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Sentry Insurance careers and jobs

Insurance · Headquarters: Stevens Point, WI

See listed jobs

Sentry Insurance is a mutual insurance company specializing in business insurance.

What we see at Sentry Insurance

Night of

On the night of November 1, Sentry Insurance had 43 postings listed on its own careers site.

On October 2 it had 42, and on July 26, when we began reading its board, 46. The July 26 count is rebuilt from our posting history.

Of the 43 employer-dated postings in its age breakdown, 24 have been listed under 30 days.

6 of them went up in the last 7 days, and 19 have been listed 30 days or longer.

Half its dated postings have been listed 28 days or longer. Across the 72 Insurance companies we track with at least five dated postings listed, the median of their medians is 40 days.

Written from fixed sentences filled with Sentry Insurance's own figures. Nothing here says why a posting is up.

Board last read

Is Sentry Insurance hiring?

43

As of November 1, 2026, Sentry Insurance's careers page listed 43 roles, a count from our saved snapshot that can include roles since marked removed.

How long do Sentry Insurance job postings stay open?

28 days

median, across its dated postings

Listed 90 days or longer

12%

Across the 72 Insurance companies we track with at least five dated postings listed, the median is 18.5%.

Live postings over time

43 live postings now; 43 on 3 Oct 2026 (±0).

Each dot is one night's reading of Sentry Insurance's own job board; the line joins readings, so nights without a complete read are bridged, not filled in. Hover or tap a dot for its reading.

Readings through 23 Sept 2026 were reconstructed afterwards from our records, not taken on the night; readings from 24 Sept 2026 were taken on the night.

