Now hiring at Shipley Legacy Group
Browse 100% remote, independent contractor opportunities. These roles are commission-only, not salaried positions. Each listing explains the work before you apply.
Current openings
hiring in 500 locations
In Beckley, WV and beyond, healthcare and trades workers burnt out on shift schedules find a different path with Shipley Legacy Group — a 6-year-old agency founded by Anissa and Joe Shipley.…
Recruiting in 28 markets
Aurora, IL · Bairoil, WY · Bay City, MI · Bay Minette, AL · Beckley, WV · Blue Hill, ME · Bonney Lake, WA · Boothbay Harbor, ME · +20 more
Shipley Legacy Group is hiring licensed life insurance agents in the Medford, MA area to sell remotely across a portfolio of direct carrier appointments, with no production quotas set by the…
Recruiting in 6 markets
Coatesville, PA · Holland, MI · Medford, MA · Somerset, KY · St. Marys, PA · Valparaiso, IN
Shipley Legacy Group is hiring remote, part-time life insurance sales agents in the Ware, MA area who want to build alongside their current job. This is a 100% remote, work-from-home positio…
Recruiting in 6 markets
Bradford, RI · Calais, ME · College Park, MD · Mount Sterling, KY · Selbyville, DE · Ware, MA
Shipley Legacy Group is hiring a remote sales consultant in Baraboo, WI to help individuals and families review life insurance options and apply for coverage. This is a 100% remote, work-fro…
Recruiting in 39 markets
Abbeville, SC · Baraboo, WI · Belington, WV · Bridgeton, NJ · Brunswick, GA · Cabot, AR · Celina, OH · Chevak, AK · +31 more
Shipley Legacy Group is hiring remote sales representatives in Westhope, ND to help individuals and families review life insurance options and apply for coverage. This is a 100% remote, comm…
Recruiting in 25 markets
Barnegat, NJ · Belfair, WA · Bethel, AK · Clinton, MD · Emmett, ID · Fryeburg, ME · Hot Springs, AR · Livingston, LA · +17 more
Shipley Legacy Group is hiring a remote sales consultant in Palmer, AK to help individuals and families evaluate life insurance options and apply for coverage. This is a 100% remote, commiss…
Recruiting in 42 markets
Ashtabula, OH · Beaufort, SC · Berlin, MD · Blaine, MN · Burns, OR · Cadillac, MI · Fairfield, IA · Fountain Inn, SC · +34 more
Shipley Legacy Group is hiring remote sales consultants in Aberdeen, WA to help families review life insurance options and apply for coverage. This is a 100% remote, work-from-home position.…
Recruiting in 25 markets
Aberdeen, WA · Anchorage, AK · Andrews, TX · Bayonne, NJ · Bethany, OK · Canaan, VT · Chillicothe, MO · Coppell, TX · +17 more
Shipley Legacy Group is seeking life insurance agents in Clinton, IA ready to transition from real estate or mortgage work into commission-based sales. Founded by Anissa and Joe Shipley afte…
Recruiting in 22 markets
Bridgeport, CT · Clinton, IA · Conway, AR · Coral Springs, FL · Drummond, MT · Dudley, MA · Eau Claire, WI · Houston, AK · +14 more
Shipley Legacy Group is recruiting licensed life insurance agents in Canyon, TX to help families approaching retirement protect what they've built. This is a remote, work-from-home position…
Recruiting in 21 markets
Albany, OR · Bay St. Louis, MS · Bel Air, MD · Biddeford, ME · Buffalo, WY · Canyon, TX · Cut Bank, MT · Dell Rapids, SD · +13 more
Shipley Legacy Group, a 17-agent remote team founded by two former life insurance agents, is hiring licensed agents ready to mentor and lead in Mattoon, IL and beyond. This is 100% remote, c…
Recruiting in 38 markets
Avon Park, FL · Bath, NH · Brookings, SD · Camden, NJ · Canton, ME · Centennial, WY · Cheshire, CT · Cheyenne, WY · +30 more
Shipley Legacy Group seeks bilingual (Spanish/English) life insurance agents to serve Spanish-speaking families in Fairhope, AL and beyond. This is a 100% remote, commission-based 1099 role.…
Recruiting in 22 markets
