Your Way Insurance: most-reported complaints
Automated analysis of 505 public Trustpilot reviews published 2024-05-15 to 2026-09-20. TrustScore 4.8 from 3,226 total reviews — see the Trustpilot page. Quick answer: is Your Way Insurance legit? Issues below reflect what reviewers reported, not findings of wrongdoing.
Reviewers most often report that support is unhelpful, accounting for 22% of the 96 complaints identified. Misleading pricing is the second most common issue, cited in 19% of complaints and showing a rising trend. Other concerns, such as confusion over whether the company is an insurer or a broker, make up 16% of complaints with a falling trend. Additionally, 14% of reviewers report that support is unreachable, a trend that is also falling.
How to reach Your Way Insurance
These are the contact details Your Way Insurance publishes on its Trustpilot profile, as of our last check on 2026-09-24 — phone 773-200-0003, address 6300 Bridgepoint Parkway, Austin, 78730, US.
The company claimed its Trustpilot profile on 2023-05-25, uses Trustpilot’s paid features, and last replied to a negative review on 2026-09-16. Trustpilot ranks it 7 of 22 in Health Insurance Agency. We last checked this profile on 2026-09-24 and found 28 new reviews. These are facts Trustpilot publishes about the profile, as of our last harvest.
TrustScore over time
4.8 → 4.8 across 13 census measurements since 2026-08-17. Our own record, independent of Trustpilot’s display.
Reply behaviour over time
Solid: % of negative reviews replied to. Dashed: typical days to reply. Both as reported on this company’s Trustpilot profile, recorded whenever our census re-checked it and a figure had changed — the gaps between points are not equal: 2026-08-17 (70%, 1.3d) · 2026-08-20 (70%, 1.2d) · 2026-08-24 (70%, 1.2d) · 2026-08-27 (70%, 1.2d) · 2026-08-30 (70%, 1.2d) · 2026-09-02 (72%, 1.2d) · 2026-09-08 (70%, 1.1d) · 2026-09-11 (76%, 1.1d) · 2026-09-15 (76%, 1.1d) · 2026-09-18 (76%, 1.1d) · 2026-09-21 (76%, 1.1d) · 2026-09-24 (76%, 1.1d).
Severity: 21% of this company’s 96 graded complaints were classified as severe (money lost, an essential service cut off, or a problem unresolved for months). See the harm index.
Reviewers here waited a median of 8.1 days between the experience and publishing their negative review (121 reviews record both dates).
Measured reply time: across 57 negative reviews that received a public reply, the median wait was 0.7 days — the company profile reports an average of 1 days.
Reply quality: of 57 company replies to negative reviews analysed, 40% engaged with the specific problem and 54% were generic templates.
61% of its 393 recent 5★ reviews came from accounts that had written only that one review when we captured it (the median across companies is about 39%). A high share is a reason to look closer, not evidence of fake reviews.
Sector benchmark: support unhelpful makes up 22% of this company’s complaints vs a 28% median across 148 ranked companies in its sector.
Review velocity: 1,859 of this company’s 3,226 Trustpilot reviews (58%) were written in the last 12 months.
What are the most common complaints about Your Way Insurance?
Support unhelpful
21 reports · 22% of complaintssteady“Found out they are not Healthcare insurance, but is a broker..Taking advantage of my disability”
The company replied on 2026-09-16: “Thank you for sharing your feedback with Your Way Insurance. We take concerns like yours very seriously and want to better understand your experience. We encourage you to contact our Member Services…”
Our classifier read this reply as a template response.
“He moved me from a PPO to an HMO which was NOT in my best interest!”
The company replied on 2026-04-21: “Thank you for taking the time to share your feedback with Your Way Insurance. We are very concerned to hear about your experience and take feedback like this seriously. We strive to ensure all…”
Our classifier read this reply as a template response.
“I have NOT received any proof of this new insurance... NO emails, NOTHING in the mail, NOTHING to prove I have insurance”
Misleading pricing
18 reports · 19% of complaintsrising since 2026-01“Found out they are not Healthcare insurance, but is a broker..Taking advantage of my disability”
The company replied on 2026-09-16: “Thank you for sharing your feedback with Your Way Insurance. We take concerns like yours very seriously and want to better understand your experience. We encourage you to contact our Member Services…”
Our classifier read this reply as a template response.