View as table
Sentry Insurance: live postings, last reading of each month
MonthLive postingsRead on
November 2026431 Nov 2026
October 20264631 Oct 2026
September 20264630 Sept 2026
August 20263030 Aug 2026
July 20265031 Jul 2026
Every nightly reading (95)
Sentry Insurance: live postings, every nightly reading
NightLive postingsHow it was read
1 Nov 202643Taken on the night
31 Oct 202646Taken on the night
30 Oct 202647Taken on the night
29 Oct 202644Taken on the night
28 Oct 202644Taken on the night
27 Oct 202644Taken on the night
26 Oct 202644Taken on the night
25 Oct 202642Taken on the night
24 Oct 202645Taken on the night
23 Oct 202645Taken on the night
22 Oct 202643Taken on the night
21 Oct 202643Taken on the night
20 Oct 202642Taken on the night
19 Oct 202640Taken on the night
18 Oct 202641Taken on the night
17 Oct 202647Taken on the night
16 Oct 202649Taken on the night
15 Oct 202648Taken on the night
14 Oct 202648Taken on the night
13 Oct 202653Taken on the night
12 Oct 202649Taken on the night
11 Oct 202645Taken on the night
10 Oct 202648Taken on the night
9 Oct 202650Taken on the night
8 Oct 202648Taken on the night
7 Oct 202651Taken on the night
6 Oct 202652Taken on the night
5 Oct 202642Taken on the night
4 Oct 202642Taken on the night
3 Oct 202643Taken on the night
2 Oct 202642Taken on the night
1 Oct 202644Taken on the night
30 Sept 202646Taken on the night
29 Sept 202643Taken on the night
28 Sept 202642Taken on the night
27 Sept 202643Taken on the night
26 Sept 202647Taken on the night
25 Sept 202643Taken on the night
24 Sept 202643Taken on the night
23 Sept 202644Reconstructed afterwards from our records
22 Sept 202645Reconstructed afterwards from our records
21 Sept 202641Reconstructed afterwards from our records
20 Sept 202638Reconstructed afterwards from our records
19 Sept 202641Reconstructed afterwards from our records
18 Sept 202643Reconstructed afterwards from our records
17 Sept 202640Reconstructed afterwards from our records
16 Sept 202635Reconstructed afterwards from our records
15 Sept 202636Reconstructed afterwards from our records
14 Sept 202629Reconstructed afterwards from our records
13 Sept 202627Reconstructed afterwards from our records
12 Sept 202628Reconstructed afterwards from our records
11 Sept 202629Reconstructed afterwards from our records
10 Sept 202631Reconstructed afterwards from our records
9 Sept 202628Reconstructed afterwards from our records
8 Sept 202628Reconstructed afterwards from our records
6 Sept 202629Reconstructed afterwards from our records
4 Sept 202632Reconstructed afterwards from our records
3 Sept 202634Reconstructed afterwards from our records
2 Sept 202636Reconstructed afterwards from our records
1 Sept 202634Reconstructed afterwards from our records
30 Aug 202630Reconstructed afterwards from our records
29 Aug 202633Reconstructed afterwards from our records
28 Aug 202639Reconstructed afterwards from our records
27 Aug 202641Reconstructed afterwards from our records
26 Aug 202640Reconstructed afterwards from our records
25 Aug 202634Reconstructed afterwards from our records
24 Aug 202634Reconstructed afterwards from our records
22 Aug 202635Reconstructed afterwards from our records
21 Aug 202634Reconstructed afterwards from our records
20 Aug 202637Reconstructed afterwards from our records
19 Aug 202634Reconstructed afterwards from our records
18 Aug 202632Reconstructed afterwards from our records
17 Aug 202632Reconstructed afterwards from our records
16 Aug 202634Reconstructed afterwards from our records
15 Aug 202640Reconstructed afterwards from our records
14 Aug 202642Reconstructed afterwards from our records
13 Aug 202641Reconstructed afterwards from our records
12 Aug 202639Reconstructed afterwards from our records
11 Aug 202638Reconstructed afterwards from our records
10 Aug 202634Reconstructed afterwards from our records
9 Aug 202633Reconstructed afterwards from our records
8 Aug 202635Reconstructed afterwards from our records
7 Aug 202639Reconstructed afterwards from our records
6 Aug 202641Reconstructed afterwards from our records
5 Aug 202644Reconstructed afterwards from our records
4 Aug 202646Reconstructed afterwards from our records
3 Aug 202644Reconstructed afterwards from our records
2 Aug 202644Reconstructed afterwards from our records
1 Aug 202649Reconstructed afterwards from our records
31 Jul 202650Reconstructed afterwards from our records
30 Jul 202650Reconstructed afterwards from our records
29 Jul 202647Reconstructed afterwards from our records
28 Jul 202644Reconstructed afterwards from our records
27 Jul 202647Reconstructed afterwards from our records
26 Jul 202646Reconstructed afterwards from our records

Among Insurance employers

Figures for Sentry Insurance beside the same figures for the Insurance employers we track.

Median days listed

Sentry Insurance
28
Insurance median
40

Across the 72 Insurance companies we track with at least five dated postings listed: the median of their medians.

Listed 90 days or longer

Sentry Insurance
12%
Insurance median
18.5%

Across the 72 Insurance companies we track with at least five dated postings listed: the median of their shares.

Insurance employers of a similar sizeNight of November 1 · by postings listed
EmployerPostings listedMedian days listedListed 90+ days
PacificSource Health Plans46139%
Fidelity National Financial, Inc.467735%
Federated Insurance458249%
Sentry Insurance432812%
Blue Cross Blue Shield of North Carolina381816%
COUNTRY Financial383716%
Arbella Insurance Group379854%

Insurance employers with at least five dated postings listed, ordered by postings listed. A posting's age says how long it has been listed, not why it is still up.

Sentry Insurance by the numbers

How old are its listed jobs?

  • Under 30 days56% (24)
  • 30–89 days33% (14)
  • 90 days or longer12% (5)

Employer-dated postings only, over the postings the 90-day share counts.

Where is Sentry Insurance hiring?

