Using Gusto for Payroll and Health Insurance? One Option They Don't Show You
If you run payroll on Gusto, its health-insurance tab is Gusto's own in-house brokerage showing a limited menu of carriers — and it won't surface options outside that menu. This guide covers the one that often saves a healthy small team the most (an individually medically underwritten nationwide PPO, where each employee is underwritten into a broader, healthier pool), why standard small-group overprices a healthy team, how to keep Gusto for payroll while bringing your own broker, and when Gusto's built-in options still make sense.
Using Gusto for Payroll and Health Insurance? One Option They Don't Show You
What Gusto's benefits tab actually is
If you're weighing Gusto health insurance alternatives, start with what that benefits tab actually is. Gusto is excellent payroll software. The health-insurance section, though, is a brokerage — Gusto acts as your broker of record through its own licensed team and earns a commission when you buy through it. That's not a criticism; it's just important to understand what you're looking at. Like any single brokerage working off a software menu, it shows a limited set of carriers and plan types, and it generally won't dig into the underwriting factors driving your premium or surface structures outside its lineup. What you see in that tab is a slice of the market, not the whole market.
Why a healthy small team overpays on standard small-group
Traditional small-group coverage prices your business as its own small risk pool. A small pool can't absorb a single large claim — a heart attack, a cancer diagnosis, a serious injury — so carriers price for that risk, and rates climb to anticipate it. If your team is young and healthy, you're effectively subsidizing risk you don't carry.
The fix most software funnels won't show you: individually underwrite each employee and place them into a broader pooled program of other small employers. A larger, healthier pool can substantially reduce rates while keeping strong benefits — but it only happens if a broker actually structures it that way.
What a software benefits funnel shows
- A limited menu of carriers and standard plans
- Your small group priced as its own risk pool
- Little visibility into what's driving the premium
- Structures outside the lineup rarely appear
- Convenient, but a slice of the market
What an independent broker can show
- Options across the wider market, on and off the menu
- Individually-underwritten, broader-pool structures
- The trade-offs behind the price, in plain English
- A nationwide PPO built around how your team lives
- A person who handles claims and renewals with you
The option they don't show: an individually-underwritten nationwide PPO
For a healthy small business, the plan that often wins isn't on the standard menu: an individually medically underwritten nationwide PPO, priced per employee — so a healthier team is rated on its own merits, not lumped into a pool priced for worst-case claims. Dental and vision are included by default.
How it's structured
- Nationwide PPO network — in and out of network
- Each employee underwritten, placed into a broader healthy pool
- Priced per individual (age, ZIP, gender — income isn't a factor)
- Dental & vision included by default
- Enroll any month — not just at renewal
Who it fits — and who it doesn't
- Best for healthy teams that can clear underwriting
- Medically underwritten — not everyone qualifies
- Not designed for significant pre-existing conditions
- Pairs cleanly with Gusto payroll (see below)
Can You Keep Your Own Broker with Gusto?
This is the part owners miss: choosing your own broker doesn't mean giving up the payroll platform your team already uses. Gusto's broker integration lets you keep Gusto for payroll and name RKA as your broker of record. Enrollments and payroll deductions still sync automatically, new-hire onboarding still runs in Gusto, and you get an independent advisor who shops the wider market and handles claims and renewals with you. Gusto's own materials put broker integration at no extra cost on the Premium plan, or a small per-employee fee on lower tiers. Best of both: the software you like, the market access you didn't have.
See what the funnel didn't show your team
Send us your team's ages and a little detail, and we'll compare an individually-underwritten nationwide PPO against what you're seeing in Gusto — side by side, in plain numbers. Keep Gusto for payroll. No cost, no pressure.
When Gusto's built-in options still make sense
Being straight about this matters. An individually-underwritten PPO isn't right for every team. If you have employees with significant pre-existing conditions, a guaranteed-issue plan — which is what Gusto's funnel and the ACA market offer — is generally the better route, because underwritten coverage isn't guaranteed to everyone. If your team's incomes are modest, some employees may do better with a subsidized individual marketplace plan (an approach a QSEHRA or ICHRA can support). If you also cover family or are self-employed yourself, our family coverage guide goes deeper. The point isn't that the menu is bad — it's that it's incomplete. The right move is to compare the underwritten option against the guaranteed-issue one and choose with the full picture.
