← PortfolioCase study No. 04Life insurance · SEO

Life Insurance Settlement Brokerage Reintroduces Itself Amid Billion Dollar Competition.

A small brokerage up against Coventry Direct and Abacus Life Settlements. A new website and SEO gameplan moved its average keyword position from 53rd to page one in fourteen months, and it has held there since, putting it on page one alongside billion-dollar competitors.

ClientWindsor Life SettlementsWhereChicagoWhen2025–26WorkWebsite · SEO · Paid search · Reporting
The new site's hero photograph.Fig. 01
9.5
avg. keyword position, from 53rd
28
keywords ranking in the top 3
2,560
organic users in Nov. 2025, from ~250 a month
20s → 1s
page load time on a phone, old site to new

The problem

Fifty-third place in a results page that shows ten.

Life settlements is a category owned by national, billion-dollar players with television budgets. Windsor is a small brokerage with a better answer for most sellers and no way for them to find it.

In January 2025 the site ranked 53rd on average for its keywords. Nobody scrolls to page six.

Part one · SEO

Rebuild the site so Google has a reason to rank it.

SEO, or search engine optimization, is the work of getting a website to show up in Google without paying for ads. That was the plan. Paid ads were the bridge while it took hold. The rebuild came first, because nothing else works on a slow site that Google cannot make sense of.

01

Rebuilt 140 pages and posts.

Every page rewritten around the questions sellers actually search for, with a settlement calculator as the main way in. The calculator now produces most of the qualified leads.

02

Reorganized the site into clear topics.

Marketers call these SEO silos. Every page now lives in one of a few sections, such as life settlements or viatical settlements, and the articles in each section link back to one main page. Google rewards sites it can understand.

03

Made the site fast and easy for Google to read.

We added schema, a layer of code that tells Google exactly what each page is about. We also removed the drag-and-drop page builder plugins that had made the old site slow. The results are below.

04

Earned links from trusted websites.

When respected sites link to yours, Google treats it as a vote of confidence. Link building is provided by the incredible team at Citation Labs. They build those links slowly and carefully, and we track the rankings they move every month.

05

Reviewed every life settlement company on the market.

Windsor is a broker. Its job is to shop a policy to many buyers and let them compete, which usually means a better offer than going to any one company direct. To make that case, we wrote an honest profile of every major life settlement company, 44 pages so far. The directory is a useful resource for policyowners going it alone, it shows that Windsor knows all the players, and it brings in people searching for those companies by name. Search "Coventry Direct" today and Windsor is the second result, right under Coventry itself.

06

Put everything in one report.

Search Console, GA4, Google Ads and Salesforce in a single monthly view, so rankings, traffic and leads could be read together.

Before and after

Google's own speed test, old site versus new.

Google grades every website out of 100 in four areas: how fast it loads, how easy it is for people with disabilities to use, whether it follows good coding rules, and whether it is set up so Google can read it. The old site took 20 seconds to fully load on a phone. The new one loads in about a second.

36 → 98
Speed
83 → 99
Accessibility
77 → 100
Coding best practices
100 → 100
Search engine readiness
Old site, mobile · New site, Sept. 2026 · Google PageSpeed Insights

The directory

Forty-four honest company profiles, and the brand searches that come with them.

Windsor is a broker. It does not buy policies itself; it shops each one to many buyers and lets them bid against each other, which usually means a better offer than going to any single company direct. That is a hard thing to explain in a headline, so we showed it instead. We wrote a plain, fair profile of every major life settlement company on the market: who they are, who they will buy from, what their reviews say, and who owns them. Forty-four so far.

The profiles do three jobs at once. They help policyowners who are going it alone. They show that Windsor knows every player in the room. And they catch people searching for those companies by name, which is traffic the competitors are paying for. Search "Coventry Direct" and Windsor's profile is the second result, right under Coventry itself. The same is true for several others.

The Coventry Direct company profile on Windsor's site, shown on desktop, laptop, tablet and phone
One of 44 company profiles. Each one explains who the company is, who qualifies, what reviewers say, and how it is owned.Fig. 02
Google results for coventry direct, with Windsor's profile as the second organic result
Google results for "coventry direct," about 2,900 searches a month. Windsor's profile sits second, under Coventry's own site.Fig. 03

SEO · the numbers

Average keyword position, all tracked keywords.

Google Search Console · Jan 2025 – Mar 2026 · Fig. 04
1st20th40th60th53Jan 2559Feb60Mar59Apr50May51Jun43Jul47Aug36Sep12.8Oct23Nov36Dec28Jan 2615.6Feb9.5MarNEW SITE

Taller is better; the top of the chart is first place. The site started the year in 53rd and finished the period at 9.5, with 28 keywords in the top three and 38 in the top ten. The October jump to 12.8 is the month the new site indexed; March 2026 is the first month on page one.

Organic users per month, 2025.