“Agent tried to sell me insurance that I was not eligible for.”
The company replied on 2026-09-03: “Thank you for sharing your feedback with Your Way Insurance. We are sorry to hear about your concerns regarding plan eligibility. Our goal is to provide accurate information and help members…”
Our classifier read this reply as a template response.
“The sales rep lied to me and said this policy is not a replacement for Medicare insurance.”
Other
15 reports · 16% of complaintsfalling“I did not apply for this insurance!!!!!!!! Send proof!”
The company replied on 2026-02-09: “Thank you for reaching out to Your Way Insurance. For assistance with your account and to review any documentation or proof of enrollment, please contact our Member Services team. They will be able…”
Our classifier read this reply as a template response.
1 reader marked this review helpful on Trustpilot.
“she never enrolled in anything... NOTHING!!!”
“The Regional Managers are vile, unethical and completely disrespectful to agents with no recourse”
Support unreachable
13 reports · 14% of complaintsfalling“Mr Brown not contacting me back”
1 reader marked this review helpful on Trustpilot.
“I’ve already tried to contact him and only get voicemail.”
1 reader marked this review helpful on Trustpilot.
“tried to no avail to contact and or cancel nothing was told they were not even supposed to chg”
The company replied on 2026-05-11: “Thank you, Pamela, for taking the time to share your experience with Your Way Insurance. We’re very sorry to hear about the difficulties you’ve experienced and understand how important timely and…”
Our classifier read this reply as a template response.
Hard to cancel
8 reports · 8% of complaintsrising since 2026-01“Can you please switch me back to my previous insurance? I no longer want to be with your company.”
1 reader marked this review helpful on Trustpilot.
“tried to no avail to contact and or cancel nothing was told they were not even supposed to chg”
The company replied on 2026-05-11: “Thank you, Pamela, for taking the time to share your experience with Your Way Insurance. We’re very sorry to hear about the difficulties you’ve experienced and understand how important timely and…”
Our classifier read this reply as a template response.
“They never followed through with the cancellation.”
The company replied on 2026-05-11: “Thank you, Emma, for taking the time to share your experience with Your Way Insurance. We are truly sorry for the confusion, frustration, and inconvenience this situation has caused—especially given…”
Our classifier read this reply as a template response.
Billing errors
6 reports · 6% of complaintssteady“I’m getting almost $200 less than my Social Security Check”
The company replied on 2026-07-22: “Hi Carole, Thank you for sharing this feed back with Your Way Insurance. We sincerely apologize for your experience and understand your concern regarding the significant difference in your Social…”
Our classifier read this reply as a substantive response.
It promised: to escalate.
“Because yall mess up my benefits I how can I live off of 54.00 in groceries”
The company replied on 2026-05-04: “Hi Viola, Thank you for taking the time to share your feedback with Your Way Insurance. We’re truly sorry to hear about your experience and understand how frustrating and stressful benefit concerns…”
Our classifier read this reply as a substantive response.
It promised: to make contact.
“Medicare did NOT pay for 6 weeks,but 4 weeks instead, leaving me wth a 1257.00 bill.”
Compare Your Way Insurance with…
- Your Way Insurance vs ClearMatch
- Your Way Insurance vs eHealth Medicare
- Your Way Insurance vs Medicare Solutions
- Your Way Insurance vs MedicareAdvantage.com
- Your Way Insurance vs Healthpilot
- Your Way Insurance vs Boost Health Insurance
- Your Way Insurance vs iHealthBrokers
- Your Way Insurance vs Medicare Nationwide
Method: reviews are classified into a fixed complaint taxonomy by an automated reader; every category shown is backed by at least two verbatim quotes from distinct reviews. Trends are computed from dated review counts only. Negative reviews are deliberately over-sampled for evidence depth; headline percentages use an unbiased recent sample only. Report updated 2026-09-21.