Private Investigator Oakville
- Background checks
- Skip tracing
- Audio, video, GPS surveillance
- Insurance investigation
- Espionage and bug sweeps
- Child custody
- Cheating spouses
- And all other investigations
Thirty-five years of fieldwork across the Oakville region.
Discreet Investigations has operated out of the Greater Toronto Area since 1994. Every case on our board is run by a licensed investigator, documented lawfully, and delivered with the kind of plain-language reporting that holds up in a courtroom — or in a conversation you didn't think you'd ever have to have.
When clients call us from Oakville, they aren't handed to a subcontractor. They work with the same investigator from intake to final report. That's how we've kept our practice small and our reputation intact — speak with an investigator.
Oakville Private Investigator
Discreet Investigations is a fully licensed surveillance and private investigation agency in Oakville. Discreet Investigations couples practical knowledge with modern surveillance techniques to carry out comprehensive investigations. We guarantee 100% confidentiality; so, you can approach us without any inhibitions.
Call Discreet Investigations for reliable insight into your case.
Licensed | Insured | Bonded
Call us at +1 (888) 680-0036
About Our Oakville Private Investigators
Our Oakville private investigators are seasoned veterans with more than 35 years of experience in the field, which enables them to plan investigations by employing considerable experience to find surveillance strategies that are likely to be effective in a particular case. We also work in close association with law firms in Oakville & the GTA to provide our clients with legal insight and thereby help them understand complicated matters such as family law, child custody conflicts, divorce representation, separation agreements, criminal law, and property conflicts.
Our Oakville private investigation services are legal and comprehensive
Our private investigators in Oakville are trained to procure and record important evidential data such as photographs, audio, video, internet-activity related and even behavioral data. We are careful to not overstep any legal boundaries and ensure that all of the procured data is efficiently and promptly logged along with the submission of detailed reports. We guarantee complete confidentiality, whether you contact us via phone, our website or via our email address.
Why Discreet Investigations Should Be Your First Choice
Our Oakville private investigation agency is made up of experts that come from a multitude of professional backgrounds such as ex-law enforcement & military officials. We also work with IT and cyber security experts for holistic investigation. Experienced professionals coupled with our commitment to conducting quality investigations help us give you realistic expectations of what you should expect to find.
We choose to work with only the best Oakville private investigators and surveillance specialists. Many of our team members have years of field experience dealing with cases such as homicide, thuggery, gun violence, drug violence, and even organized crimes.
We regularly help clients get answers in the following kinds of cases:
- Cheating spouses and infidelity
- Employee theft and fraud
- WSIB / insurance fraud
- Background checks
- Sexual harassment / stalking
- Child custody disputes
- Divorce cases
- Missing persons / skip tracing
With Discreet Investigations you are guaranteed total confidentiality and a dedicated and meticulous investigative team.
Experience matters. Call Discreet Investigations — +1 (888) 680-0036
The Discreet Investigations Difference
Unlike a typical agency, our investigators come from policing, military and technical backgrounds. We don't just follow a target — we build cases that stand up in court or across a mediation table.
- 01
Licensed Under PSISA
Fully licensed under Ontario's Private Security and Investigative Services Act — the legal foundation for every investigation we run.
- 02
Insured & Bonded
Independently insured and bonded. Your case — and your peace of mind — are protected from the first call.
- 03
35+ Years in Business
Over three and a half decades serving Ontario families, lawyers, and businesses with results they can stand behind.
- 04
4.9★ Google Reviews
Consistently rated among the top investigation agencies in Ontario by verified clients across the GTA.
- 05
Former Police & Military
Our investigators bring decades of real-world experience from policing, military service, and technical specialties.
- 06
100% Confidential
From first call to final invoice, your name and your file stay between you, us, and your lawyer. Always.
Investigation Services in Oakville
We make use of state-of-the-art surveillance techniques that have set the bar in the industry. The methods followed by us are professional and accurate to ensure you get the answers you desire — trained professionals, decades of experience, every file handled discreetly.
Personal & Family
-
SurveillancePhoto, video, GPS & field investigators. -
Cheating SpousesEvidence of infidelity, discreetly gathered. -
Child CustodyProtect your child. Win custody. -
DivorceHidden assets, cohabitation, misconduct. -
Domestic ViolenceSupport restraining orders & safety. -
Parental AlienationDocument patterns that hold up in court. -
Premarital Background ChecksCertainty before you commit.
Legal & Insurance
Corporate & Counter-Surveillance
Oakville Private Investigator FAQs
Is it legal to videotape someone in Oakville?
Ontario law makes it illegal to covertly record oral communications between two or more people without the consent of at least one of the individuals involved. If, however, you choose to record video without any audio input, you may be allowed to do so. Case in point are private investigators, acting on someone else’s behalf.
Similarly, it is illegal to intercept private communications between two or more individuals by use of electronic devices or other means, like spying software and apps. The maximum punishment for intentional interception of communication is incarceration of up to 5 years and a $5,000 fine.
It is legal to intercept private communications if there is no sound involved. For example, it is perfectly legal to photograph or film people if they are interacting in a place open to public view.
Is it legal to record a conversation, tape a call, or ‘bug’ a telephone?
Secretly recording communications between two or more people is illegal, unless you have the explicit consent of at least one of the individuals, or if you are one of the parties involved.
The law applies if you use an electronic device or other means of intercepting private communications. The police and other government agents are also subjected to the same laws. If they wish to spy on the private communications between two or more people, they must obtain prior authorization from a judge via a warrant.