Google Analytics · 2025 · Fig. 05
01,0002,0003,000268Jan236Feb248Mar224Apr256May235Jun171Jul160Aug333Sep966Oct2,560Nov2,291DecNEW SITE

Eight months of roughly 250 users, then 966 in October, 2,560 in November and 2,291 in December. 7,808 users for the year, more than half of them in the last quarter.

Part two · Paid search

Keep the phones ringing while SEO takes root.

Rankings take months to move. Windsor could not wait months for leads, so a new Google Ads campaign ran alongside the rebuild, built to spend only on people who could actually sell a policy.

The ad

You Probably Don't Qualify For A Life Settlement.

Every commercial in the category shows healthy seniors playing tennis. The people who qualify are typically 75 or older, or living with a serious health condition. We wrote that down and ran it as the headline, and Google never forgave us for it.

The ad on mobile, with image and sitelinks
The ad in Google results on a phone, with image and sitelinks.Fig. 06
The landing page, You Probably Don't Qualify For A Life Settlement. Here's Why., on every device
The landing page. A one-minute read with the calculator underneath.Fig. 07

The landscape

Life settlement ads are a crowded, expensive corner of Google. Clicks run well into double digits, and billion-dollar, publicly traded life settlement companies and brokerages bid on all of them. Their commercials show smiling, sun-kissed seniors bragging about the policy they sold, and suggest you can too. That is not who qualifies. Most people who click those ads cannot sell a policy, and the companies pay for every one of those clicks.

The idea

Flip the pitch. Instead of promising cash, tell people the truth up front: you probably do not qualify. A headline like that is hard to scroll past, and that was the point. We wanted as many clicks as we could get. A safer headline ("Over 75?") would have filtered people out before they ever read a word. The bet was that the people who did qualify would appreciate the candor, trust the company that offered it, and use the calculator. They did.

The landing page is a one-minute read that says the same thing without softening it. If you are too young and too healthy, "beat it. Scram. Enjoy your life. Count your blessings." If you are over 75 or seriously ill, use the calculator below and a fiduciary will be in touch. It was a small company taking market share from giants by being the only one telling the truth, and consumers responded. While it lasted.

Google hated it from day one

Google grades every ad with a Quality Score, a 1 to 10 rating of how well it thinks the ad matches what people are searching for. An ad that tells people they do not qualify does not look like a match to a machine. The "Probably" ads carried low scores from the start, which means Google charged more per click than it would have for a standard ad. They still won on every number that matters.

The numbers below compare the "Probably" ads against the rest of the account over the same period.

13.9%
click-through rate
vs. 11.7% across the account
$7.41
average cost per click
vs. $9.34 across the account
$49.78
cost per conversion
vs. $55.10 across the account
389
conversions on $19.4K
a third of the account's conversions from under a third of its spend

Then Google pulled it

After about six months, Google disapproved the ads for "clickbait." An ad that tells people they probably do not qualify is the opposite of clickbait, and our guess is that competitors running the tennis commercials reported it. The timing was almost perfect. By the time Google pulled the ad, the SEO work had taken root and organic traffic was arriving to replace it. The landing page still ranks on its own.

The handoff

Renting the results page versus owning it.

Google Analytics · Jan 2025 – Aug 2026 · Fig. 08
05001,0001,5002,000NEW SITEORGANICPAIDJan 25MarMayJulSepNovJan 26MarMayJulAug

Paid search is rented space. The traffic stops the day the spend stops, and every click costs more than the last one. Organic rankings are owned. They compound, and they keep paying after the work is done.

Windsor arrived leaning entirely on Google Ads, at 800 to 2,000 paid sessions a month. From the launch of the new site we slowly weaned the account off that reliance, trimming paid as organic grew into the gap. In July 2026 the lines crossed, and the organic visitors stay longer too: 1m 36s a session at a 60% engagement rate.

The results

Page one rankings alongside billion-dollar names. And one banned Google ad.

Organic traffic ran around 250 users a month through the summer of 2025. Once the new site indexed it went to 966 in October, 2,560 in November and 2,291 in December. Search impressions hit 43,977 in January 2026, the highest on record.

Qualified leads in Salesforce reached 73 in January 2026, roughly double the 2025 monthly average.

Eighteen months in, the rankings have held. Search Console puts the average position at 10.2 for the first week of September 2026, and it has sat between 10 and 12 since February. Organic search now brings more sessions than paid. Windsor is no longer renting its place on the results page.

And yes, Google banned our ad. We are counting that as a result too. The safe version of that campaign would have looked like everyone else's, and everyone else's is why Windsor needed us.

“You can't imagine how grateful we are to have found Nick and The Object Group. We've been at this a long time and have never had this level of support before. We finally feel like marketing is taken care of and in good hands so we can focus on our clients and providing fiduciary care for our clients.”
— Ken Kelly, CEO, Windsor Life Settlements