How to compare, in four steps
1. Know what your Gusto tab is quoting
Note the carriers, plan types, and total cost it's showing. That's your benchmark — a slice of the market, not all of it.
2. Get the underwritten option priced
Have a broker run an individually-underwritten nationwide PPO for your team so you can see per-employee pricing against the group quote.
3. Compare total cost and network
Look past premium to deductibles, out-of-pocket maximums, and whether the plan works nationwide, in and out of network.
4. Keep Gusto, add your broker
Whichever wins, use Gusto's broker integration so payroll deductions and onboarding stay automated — no platform switch.
Common questions from Gusto users
Does Gusto sell the insurance itself?
No — Gusto is payroll software, and its benefits section acts as a brokerage through its own licensed team. When you buy health insurance in Gusto, Gusto is your broker of record and earns a commission. It's a convenient path, but it shows a limited menu, not the whole market.
Can I keep Gusto for payroll but use my own broker?
Yes. Gusto's broker integration lets you name an independent broker of record while keeping payroll in Gusto. Enrollments and payroll deductions still sync, onboarding still runs in Gusto, and you get an advisor who shops the wider market. Gusto lists this at no extra cost on its Premium plan, or a small per-employee fee on lower tiers.
Why would an independent broker beat what I see in Gusto?
Because a broker isn't limited to one software menu. For a healthy small team, an individually-underwritten nationwide PPO — where each employee is underwritten into a broader, healthier pool — can price better than a standard small-group plan rated on your group alone. That structure usually doesn't appear in a software funnel.
Is the underwritten option right for everyone?
No. It's medically underwritten, so it's best for healthy teams and not designed for significant pre-existing conditions. If someone on your team has major health needs, a guaranteed-issue plan is generally the better route. That's exactly why comparing both matters.
What's the underwritten option you keep mentioning?
It's an individually medically underwritten nationwide PPO, priced per employee, with dental and vision typically included. Because it's underwritten and pooled more broadly, a healthy team is often rated more favorably than under standard small-group pricing. We verify your team's doctors before you commit.
Do I have to switch at my group's renewal?
Not necessarily. Individually-underwritten coverage enrolls year-round, so you're not locked to a renewal window. We'll tell you whether it makes sense to move now or wait, based on your current plan and timing.
Get the full market, not just the menu
One quick conversation and you'll see your team's real options — the underwritten nationwide PPO next to your Gusto quote — with doctors verified. Keep Gusto for payroll. Free, no pressure.
Robert Adams · President & Licensed Agent · NPN 19540130 · Licensed in 30 states. RKA Insurance Advisors is an independent brokerage and is not affiliated with, endorsed by, or sponsored by Gusto; "Gusto" is a trademark of its respective owner, referenced here for comparison and identification only. The private option referenced is an individually medically underwritten nationwide PPO plan. Premium and plan figures depend on age, ZIP, gender, plan design, and underwriting outcome, and pricing is per individual. Private medically underwritten plans are not ACA-compliant and are subject to medical underwriting; not all applicants qualify, and they are not designed for significant pre-existing conditions. Broker-integration availability and fees are set by Gusto and subject to change. This content is for informational purposes only and does not constitute insurance, legal, tax, or financial advice.
What Happens to Your Health Insurance When You Sell Your Business?
Selling your business is one of the most significant health insurance events of your life. Your group plan ends. COBRA is expensive and temporary. ACA subsidy eligibility depends on your post-sale income. For healthy business owners, private medically underwritten PPO plans often provide the best coverage at the lowest cost.
Private PPO • Business Owners • Self-Employed
What Happens to Your Health Insurance When You Sell Your Business?
The health insurance detail most exit advisors skip
Most business owners who carry health coverage do so through a group plan tied to the business. The moment ownership transfers, that plan ends. In an asset sale — the most common structure for small and mid-size businesses — coverage almost always terminates on the last day of the month in which the deal closes.
Your exit attorney, CPA, and M&A advisor are focused on the transaction. Health insurance rarely comes up until after closing. The result: sellers find themselves scrambling for coverage in a 20–30 day window with few good options lined up.
There are three paths. Knowing them before you close makes all the difference.
