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Your Trusted Financial Partner

Protecting What Matters Most

At Oakway Financial Group, we make insurance make sense. Whether you're protecting your family, your business, or your legacy, we cut through the jargon and design coverage that actually does what you need. No upsells, no runaround, no fine print surprises.

Trusted Advisors

Why Choose Us?

Because insurance shouldn't feel like buying a product you don't understand from someone you don't trust.

10+

Years Experience

GTA

Leading Firm

100%

Client Focused

GGIB Member

Insurance That Actually Makes Sense

Clarity Over Confusion

We explain the "why" behind every recommendation in plain English, not insurance-speak.

Tailored to You

No one-size-fits-all here. We design insurance strategies based on your real risks, goals, and lifestyle.

More Than Just Policies

We integrate insurance with your broader financial, tax, and estate plans so every dollar works harder for you.

Ongoing Support

We're not just here when the paperwork gets signed. We're here when life changes, markets shift, or your needs evolve.

Complete Coverage Strategy

From life and disability to corporate buy-sell and key person insurance, we align every piece of your protection puzzle.

The Bottom Line?

We don't sell insurance. We solve problems, and insurance happens to be one of the best tools to do it.

Comprehensive Financial Protection

Oakway Financial Group offers clients the best possible protection for all of their financial needs.

Employee Benefits Consulting

Modern, sustainable benefits plans that employees actually appreciate and use. All without blowing up your budget.

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Group Retirement & Pension

Retirement programs that employees actually understand, appreciate, and use. All without overwhelming your HR team.

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Insurance, Business & Estate Planning

Protect your people, your profits, and your legacy with smart insurance strategies.

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Private Healthcare

The Health Reserve is our premium private healthcare solution for executives and business owners.

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Medcan Services

Proactive, personalized healthcare without the waiting room stress. Exclusive Oakway pricing available.

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GTA

Leading Firm

Built on Trust & Loyalty

As a full-service brokerage built on the foundation of customer loyalty and trust, our aim is to develop long-term relationships with our clients so that we can provide them with the support and guidance they need.

We are committed to bringing you peace of mind by offering quality products and personalized service, helping you achieve your goals.

As one of the leading financial firms in the Greater Toronto Area, we have built quite the clientele by maintaining a strict customer-comes-first approach.

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Let's Start a Conversation

Our experts are here for all your financial needs and will be happy to provide you with a free consultation.

Visit Us

35 Royal Group Crescent, Unit 2
Woodbridge, Ontario L4H 1X9

Email Us

domenic@oakwayinsurance.ca

Request a Free Consultation

Fill out the form below and we'll get back to you shortly.

Proud Member of

GGIB - Proud Member

Meet The Team

Experienced professionals dedicated to protecting what matters most to you and your business.

TBA

TBA

Partner

TBA

TBA

Account Executive

TBA

TBA

Account Executive

Employee Benefits That Actually Benefit Everyone

Most employee benefits programs feel like they were built in 1998. Hard to understand, hard to use, and expensive for everyone involved. At Oakway Financial Group, we do things differently.

We help Canadian businesses design modern, sustainable benefits plans that employees actually appreciate and use. All without blowing up your budget or your inbox.

The Problems We Solve

No one understands our benefits

We make your plan easy to use and easier to explain: clear education, digital tools, and on-call support.

Our costs keep going up

We analyze what's driving your renewals and negotiate with insurers or TPAs to help control rising premiums.

It's way too much admin

We streamline the setup and ongoing administration. We take the busywork off your plate.

We Can Help You:

  • Launch a new plan that makes sense for your size and budget
  • Benchmark your current plan against industry standards
  • Explore switching from traditional insurance to a TPA model
  • Add perks like Health Spending Accounts, mental health support, or wellness credits
  • Review executive benefit options for owners and key people

Real Advice. Not Sales Pitches.

We're not here to push a product. We're here to help you build something that works.

Ready to Build Better Benefits?

Get a complimentary benefits review and discover opportunities to enhance your program.

Book Free Consultation →

Group Retirement Plans That Don't Put People to Sleep

We help Canadian businesses build group retirement and pension programs that employees actually understand and use.

What We Offer

  • Group Retirement Plans (GRRSP): Flexible, easy to set up and understand
  • Defined Contribution Pension Plans (DCPPs): Structured retirement with predictable contributions
  • Deferred Profit Sharing Plans (DPSPs): Share profits tax-efficiently
  • TFSA & Non-Registered Plans: Additional flexibility

Common Problems We Solve

"Our plan is too expensive."

We review fees and provider benchmarks to optimize value.

"Employees don't use it."

We provide clear communication and education programs.

"It's a nightmare to administer."

We streamline payroll integration and reporting.

Ready to Build a Better Plan?

Let's discuss how we can help your employees plan for their future.

Book Free Consultation →

Insurance, Business & Estate Planning

Protect your people. Protect your profits. Build it. Protect it. Pass it on.

Business Insurance

  • Key Person Insurance: Protect your company from losing key executives
  • Buy-Sell Funding: Smooth, properly funded ownership transitions
  • Shareholder Protection: Keep shares in the right hands
  • Business Succession: Clear, tax-efficient transition of ownership

Estate Planning

  • Estate Creation: Using insurance to create liquidity for heirs
  • Estate Preservation: Minimizing taxes and probate
  • Trust Planning: Structuring protection for beneficiaries
  • Succession Planning: Smooth business transfers

Family Insurance

  • Life Insurance: Term & Permanent coverage
  • Disability & Critical Illness: Income protection
  • Children's Insurance: Low-cost, long-term value

Ready to Protect What Matters?