Blanding, UT · Bridport, VT · Bristol, RI · Bullhead City, AZ · Danville, IN · Fairhope, AL · Granby, CT · Gwinner, ND · +14 more
Shipley Legacy Group is hiring former teachers and school staff in Kaunakakai, HI for remote life insurance sales. This is a 100% remote, commission-based 1099 role—work from home on Molokai…
Recruiting in 23 markets
Bothell, WA · Bryan, TX · Chambersburg, PA · Crosby, ND · Davenport, IA · Enid, OK · Farmington, CT · Florence, CO · +15 more
You've worked beside people when life goes sideways — on a floor, in the field, or on a job site. Shipley Legacy Group was started by Anissa and Joe Shipley after both lost close family memb…
Recruiting in 21 markets
Auburn, AL · Auburn, ME · Borger, TX · Clarkston, WA · Colorado Springs, CO · Cranford, NJ · Danbury, CT · Dunkirk, MD · +13 more
Shipley Legacy Group is hiring remote, commission-based 1099 life insurance agents to serve clients throughout Florida, including the Immokalee area. This is a 100% remote, work-from-home po…
Recruiting in 44 markets
Altoona, PA · Ardmore, OK · Ashland, OR · Birmingham, AL · Deming, NM · Dubois, WY · Evans, CO · Farmington, UT · +36 more
Shipley Legacy Group is hiring remote life insurance sales agents in Winchendon, MA who want to work evenings and weekends around their current schedule. This is a remote, work-from-home pos…
Recruiting in 5 markets
Hawthorne, NV · Lancaster, OH · Sterling, IL · Weirton, WV · Winchendon, MA
Shipley Legacy Group is hiring remote life insurance sales agents in the Westfield, IN area who want to begin part-time and grow toward full-time work at their own pace. This is a remote, wo…
Recruiting in 11 markets
Albion, NE · Cleveland, OH · Del Rio, TX · Elkton, MD · Kingstree, SC · Mishawaka, IN · Racine, WI · Southbridge, MA · +3 more
Shipley Legacy Group is hiring remote life insurance sales agents in Baker, LA — and medical device and pharmaceutical sales reps are a strong fit. This is a 100% remote, work-from-home posi…
Recruiting in 11 markets
Alexandria, LA · Baker, LA · Blackfoot, ID · Clinton, SC · Duluth, MN · East Providence, RI · Erie, CO · Poulsbo, WA · +3 more
Shipley Legacy Group is hiring remote life insurance sales agents in Wahpeton, ND from people already working on commission — automotive, solar, staffing, B2B inside sales, and similar field…
Recruiting in 11 markets
Brooklyn Park, MN · Colonial Heights, VA · Coweta, OK · Enfield, CT · Indiana, PA · Olive Branch, MS · Palatine, IL · Rahway, NJ · +3 more
Shipley Legacy Group is hiring remote sales representatives in Eagle Pass, TX to help individuals and families review and apply for life insurance coverage. This is a 100% remote, work-from-…
Recruiting in 23 markets
Amargosa Valley, NV · Cambridge, OH · Campbellsville, KY · Columbia, TN · Crawfordsville, IN · Eagle Pass, TX · East Granby, CT · Green Lake, WI · +15 more
Shipley Legacy Group is hiring remote life insurance agents in Logan, UT — a position perfect for healthcare workers and tradespeople ready to build a schedule on their own terms. This is a…
Recruiting in 43 markets
Agawam, MA · Austin, NV · Barbourville, KY · Bear, DE · Bergenfield, NJ · Caribou, ME · Chugwater, WY · Del City, OK · +35 more
Shipley Legacy Group is hiring remote life insurance agents in Branson, MO — nurses, CNAs, home health aides, and skilled tradespeople ready to bring their instincts for honest conversation…
Recruiting in 23 markets
Albemarle, NC · Batesville, AR · Branson, MO · Cape Coral, FL · Chicopee, MA · Covington, GA · Cumberland, RI · Dearborn, MI · +15 more
Shipley Legacy Group is hiring remote life insurance sales agents in Phenix City, AL to help individuals and families review coverage and apply for policies. This is a remote, work-from-home…
Recruiting in 11 markets
Akron, OH · Broken Arrow, OK · Denham Springs, LA · Hopkinton, RI · Janesville, WI · Phenix City, AL · Poultney, VT · Richmond, KY · +3 more