Your three options compared
- Keeps your exact existing plan
- Same doctors, same network
- No health screening required
- Retroactive — elect within 60 days
- Full premium — yours + employer's share
- Plus 2% administrative fee
- Expires at 18 months
- $900–$2,000+/mo individual
- Guaranteed issue — no health screening
- Subsidies possible below 400% FPL
- Business sale triggers Special Enrollment
- Capital gains count as MAGI income
- Large exit may eliminate subsidies
- Often HMO/EPO — regional networks
- $700–$1,200+/mo above subsidy cliff
- Premium based on health — not income
- Nationwide PPO — no referrals required
- Deductible options from $0 and up
- Available any month — no enrollment window
- No income reconciliation at tax time
- Terms don't change if you get sick after approval
- Health questionnaire required
- Not available with significant health history
Why a business sale changes the ACA subsidy math
ACA premium subsidies are based on Modified Adjusted Gross Income (MAGI). A business sale typically generates a capital gain — and capital gains count as MAGI. A seven-figure exit in a single year can push your income well above the subsidy threshold, even if your ongoing post-sale income is modest.
Before assuming ACA subsidies are available, work with your CPA to model your post-sale taxable income by year. Installment sales and earnout structures can spread income across multiple years and change the subsidy picture significantly.
Who qualifies for a private medically underwritten plan
Likely to qualify
- No major chronic conditions
- No hospitalizations in past 2–3 years
- Minimal or no ongoing prescriptions
- No active or planned specialty care
- Non-smoker or quit 12+ months ago
May not qualify
- Type 1 or Type 2 diabetes
- History of cardiac events or heart disease
- Active cancer or recent remission
- Multiple ongoing specialty medications
- Autoimmune conditions (MS, lupus, RA)
If you don't qualify for private coverage, COBRA or ACA marketplace remain the right path. We compare all three options honestly and will tell you which makes sense for your situation.
The right time to plan this is before the deal closes
60–90 days before closing
- Get pre-screened for private PPO eligibility
- Model ACA subsidy eligibility with your CPA
- Check COBRA cost from your current plan documents
30 days before closing
- Apply for private coverage timed to coverage end date
- Underwriting typically takes 2–4 weeks
- 60-day COBRA window available as backstop
At and after closing
- Coverage ends last day of closing month
- 60-day COBRA election window begins
- Private plan active — no gap if timed correctly
We compare COBRA, ACA, and private PPO options side by side — and pre-screen private plan eligibility before you apply. No pressure, no obligation.
Frequently Asked Questions
Does my coverage end on closing day or end of month?
In most cases, coverage ends on the last day of the month in which the sale closes. If your deal closes April 10, you're typically covered through April 30. Confirm with your group plan administrator — terms vary by carrier.
Does my capital gain from the sale count as ACA income?
Yes. Capital gains count toward ACA Modified Adjusted Gross Income (MAGI). A large one-time gain from a business sale can push your income above the subsidy threshold for that year. Work with your CPA to model this before assuming subsidy eligibility.
Can I stay on my plan if the buyer keeps the business running?
In a stock sale where the buyer retains the business entity and employees, the group plan may continue under new ownership. In most asset sales, the plan terminates with the old entity. Confirm with your benefits administrator during due diligence.
How quickly can a private PPO go into effect?
Most private plans take 2–4 weeks from application to underwriting decision. Coverage typically starts on the first of the following month. Apply 30–45 days before your group coverage ends to ensure a clean transition with no gap.
What if I'm not sure about my health history?
We pre-screen applicants before submitting a formal application so you have a realistic picture of approval likelihood before anything goes on record. No pressure, no obligation.
What if I don't qualify for a private plan?
If private underwriting isn't available based on your health history, COBRA or ACA marketplace plans remain solid options. We give you an honest side-by-side cost comparison for all three scenarios.
COBRA cost, ACA subsidy estimate, and private PPO options — side by side, before the deal closes. Most healthy sellers are surprised at the difference.
Robert Adams * President & Licensed Agent * NPN 19540130 * Licensed in 32 states. Premium estimates are illustrative ranges and are not guaranteed. Actual premiums vary by age, state, tobacco status, plan selection, carrier, and underwriting outcome. Private medically underwritten plans are not ACA-compliant and are subject to medical underwriting — not all applicants qualify. COBRA timelines and costs vary by plan. Consult your benefits administrator and a licensed advisor for your specific situation. This content is for informational purposes only and does not constitute insurance, legal, tax, or financial advice.

