High Net Worth Security and the Persistent Stalker

High net worth security plans often treat a stalker as a nuisance until the day the stalker is standing in the yard. By then, the plan is weeks or months behind the threat.

Over roughly four weeks this autumn, three stalking cases involving well-known women made the news. One involved a man accused of more than 40 calls and messages in under two months. One involved a man detained by private security in a gated neighborhood. One involved a man found in the yard of a woman who already had a restraining order against him. Different people, different cities, different stages. Put side by side, they show a pattern I have seen many times in protective work: contact turns into presence.

I am not going to speculate about anyone’s motives or guilt. Every person mentioned here is accused, not convicted, and the cases are ongoing. What I want to do is look at the pattern and what it means for families who want to stay ahead of it.

The broader framework for this article is in High Net Worth Security: The 2026 Guide for UHNW Families.

High net worth security when contact turns into presence

The most important line in stalking protection is the moment someone stops communicating from a distance and starts showing up. Before that line, the threat is messages, calls, posts and letters. After it, the threat is a person near the home, the office, the school or the car.

High net worth security has to treat that line as the thing to prevent, and to detect early if prevention fails. That means taking the distant phase seriously, even when it feels like harassment rather than danger. It means watching for signs that the person is getting closer. And it means having a plan at the perimeter for the day they arrive.

I see families make the same mistake over and over. During the messaging phase, they block numbers, change accounts and hope it stops. They do not log what is happening, do not tell their security team and do not change anything at the house. When the person finally shows up, nobody knows who they are or how long it has been going on.

Why I take the distant phase seriously

Not every person who sends obsessive messages will ever show up. Many never do. But I have no reliable way of knowing in advance which ones will, and neither does anyone else. So I plan as if they might, and I scale the protection to what I see.

Key takeaways

• NBC News reported that the FBI arrested a Massachusetts man on October 1 on a cyberstalking indictment, accused of contacting a former political adviser more than 40 times in under two months from an ever-changing series of phone numbers, and of sending disturbing messages to her parents.
• The Los Angeles Times reported that a man was arrested near Kris Jenner’s Calabasas home in September after he was detained by her security, and that her team was aware he had tried to contact her before.
• NBC Los Angeles reported that a stalking suspect was arrested in the yard of a model’s home in September, despite a restraining order she had already obtained.
• Restraining orders are legal tools, not physical protection. They need to be backed by detection and response at the home.
• Logging every contact, sharing it with the security team and investigators, and briefing the family early are the habits that keep a protective program ahead of escalation.

Three cases in four weeks

The Calabasas detention

According to the Los Angeles Times, Los Angeles County Sheriff’s Department officers arrested a 25-year-old man near Kris Jenner’s home in Calabasas in early September after he was detained by her security in her neighborhood. The Times reported that he was booked and charged with one misdemeanor count of trespassing and refusing to leave private property, and that a source familiar with the case said her team was aware of him and that he had tried to contact her in the past. It was not clear whether she was home at the time.

The detail I want to highlight is where he was stopped: in the neighborhood, by security, before reaching the house. That is the outcome a good perimeter plan is designed to produce.

The yard

NBC Los Angeles reported that on September 14, Los Angeles police responded to the home of model and influencer Lindsey Pelas after a man was seen in her yard. Officers arrested a man who had previously been accused of stalking her, and against whom she had obtained a restraining order. NBC Los Angeles reported he was arrested on suspicion of felony stalking with a prior and was being held on $170,000 bond.

Here, the person reached the yard. A restraining order was already in place. The order did not stop him from getting onto the property. What stopped him was someone seeing him and police responding.

The indictment

NBC News reported that on October 1, the FBI arrested a 41-year-old Massachusetts man, who was then indicted by a federal grand jury in Boston on one count of cyberstalking. According to the Justice Department, he is accused of contacting a former political adviser more than 40 times in less than two months, through calls, texts and voicemails from “an ever-changing series of unfamiliar phone numbers” obtained through apps that provide free numbers. NBC News reported that an administration official confirmed the alleged victim is Katie Miller, and that he is also accused of sending disturbing messages to her parents.

I wrote about the protective lessons of that case specifically in Katie Miller Case: Executive Protection Against Stalking. Here I want to place it alongside the other two, because together they show the full range.

The range

Put the three side by side and you have the stages of a stalking threat. Sustained remote contact that reaches the family. A person in the neighborhood, stopped by security. A person in the yard, despite a court order. Each stage requires something different from the protection plan.

The escalation pattern

I am careful about claiming any single predictable path. People are not machines, and stalking cases vary enormously. But in my experience, there are signs that a case is moving in the wrong direction, and I want families and their security teams watching for them.

Signs of escalation

Contact increases in frequency, especially late at night.

