Setting Up Group Benefits for a Toronto Business with Under 25 Employees

Kaven Kafshbarghi • June 15, 2026
Setting Up Group Benefits for a Toronto Business with Under 25 Employees
Setting Up Group Benefits for a Toronto Business with Under 25 Employees | Your Friend With Benefits

Setting Up Group Benefits for a Toronto Business with Under 25 Employees

Setting up group benefits for a Toronto business with under 25 employees typically takes four to eight weeks from the initial decision to the first day of coverage. A 15-person company can expect to pay between $3,500 and $6,000 per month for a comprehensive plan covering health, dental, vision, life, and disability. Using an independent advisor costs the employer nothing — the advisor is compensated by the carrier through a commission built into the premium.

If you run a Toronto business with fewer than 25 employees and you are thinking about setting up a group benefits plan, you are in the most common position of any business owner who calls us: you know you need to offer something competitive, you are not sure what you can afford, and you have no idea where to start.

This guide walks through the entire process from the first conversation to the first day of coverage — including what decisions you need to make, what it will cost, which carriers serve small Toronto employers well in 2026, and how the advisor relationship actually works.

Why Under-25 Is a Different Market

Group size matters enormously in how carriers price and structure benefits. Under 25 employees, most carriers will not offer experience-rated plans — your group is simply too small for your own claims history to be statistically meaningful. Instead, you will almost always be placed on a pooled plan, where your renewal rate reflects the shared experience of a larger pool of similar businesses rather than your own specific claims.

This is good news for small employers. It means one employee's serious illness or a bad dental year will not spike your renewal by 40%. The trade-off is less customisation — pooled plans have standardised benefit structures compared to fully custom experience-rated plans — but for most businesses under 25, the stability is worth it.

It also means the carrier selection decision is particularly important at this group size. Different carriers have different pooled rate structures for small groups, and the variation in what they will charge for equivalent coverage can be substantial. This is why an independent advisor going to market on your behalf produces meaningfully better outcomes than going directly to a single carrier.

The Step-by-Step Setup Process

Here is what the process looks like from start to first day of coverage, with realistic timelines for each stage.

1
Week 1

Needs Assessment

Before approaching any carrier, a good advisor will spend time understanding your business. How many employees do you have and what are their ages? Do you have dependants to consider? What is your budget per employee per month? Do you have any employees with pre-existing conditions that might affect underwriting? What are your competitors offering that you need to at least match?

This conversation shapes everything that follows. A plan designed without it is almost always over-built in areas nobody uses and under-built in areas everybody does. If your group is very small (under five), your advisor may also discuss whether an HSA is the right starting point instead.

2
Weeks 1–2

Market Submission

Your advisor prepares a submission package — your employee census (names, dates of birth, coverage elections), your desired benefit specifications, and any relevant business information — and submits it simultaneously to multiple carriers requesting competitive quotes.

For a group under 25, your advisor will typically approach four to six carriers. Each carrier will respond within five to ten business days. You will not interact with the carriers directly at this stage — that is your advisor's job.

3
Weeks 2–3

Quote Review and Carrier Selection

Your advisor assembles the carrier responses into a side-by-side comparison and presents the options to you. The comparison will show premium costs, benefit levels, carrier-specific features (like drug card networks or digital claims tools), and any differences in underwriting terms.

This is a decision meeting, not a sales pitch. You choose the carrier that best fits your budget and your team's needs. Your advisor's job is to explain the differences clearly and make a recommendation — not to push you toward any specific carrier.

4
Week 3

Plan Design Finalisation

Once you have selected a carrier, you finalise the specific plan design: drug reimbursement percentage, dental maximums, vision allowance, disability waiting periods, life insurance multiples, and eligibility waiting period for new employees.

These decisions have a direct impact on your ongoing premium costs. A plan designer who does not discuss them with you before submission is leaving cost optimisation on the table. See the full breakdown of what to include in a small business benefits plan.

5
Weeks 3–4

Employee Enrollment

Each employee completes an enrollment form covering their personal details, dependent information, and beneficiary designation for life insurance. Most carriers now offer digital enrollment, which reduces the administrative burden significantly. Late or incomplete enrollments are the most common cause of delays — the earlier you communicate to your team, the smoother this goes.

Employees with pre-existing conditions may be subject to Evidence of Insurability (EOI) requirements for certain benefits, particularly LTD and higher life insurance amounts. Your advisor manages this process.

6
Weeks 4–8

Policy Issued — Coverage Begins

Once enrollment is complete and the carrier has processed the applications, the policy is issued and coverage begins. Employees receive their benefit cards (including the pay-direct drug card) and access to the carrier's online portal or app for submitting claims.

Your advisor should walk you through the administration portal, explain how to add or remove employees as your team changes, and set a calendar reminder for your renewal review 90 days before your policy anniversary.

The total timeline from first conversation to first day of coverage is typically four to six weeks for a straightforward group under 25. Complex cases — groups with significant pre-existing conditions or unusual plan requirements — can run to eight weeks. Starting the process before your ideal coverage start date matters.

What Does It Cost? A 15-Person Toronto Business in 2026

Cost depends on employee ages, plan design choices, and the carrier selected. The following estimates are for a 15-person Toronto employer in 2026 with a mixed-age workforce (average age 35) on a standard comprehensive plan. All figures are monthly employer premiums.

Benefit Component Monthly Cost (15 employees)
Extended Health Care (EHC) CAD $1,350 – $2,100
Dental CAD $900 – $1,500
Vision Care CAD $120 – $225
Life Insurance & AD&D CAD $150 – $300
Disability (STD + LTD) CAD $600 – $1,050
Total CAD $3,120 – $5,175

These are employer-only costs. If employees contribute to premiums (typically 20–50% of dependent coverage), the employer's actual spend is lower. Per-employee cost on a comprehensive plan: approximately CAD $238–$372 per employee per month. Plans with richer dental, higher paramedical limits, or LTD to age 65 can reach $6,000/month for 15 employees.