All 43 listed roles in that snapshot have a United States location. Each role's location is listed with it in the job list below.

Our role records for Sentry Insurance include 43 listed postings from its careers site, leaving out likely evergreen listings. Sentry Insurance's median posting has been listed 28 days. Its oldest posting has been listed 118 days. How we measure.

Every age above is counted to today. Sentry Insurance's board was last read .

These figures use role observations, which may be newer than the Overview snapshot and may include an incomplete collection. Only records marked active are included, with likely evergreen listings excluded. Posting ages use employer-dated records; undated active records contribute to the count only.

In our saved snapshot of Sentry Insurance's careers page, 12% of its listed roles have been listed 90 days or longer; across the 72 Insurance companies we track with at least five dated postings listed, the median is 18.5%. In the role records we currently hold, its longest-listed role, Account Executive-Indiana Captive Territory, has been listed for 118 days. Half of its dated active postings, excluding likely evergreen listings, have been listed 28 days or longer. 35 historical posting records, including active and inactive roles, carry an employer posting date on or after the cutoff 30 days ago; likely evergreen listings are excluded.

Active role records, by age

36days
Average age of active records
From employer posting dates
28days
Median age of active records
From employer posting dates
118days
Oldest active posting date
Age from its employer posting date
43
Active role records
Likely evergreen listings excluded

These figures use Sentry Insurance's records marked active, excluding likely evergreen listings. Undated records count as active but do not contribute to posting ages. Role observations may be incomplete; these are not hiring or time-to-fill measures.

Historical records by posting-date cutoff

8
since 7 days ago
35
since 30 days ago
125
since 90 days ago
185
since 180 days ago
185
since 365 days ago

Includes active and inactive records with employer posting dates on or after each cutoff, excluding likely evergreen listings. These are historical date totals, not current openings or first appearances. Dates have no upper cutoff, so future-dated records can be included.

Historical records by posting month

Active and inactive records grouped by employer posting month; undated and likely evergreen records are excluded. Muted bars predate tracking (July 23, 2026) and include only records later observed.

6
52
42
46
39
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov

Recorded appearance and removal events

Events recorded by the tracker, grouped by event month. These are not posting-date totals or a count of current openings; one role can have multiple events. Reappearance events are not included in these totals. The event history may be incomplete.

Jul 2026
+57 added
−7 removed
Aug 2026
+73 added
−62 removed
Sep 2026
+49 added
−46 removed
Oct 2026
+39 added
−54 removed
Nov 2026
+0 added
−3 removed

Newest listed jobs

See all 43 jobs

43 active role records

These records update separately from the snapshot figures above and may include an incomplete collection. Counts can also differ because the snapshot's listed-role count excludes likely evergreen listings and can retain roles since marked removed. Individual posting ages use employer-supplied dates only; records without one show “Posting date unavailable.” Listing age and Newest use those dates too: records without one are listed last and aren't in any age group, and age groups leave out continuous-hiring and evergreen postings, because they stay listed by design.

Evansville, IN

Listed 118 days

Grand Forks, ND

Listed 116 days

Montana

Listed 116 days

Stevens Point, WI

Listed 111 days

Madison, WI

Listed 90 days

Stevens Point, WI

Listed 76 days

Louis, MO

Listed 76 days

Madison, WI

Listed 63 days

Irvine, CA

Listed 53 days

Stevens Point, WI

Listed 48 days

Role observations from Sentry Insurance's own job board · global postings.

Jobs from every employer in the places these postings list: WisconsinNorth CarolinaCaliforniaColoradoConnecticutIllinoisMadison, WICharlotte, NCDavenport, IADenver, CO

Company details

Industry
Insurance
Headquarters
Stevens Point, Wisconsin
Founded
1904

Data source

Role observations from Sentry Insurance's own job board · global postings.

Snapshot's latest observation: November 1, 2026.

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Every job here comes from Sentry Insurance's own careers site. How we measure ·

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