The person contacts family members, friends or staff, not just the target.

Messages show knowledge of the target’s location, routine or home.

The person changes methods to get around blocks, such as new numbers or accounts.

Messages shift from admiration or grievance to entitlement or anger.

The person mentions visiting, meeting or “seeing you soon.”

Someone matching their description is seen near the home, office or a regular location.

Two of those appear in the NBC News account of the federal case: contact with the parents and ever-changing phone numbers. When I see a person reaching out to family members, I take it as a sign that the target alone is no longer enough for them. When I see someone working around blocks, I take it as a sign of persistence.

Who decides when it is serious

One person on the protection side should own each stalking case. That person reviews every logged contact, watches for the signs above and decides when to raise the level of protection. It should not be up to the principal to decide, alone and frightened, whether this latest message is worse than the last.

Changing numbers and online contact

The federal case describes a tactic I see constantly: when one number or account is blocked, another appears. Free phone number apps, new social media accounts, burner email addresses. Blocking feels like action, but it often just resets the count.

Why blocking is not enough

Blocking has its place. Nobody should have to read a stream of abuse. But if blocking is the only response, three things happen. The target loses visibility into what the person is saying, including any hint that they are planning to visit. The record of contact is broken across many numbers. And the person learns that they can get around the block whenever they want.

What I recommend instead

For active cases, I prefer to route contact to someone other than the principal, where possible. A member of the security team or a trusted assistant monitors the channels and logs everything. The principal does not have to see it. The security team does. That way, nothing is missed, and the principal is not carrying the emotional weight of every message.

I also look at how the person is finding new ways to reach the target. If they keep getting the principal’s direct number, something is leaking: a staff member, a family member’s post, an old account. Finding and closing that leak matters as much as blocking the latest number.

Personal security for high networth individuals online

Personal security for high networth individuals now includes their digital footprint, because that footprint is how stalkers find them. Reducing what can be found about home addresses, family members, regular locations and schedules is protective work, not vanity.

Why a restraining order is not protection

I am in favor of restraining orders where they are appropriate. They create legal consequences, make it easier for police to act and send a clear message. The Pelas case, as NBC Los Angeles reported it, involved a restraining order already in place and an arrest for felony stalking with a prior. The order gave police a clear basis to act.

But I have to be honest with clients about what an order does and does not do. It is a piece of paper. It does not physically stop anyone. A person determined to reach the target can walk past an order as easily as past a “private property” sign. The order matters after they arrive. Detection and response are what matter when they arrive.

What has to back the order

When a client obtains a restraining order, I treat it as the start of a heightened period, not the end of the problem. Some people react to being served with anger. The protection plan should account for that. I want:

The person’s photo and vehicle details shared with residential officers, gate staff and anyone who would see them first.

Cameras and detection covering the approaches to the home, with alerts reaching someone awake.

A clear procedure for what to do if the person is seen: do not engage, call police, cite the order, move the family to a safe area.

Copies of the order available to give to responding officers.

Changes to the principal’s routine for a period after service.

Personal security for high networth individuals: interception

The Calabasas case, as reported, is an example of what I call interception: stopping the person before they reach the target. According to the Los Angeles Times, he was detained by her security in her neighborhood. That is the goal.

Where interception happens

Interception works best at the edges. The neighborhood entrance. The street outside. The property line. The parking area at the office. The school pickup zone. Places where a person has to pass through before reaching the principal.

For that to work, the people at those edges need to know who to look for. That means photographs, descriptions and vehicle details for known subjects. It means community security, residential officers and drivers sharing information. And it means a clear rule about what to do: observe, report, call police, protect the principal. Not confront.

What interception does not mean

I want to be very clear on this. Interception does not mean security officers acting as police. Private officers should not chase, restrain or use force beyond what the law allows and the situation requires. Their job is to detect, delay where lawful, report and protect. In the Calabasas case, deputies made the arrest.

Close protection for UHNW families with an active stalker

When a case is active and escalating, close protection for UHNW families can extend interception beyond the home. A trained protection officer accompanying the principal during public activities, commutes and travel can spot a known subject early and move the principal away. For families with children, that may also mean coverage at school runs and activities.

Home security for high net worth individuals at the perimeter

Two of the three cases involved a person at or near the home. That makes home security for high net worth individuals central to any stalking response.

Detection before the door

I want to know a person is on the property before they reach the house. In the Pelas case, as reported, someone saw the man in the yard. That is good, but I would rather see him at the fence line. Exterior detection, cameras watched or alerting in real time and lighting that removes dark approach routes all help.

Visitor and delivery control

Stalkers sometimes try to reach a target through ordinary channels: a delivery, a flower arrangement, a contractor visit. Gate and residential staff should verify unknown visitors and deliveries and know the faces and names of any known subjects.