Which Carriers Serve Small Toronto Employers Well in 2026?

The major group benefits carriers active in the under-25 market in Ontario:

Sun Life Financial

One of the largest group benefits carriers in Canada. Strong digital experience — the Sun Life app is consistently rated among the best for claims submission and benefit tracking. Competitive for small groups with straightforward plan designs.

Canada Life (Great-West Life)

The largest group insurer in Canada by market share. Broad network, strong disability claims management, and a robust digital portal. Can be more conservative on pricing for very small groups but highly competitive at 15–25 employees.

Manulife

Strong in the health and dental components. The Manulife app and online claims experience is well-regarded. Good flexibility on plan design for small groups and competitive pricing when approached through an independent advisor.

Blue Cross (Ontario)

A not-for-profit carrier historically competitive for small groups. Particularly strong on drug coverage and paramedical benefits. Regional focus means strong local support for Toronto employers.

Desjardins Insurance

Growing presence in the Ontario small-group market. Competitive on price for straightforward plans and increasingly strong on digital claims tools.

Empire Life

Smaller carrier with a reputation for competitive pricing in the small-group segment. Worth including in any market submission for groups under 25 — often the best rate in the room.

No single carrier is best for every group. The right carrier depends on your specific employee demographics, plan design priorities, and the rates they quote for your specific submission. This is why going to market — rather than calling one carrier directly — is always the right approach.

Why Using an Independent Advisor Costs the Employer Nothing

This is the question every business owner asks, and it deserves a direct answer.

Group benefits advisors in Ontario are compensated through a commission that is built into the carrier's premium rate. When a carrier quotes you a monthly premium of $4,200, that figure already includes the advisor's commission. The employer pays the same premium whether they go through an advisor or contact the carrier directly.

What changes when you use an independent advisor:

  • The carrier's quote is benchmarked against the market, not taken at face value
  • Multiple carriers compete for your business, which produces better pricing than a single direct quote
  • Plan design is optimised for your specific group before the quote is submitted, not after the fact
  • You have an advocate at every renewal who will go back to market on your behalf rather than processing the auto-renewal
  • Enrollment, administration, claims support, and policy changes are handled by someone who knows your plan — not a carrier call centre
"In fifteen years of advising Toronto businesses, I have never had a client pay more by using an independent advisor than they would have paid by calling a carrier directly. The commission is already in the price either way. The question is what you get for it." — Kaven Kafshbarghi, Your Friend With Benefits

Common Questions from Small Toronto Business Owners

What is the minimum number of employees to set up group benefits?

Most carriers will quote a group with as few as two employees. Some will go to one. For groups under five, pricing is typically manual-rated (based on ages rather than claims history), and the available plan structures are more limited. Under three employees, an HSA is often a more practical and cost-effective starting point.

Do I have to cover dependants?

No. You can offer employee-only coverage and give employees the option to add dependants at their own cost. Most Toronto employers cover 100% of the employee premium and either 50% or 0% of dependent premiums. The structure is your choice.

What if an employee has a pre-existing condition?

Most group plans provide coverage for pre-existing conditions without exclusions — this is one of the key advantages of group over individual insurance. Some carriers apply a late entrant penalty (reduced coverage for a period) for employees who do not enroll when first eligible. Your advisor manages the underwriting conversation with the carrier on your behalf.

Can I change the plan after it is set up?

Yes. You can adjust benefit levels, add or remove components, or switch carriers at your annual renewal date. Mid-year changes are possible but more limited. Your advisor should review the plan design at every renewal — not just the premium. If you are already on a plan and wondering whether you are getting fair value, read about the signs your advisor is not doing their job at renewal.

Ready to Set Up Benefits for Your Toronto Team?

If you have a Toronto business with fewer than 25 employees and you are ready to set up a group benefits plan — or you want to find out what your options are before committing — we offer a free, no-obligation consultation.

We will walk through your team size, your budget, and your priorities, go to market on your behalf, and bring you a side-by-side comparison of what the major carriers will offer. No pressure. No single-carrier pitch. Just an honest look at what the market delivers for your specific situation.

Already on a plan? We guarantee at least 10% in savings at your next renewal — or we pay you $2,500.
Book Your Free Consultation
Call: (833) 968-7392  |  Email: quote@yourfwb.ca

About the Author

Kaven Kafshbarghi is a FSRA-licensed employee group benefits advisor and the founder of Your Friend With Benefits, Inc. He has been advising Toronto small businesses on group insurance and benefit plan design since 2010. FSRA Licence: [INSERT FSRA LICENCE NUMBER]. yourfriendwithbenefits.ca

Search

Search Post

Ontario employer reviewing tax-free Health Spending Account reimbursements
By Kaven Kafshbarghi June 15, 2026
An HSA lets Ontario employers reimburse employees for eligible medical expenses tax-free, with no carrier and no renewal risk. Learn how HSAs work in 2026, CRA rules, and when to use one.
toronto small business health benefits
By Kaven Kafshbarghi June 15, 2026
A Toronto small business with 10 employees typically pays $2,500–$4,000/month for group benefits. See what to include in 2026, what each component costs, and the 3 setup mistakes to avoid.
Independent employee benefits advisor reviewing group insurance plan with Toronto
By Kaven Kafshbarghi June 15, 2026
Learn the 5 signs your employee benefits advisor isn't shopping the market at renewal — and how carrier benchmarking works. Toronto businesses: find out if you're overpaying.