Is Sihle Insurance Group hiring right now?

Yes. Sihle Insurance Group has 2 open roles listed as of October 29, 2026.

Where is Sihle Insurance Group hiring?

The most open roles are in Altamonte Springs (2).

Where is Sihle Insurance Group headquartered?

Sihle Insurance Group is headquartered in Altamonte Springs and was founded in 1974.

Who leads Sihle Insurance Group?

Jerry Sihle, CEO & Founder, is at the top of Sihle Insurance Group's org chart.

How do I apply for a job at Sihle Insurance Group?

Pick a role on Sihle Insurance Group's TheJobsMap page and select Apply. Every listing links to the original posting on Sihle Insurance Group's own careers site, so you apply directly with the employer.

Sihle Insurance Group jobs and careers

Altamonte Springs

As of October 29, 2026, Sihle Insurance Group has 2 open roles.

sihle.com LinkedIn @Sihle_Insurance

See 2 open roles

2Open roles

2Posted in the last 7 days

About Sihle Insurance Group

Founded by Gerald Sihle in 1974, Sihle Insurance Group offers a comprehensive array of commercial, business, homeowner, personal, employee benefits, bonds, payroll services and specialty lines of insurance. Sihle is headquartered in Altamonte Springs, with sales and service offices in Deland, Fort Myers, Jacksonville, Lakeland, Pensacola, Tampa Bay and Vero Beach. With revenue from property/casualty premiums of $151 million last year, Sihle ranked No. 70 in Insurance Journal’s Top 100 Private/Independent Agencies, and is consistently in the Top 100 over the years.

Founded in 1974 by Jerry Sihle.

Bookkeeping and Payroll Insurance Professional Services

Founded: 1974
Employees: 51 to 100
Headquarters: Altamonte Springs
Hiring in: 1 city

Leadership

The top of Sihle Insurance Group's org chart, with how many people report into each leader.

Jerry Sihle

CEO & Founder

29 reports

Mike Sihle

President

24 reports

Kevin Halverson

Equity Partner - Community Association Division

Samuel Summers

Equity Partner/commercial Lines Producer

Scott Carnes

Equity Partner | PEO & Staffing Expertise

Drew Wasdin

Equity Partner/ Commercial Insurance Advisor

Open roles at Sihle Insurance Group 2

Sihle Insurance Group jobs: common questions

Is Sihle Insurance Group hiring right now?: Yes. Sihle Insurance Group has 2 open roles listed as of October 29, 2026.
Where is Sihle Insurance Group hiring?: The most open roles are in Altamonte Springs (2).
Where is Sihle Insurance Group headquartered?: Sihle Insurance Group is headquartered in Altamonte Springs and was founded in 1974.
Who leads Sihle Insurance Group?: Jerry Sihle, CEO & Founder, is at the top of Sihle Insurance Group's org chart.
How do I apply for a job at Sihle Insurance Group?: Pick a role on Sihle Insurance Group's TheJobsMap page and select Apply. Every listing links to the original posting on Sihle Insurance Group's own careers site, so you apply directly with the employer.