Gated communities

The Calabasas case involved a gated area and private security. Gated neighborhoods help, but they are not a guarantee. A community guard is watching hundreds of homes. I want the family’s own residential team coordinating with community security, sharing subject information and agreeing who does what if the person is spotted. I describe the broader approach for that area in Calabasas Estate Security for UHNW Families.

Residential officers

For active cases with a known subject who has shown up before, overnight residential officers make a real difference. They are awake, on the property and responsible for responding. They know the subject’s description. They can call police the moment the person appears. Our residential security services are built for that kind of continuous coverage.

The office, the gym and the places in between

Most stalking plans focus on the home, and for good reason. But the home is not the only place a persistent person can find the target. The office, the gym, a favorite restaurant, a child’s school and the route between them are all places where the target is predictable.

Predictable places

When I take on a stalking case, I map the principal’s regular locations with them. Where do they go every week? At what times? Which of those places are publicly known, or could be worked out from social media, interviews or a friend’s posts? A Tuesday morning trainer, a Thursday school pickup, a standing lunch spot. Each one is a place where someone could wait.

I do not ask principals to give up their lives. I ask them to vary what can be varied, to stop announcing what does not need announcing and to accept extra coverage at the places that cannot change, such as the school gate.

The office

For principals who work from an office, the reception desk and the parking area are the two places I look at first. Reception staff should know the subject’s name and photo and have a simple instruction: do not confirm whether the principal is in, do not accept packages from the person, call security. Parking areas should be covered by cameras, and the principal should not be walking alone to a car in a quiet garage while a case is active.

Events and public appearances

Public appearances are announced in advance, which makes them easy to plan around for anyone, including a stalker. When a case is active, I want advance work on the venue, a plan for arrivals and departures and someone with the principal who knows the subject’s face. For speaking events, I talk with organizers about what information is released and when.

Assessing the person, not just the messages

Messages tell you a lot, but they do not tell you everything. A protective team also needs to understand, as far as lawfully possible, who the person is and what they are capable of.

What I want to know

Has this person been identified? Do they have a history of similar behavior with others? Have they shown up anywhere before? Where do they live in relation to the principal? Do they have access to a vehicle? Have they made any reference to weapons or violence? Are there legal orders against them already?

Some of that comes from investigators. Some comes from public information. Some comes from the pattern of the contact itself. In the Pelas case, as reported, the arrest was for stalking “with a prior,” which tells a protection team something important about history. In the Calabasas case, her team reportedly already knew of the man.

Working with specialists

Serious cases benefit from people who assess threatening behavior professionally, alongside law enforcement and legal counsel. My role is physical protection. I want the assessment informing the protection plan, so that the level of coverage matches what we know about the person rather than how frightening the latest message felt.

Reassessing over time

Cases change. A person can go quiet for months and then reappear. A restraining order can expire. A criminal case can end. I set review points for every active case, and I keep the subject’s details on file with residential officers long after contact stops, because quiet is not the same as over.

Logging and working with investigators

Every stalking case I have worked on has been strengthened by good records and weakened by poor ones. Investigators and prosecutors need evidence: dates, times, numbers, content, screenshots, voicemails, sightings, camera footage.

What to log

For each contact or sighting:

• Date and time.
• Method: call, text, email, social media, letter, in person.
• The number, account or address used.

What was said or done, with screenshots or recordings where lawful.

Who received it.

Any action taken.

Who keeps the log

The security team should keep the master log. Family members and staff report to the security team, who records everything in one place. That avoids the common situation where the principal has some messages, the assistant has others and nobody has the full picture.

Working with law enforcement

When a case reaches the point of police or federal involvement, a well-organized log makes investigators’ work easier. The federal case described by NBC News involved a pattern of contact over weeks. That pattern only becomes visible when someone records it.

Family briefing

The person being stalked is rarely the only one affected. In the federal case, messages reportedly went to the victim’s parents. Stalkers who cannot reach the target may reach out to whoever they can.

Who needs to know

Spouses, adult children and parents who might be contacted.

Household staff who answer phones and doors.

Assistants who manage schedules and correspondence.

Drivers and anyone who knows the principal’s movements.

Schools, where children may be approached.

What to tell them

I keep briefings factual and calm. Here is the person’s name and photo, if known. Here is what they have done. If they contact you, do not engage, save everything and tell the security team. If you see them, do not approach, call the security team and, if they are near the home or a family member, call police.

Private security for high net worth family members

For families where a stalker has contacted relatives, private security for high net worth family members may need to extend to those relatives: a review of their home security, a briefing and, if the threat is specific, protection for them as well.