Cellphone conversations are included in the definition of communications.
What constitutes stalking?
Stalking is also known in legal parlance as “criminal harassment” and includes conduct like:
- Repeatedly following a specific person or people connected to that individual
- Constant attempts of maintaining communication with a specific person or other people known to that individual
- Watching the property or dwelling space of a person
- Threatening conduct aimed at a specific person
Repeated stalking causes another person to fear for their safety and is not prohibited under Ontario law. Punishment for stalking can be up to 10 years, and possibly more if there are prior injunctions barring contact, such as a restraining order.
Rules and regulations for Oakville private investigators
The private investigation industry falls under the regulations of the Ontario Solicitor General – Private Security and Investigative Services Branch. The laws set the foundation for rules and regulations as well as a code of conduct that private investigators must adhere to.
In order to become a private investigator, an individual must possess a valid licence and carry it with them while on duty. If they are ever stopped, they must use that to identify themselves.
A private investigator cannot carry any other symbol of authority, such as a badge, or pretend to be an agent of the government. They are not allowed to make an arrest or refer to themselves as a detective, officer, or any other term that may signify that they are a member of a law enforcement body.
Under the terms of the Ontario Solicitor General – Private Security and Investigative Services Branch, a private investigator must act professionally at all times and treat everyone with respect, integrity, and honesty. They are not allowed to use excessive force or engage in abusive language. Furthermore, they must not drink on the job or be under the influence of drugs.
In the Canadian Charter of Rights and Freedoms, an individual’s right to privacy is enshrined in law. The law protects them against “unreasonable search or seizure”, and private investigators must comply with all the tenets of the law, too. Therefore, it is illegal for private investigators to enter someone’s property without authorization or remain on a property if the authorization has been revoked. Wiretapping without individual consent or before obtaining a warrant is also prohibited.
Types of investigations that private investigators in Oakville are legally allowed to do
After acquiring a private investigation license, an individual is allowed to:
- conduct background checks
- obtain and provide information on the business character or kind of business or occupation of a person
- search for offenders against the law
- search for missing persons
- search for missing property.
In many cases, private investigators are hired to find persons who are missing, because they owe or are owed money to an individual or a company based on a court order, they are part of a criminal investigation, they are party in a court case, or they cannot be found.
Private investigators can also be used to find missing property and assets, conduct background checks, and assist in child custody investigations.
Legally, a private investigator can use a myriad of research tools to assist their investigation. These include:
- witness statements
- video surveillance
- GPS when authorized
- Photographs
- personal observations
Private investigators often conduct their surveillance at public places such as shopping malls, recreation centers, sport arenas, and more. They also rely on public sources of information for their research, such as:
- Public databases and internet searches to uncover telephone numbers, addresses, and employment information
- Public libraries to find old newspapers for information
- Personal Property Security Registration searches to identify a lien associated with an individual or business
- Bankruptcy records, divorce records, and land registry databases and corporate searches to conduct background inquiries.
A private investigator must never impersonate law enforcement or represent themselves as a government agent. They cannot legally make an arrest, wiretap conversations without proper authorization, or trespass on private property.
Can private investigators carry a badge, gun or other weapon?
Private investigators are allowed to carry firearms under specific situations. Section 20 of the federal Firearms Act covers this in more detail, but broadly speaking there are 2 situations where it is allowed:
- If the life of the private investigator is under threat
- If the private investigator has additional duties such as transporting cash or other valuable items
Other prohibited weapons such as tear gas, mace, or tasers are not allowed to be carried by private investigators. Batons, handcuffs, and other restraints are not considered to be prohibited weapons and may be carried, however they must always be concealed from view.
Are private investigators required to be insured?
Private investigation agencies are required by law to carry general liability insurance. Ontario Solicitor General – Private Security and Investigative Services Branch, the law regulating the private investigation industry, sets the general liability insurance requirements for all private investigation agencies in the province.
Some private investigators also carry out additional insurance, known as Errors and Omissions, or E&O, insurance. E&O insurance protects businesses if they are sued by a client who suffered financial losses or damages as a result of the investigator’s errors, omissions or negligent acts while conducting business.
How to choose a private investigator
Here are a few factors you should consider when choosing a private investigator:
1. Is the investigator licensed?
Investigators must be licensed to provide private investigation services and you must insist on documentation that proves their legality.
Licenses are issued by the Ontario Solicitor General – Private Security and Investigative Services Branch, which is the Ministry responsible for overseeing the private investigation industry. You’re able to verify someone’s licence status by checking the online Private Security and Investigative Services Licence Registry.
2. Does the private investigation agency carry General Liability Insurance?
An agency or individual contractor must show proof that they have current general liability insurance coverage. Before hiring an agency, you can ask to see proof that the agency’s insurance policy has been maintained.
3. Is the private investigator experienced in the type of investigation you need?
Investigators conduct a range of services, including:
- background checks
- employee fraud investigations
- finding missing persons
- child custody investigations
- domestic dispute investigations
Ask the potential investigator questions like how many years of experience they have, whether they can provide you with references, and what their previous job was.
Discreet investigations has been in business for 35+ years and are experienced with both criminal, civil, family, and child investigations. We have the most experienced investigators that come from police backgrounds, and work with the top criminal and family lawyers in Ontario. Discreet Investigations sets the bar for standards in the Private Investigations industry.
Contact Information
- Licensed
- Insured
- Bonded
We respond to every enquiry the same day — usually within the hour during business hours. For urgent matters, call the hotline directly — someone is on-call 24/7.