Get a comprehensive protection assessment.

Book Free Consultation →

The Health Reserve

Private Healthcare, Personally Delivered. Complete executive care for those who can't afford to wait in line.

The Health Reserve is Oakway's premium private healthcare solution powered by GroupBenefitz. It combines proactive health assessments, global medical coverage, and executive wellness services into one comprehensive package.

Complete Executive Care

Executive Assessment

Half-day multi-disciplined review with same-day results for member and spouse. Includes:

  • Thorough health evaluation
  • Identify potential future risks
  • Long-term optimal health plan
  • Complements your family physician's care

Global Medical Care

Expedited Medical Treatment:

  • Leave-the-line access to top facilities worldwide
  • Up to $1M coverage for pre-planned treatment abroad
  • MRIs or CT Scans within 72 hours

Emergency Travel Protection:

  • Up to $5M coverage for unplanned medical treatment
  • 24/7/365 emergency travel assistance

Executive Wellness

Prevention, Recovery & Performance:

  • Telemedicine Virtual Care
  • Healthcare Navigation (Canada & abroad)
  • Pharmacogenetic DNA Testing
  • Nutrition & Diabetes Management
  • Virtual Rehabilitation & Athletic Therapy
  • EXAP Executive Coaching & Mental Health

Monthly Pricing

CoverageUnder 60Age 60-74
Single$392.34/mo$468.59/mo
Couple$784.68/mo$937.17/mo
Family$1,133.85/mo$1,233.12/mo

*Monthly premium excludes 8% provincial tax. Executive Health Assessment available to member and spouse.

Clinic Network

Choose from leading executive health clinics across Canada:

Ontario: Medcan (Toronto, Oakville), Cleveland Clinic Toronto, TELUS Health (Toronto, Ottawa), La Vie (Ottawa, Kanata, Oakville), Durand Health (Hamilton), and more.

Other Provinces: TELUS Health and partner clinics in Vancouver, Calgary, Edmonton, Montreal, Quebec City, Winnipeg, Halifax, and St. John's.

Add-On: Medical Memberships

Access your private health clinic between assessments. Get ongoing care from a dedicated physician with on-site diagnostics. Ideal for continuity of care and longevity planning. Additional fees apply.

Ready for Elite Healthcare?

Discover how The Health Reserve can protect you and your family.

Book Free Consultation →

Take Greater Control of Your Health with Medcan

Oakway Insurance & Oakway Financial Group are proud partners of Medcan, a global leader in proactive health and wellness services.

Medcan helps close the care gap with preventative healthcare solutions. Issues can be addressed sooner, leading to improved outcomes and long-term wellbeing.

Annual Health Assessment

Medcan's physician-led Annual Health Assessment is a total health blueprint to live well, for life. It includes investigations into mental health, cardiovascular and respiratory health, hearing, vision, fitness, and a dynamic blood and urine panel.

Up to 15 screening stations and tests for over 70 biomarkers, with same-day results, insights, and personalized recommendations.

Ongoing Care Memberships

Year-Round Care

Same or next-day appointments with a physician for urgent and episodic health needs. Includes after-hours medical advice from an on-call registered nurse.

Ideal for: Individuals or families looking for convenient medical care with flexibility.

Dedicated Care

Highly personalized continuity of care with a dedicated physician. 30-minute appointments and a comprehensive support team for proactive health management.

Ideal for: Those seeking a family doctor with personalized primary care experience.

M Care

Premium, concierge level of care with direct access to a dedicated physician, including after-hours and weekends. Includes annual treatment plans and genetic testing.

Ideal for: Those seeking proactive concierge-level primary care.

Enhanced Genetic Screening

With one of the largest teams of clinical genetic counsellors in Canada outside of a hospital setting, Medcan's genetic screening offerings deliver an extensive understanding of risks for hereditary cancers, disease, and many other health conditions.

  • Medication Effectiveness Screening: How your genetic makeup affects your reaction to medications
  • Heart Health Screening: Proactively manage cardiovascular disease risks
  • Cancer Prevention Screening: Identify genetic cancer risks
  • Whole Genome Sequencing: Comprehensive view of 4000+ genes

Exclusive Oakway Pricing

Groups of 6 or more benefit from preferred rates with savings of up to 40%.

SolutionOakway PriceRetail Price
Annual Health Assessment$3,465$4,075
Year-Round Care Membership$1,175$1,385
Year-Round Care Family$2,195$2,585
Dedicated Care Membership$3,595$3,995
M Care Membership$8,775$9,750
Genetic Screening (each)$890$1,050
Whole Genome Sequencing$5,985$6,300

*Pricing subject to change annually on Nov 1.

Clinic Locations

Ontario: Toronto (150 York St), Oakville (2275 Upper Middle Rd), Collingwood (40 Huron St), Muskoka (seasonal)

Medcan services also available across major cities in Canada including Vancouver, Calgary, Edmonton, Montreal, Ottawa, and Halifax through affiliate clinics.

Ready to Access Medcan?

Contact us to learn about exclusive Oakway pricing.

Book Free Consultation →

Get In Touch

Ready to take the next step? We'd love to hear from you.

Let's Start a Conversation

Whether you're looking to protect your family, optimize employee benefits, or plan your business succession, we're here to help.

Visit Us

35 Royal Group Crescent, Unit 2
Woodbridge, Ontario L4H 1X9

Email Us

domenic@oakwayinsurance.ca

Request a Free Consultation

Fill out the form below and we'll get back to you shortly.