How our approach differs

At MSB Protection, we run our own in-house research and development work aimed at countering threats like persistent stalking. Unlike most security providers, we study how stalking cases move from remote contact to physical presence and test how logging, interception, perimeter detection and coordination with law enforcement can keep a protection program ahead of that movement.

What recommended hnw security teams should demonstrate

If you are evaluating recommended hnw security teams for a stalking concern, ask how they log and assess contacts, how they decide to escalate, how they share subject information with residential officers and community security, what their officers do when a known subject appears and how they work with police and prosecutors. High net worth security services that cannot explain those things clearly are not ready for a persistent stalker.

The family office’s role

Family office high net worth individuals security often includes managing the principal’s correspondence and public channels, which is where stalking contact first shows up. Security for UHNW family offices should include a clear process for flagging concerning contacts to the protection team, rather than letting them sit in an inbox.

Frequently asked questions

How should high net worth security handle a stalker?

High net worth security should log every contact, assess for escalation, reduce the principal’s exposure, brief the family and staff, strengthen detection at the home and prepare to intercept the person before they reach the principal. Law enforcement should be involved as soon as there is a basis to act.

Does a restraining order stop a stalker?

A restraining order creates legal consequences and helps police act, but it does not physically stop anyone. NBC Los Angeles reported an arrest in September of a man found in a model’s yard despite a restraining order. Orders must be backed by detection and response.

What is interception in personal security for high networth individuals?

Interception in personal security for high networth individuals means detecting a known subject at the edges, such as the neighborhood, street, property line or office parking, and reporting them before they reach the principal. Private officers observe, report and protect; police make arrests.

How does home security for high net worth individuals change with a stalker?

Home security for high net worth individuals facing a stalker should focus on detection at the perimeter, verified visitors and deliveries, subject photos shared with staff, coordination with community security and, for active cases, overnight residential officers.

Should family members be told about a stalker?

Yes. Stalkers sometimes contact relatives and staff. Family members, staff and schools should be briefed calmly with clear instructions: do not engage, save everything and report to the security team.

How do I choose recommended hnw security teams for a stalking case?

Look for a team with a clear process for logging, assessment, escalation, interception and law enforcement coordination. Ask for specifics. A good team will also be honest about what private security can and cannot do.

Conclusion: Stay ahead of the move from contact to presence

The three cases this autumn cover the full arc of stalking: remote contact reaching a family, a person stopped in the neighborhood by security and a person found in the yard despite a court order. The lesson I take from them is that the moment someone moves from contact to presence is the moment that matters most, and it rarely comes without warning.

High net worth security that takes the warning seriously logs every contact, watches for escalation, backs legal orders with physical detection, briefs the family and puts trained people at the edges where interception can happen. That is how you stay ahead.

Our residential and executive protection teams, supported by our in-house research and development, are built to do exactly that.

For the full framework, read High Net Worth Security: The 2026 Guide for UHNW Families.

Sources

• Los Angeles Times, Man arrested near Calabasas home on suspicion of stalking, September 10, 2026
• NBC Los Angeles, Stalking suspect arrested at LA-area home, September 15, 2026
• NBC News, FBI arrests Massachusetts man on charge of stalking podcaster, October 1, 2026

---

About Michael Braun

Michael Braun is a former Special Unit Operator, former Manager at Gavin de Becker & Associates, and Founder & CEO of MSB Protection, an executive protection and residential security firm serving high-net-worth and ultra-high-net-worth clients.

Braun has built his career at the intersection of specialized protective operations, executive protection, residential security, protective intelligence, and security risk management. His experience spans special-unit operations, leadership within Gavin de Becker & Associates, and the development and oversight of private protection programs within demanding UHNW environments.

He has been recognized by The Top 100 Magazine as a leading CEO in the private security field and is the subject of an upcoming Marquis Who’s Who feature highlighting his leadership and contributions to the profession.

Today, Braun is recognized for his work in executive protection, UHNW estate security, residential protection, protective intelligence, adversarial security assessments, and security auditing throughout Beverly Hills and Southern California.

His work focuses on moving private security beyond simply “providing a body” and toward intelligence-led, risk-based protection programs designed to identify vulnerabilities before an adversary can exploit them.

---

Looking for Executive Protection or Residential Security Services?

If you are a high-net-worth or ultra-high-net-worth individual, family office, estate manager, chief of staff, or executive in Beverly Hills, Los Angeles, Malibu or Southern California, MSB Protection provides executive protection, residential security, 24/7 protection, protective intelligence, medical-readiness planning, and security risk management.

We evaluate the complete security environment, from threat exposure and residential vulnerabilities to personnel, technology, procedures, protective intelligence, and emergency response, and build a program around the risks that actually exist.

Contact us for a confidential consultation or message us at +1 (805) 285-2807.