difference. I mean, he used to kill this and say, I can't die Jack. The world can't get along without me. I have to live forever. The billionaire mergers, the hunt for the killers of Hunian Barry Sherman, is written and narrated by me, Kevin Donovan. It was produced by Sean Pattenden, Raju Mudar, Alexis Green, and JP Foso, additional production from Brian Bradley and Crawford Blair.
Starting point is 00:29:36 Sound and music was created by Sean Pattenden. Look out for my book, The Billionaire Murders, and coming later this year, The Crave Documentary by the same name. you

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