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Liberty Mutual
07/24/2026  
Remote Inside Sales Representative
Description Apply Today – Training Classes Begins August and September 2026!   Looking for a career in insurance? Join our Inside Sales team and get free P&C license training with paid training time. Start your rewarding career today!   Key Date: Unlicensed Class: August 24, 2026 Licensed Class: September 8, 2026 Unlicensed Class: September 21, 2026   Start your journey with us and build a career where your talent and passion for helping others truly make an impact.   As an Inside Sales Representative at Liberty Mutual, you’ll have the tools, training and support you need to succeed from day one. Plus, you’ll enjoy: Generous earning potential Paid licensing and training opportunities Comprehensive benefits Flexible work arrangements Strong work-life balance And more!   Why Liberty Mutual?    Pay Details: Starting base salary is $45K with opportunity for growth. Average earnings range from...
Liberty Mutual Butte, MT Full Time
Sentry
07/09/2026  
Account Executive-Montana and Wyoming Captive Territory
Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve. You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales. We provide everything you need to carve out a sales career filled with success and purpose, including: High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8% Opportunities for professional development and growth Outstanding training and support An industry-leading line of products and services Total currently estimated projected compensation range for this position...
Sentry MT Full Time
Travelers
06/12/2026  
Sales Executive, Personal Insurance
Who Are We? Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it. Job Category Sales Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees...
Travelers Missoula, MT Full Time
Seek Now
04/28/2026  
Field Inspector 1099 Contractor
Our Company: Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers. Our  mission  is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve. Our  vision  is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners. Summary: Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial,...
Seek Now Great Falls, MT
Seek Now
01/29/2026  
Field Inspector 1099 Contractor
Our Company: Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers. Our  mission  is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve. Our  vision  is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners. Summary: Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial,...
Seek Now Billings, MT
Seek Now
01/29/2026  
Field Inspector 1099 Contractor
Our Company: Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers. Our  mission  is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve. Our  vision  is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners. Summary: Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial,...
Seek Now Miles City, MT
HUB International
08/01/2026  
Account Executive
ABOUT PROPER INSURANCE Proper Insurance is the national leader in short-term rental (STR) insurance, with over 100,000 policies written across all 50 states. As a Coverholder at Lloyd’s of London and the endorsed insurance provider for Vrbo, we offer vacation rental owners a single, comprehensive policy covering both commercial and personal use—a solution that traditional carriers simply cannot match. Founded in 2014 and headquartered in Bozeman, MT, we have grown from a two-person operation to a team of 100+ and continue to expand at an accelerated pace. The short-term rental market is one of the fastest-growing segments in hospitality and real estate, and Proper Insurance sits at the center of it. THE OPPORTUNITY This is a rare chance to build a career—not just hold a job. As an Account Executive at Proper Insurance, you will develop an exclusive book of business in an assigned territory, earning commissions on both new and renewing policies. Because this market...
HUB International Bozeman, MT Full Time
HUB International
08/01/2026  
Account Executive
ABOUT PROPER INSURANCE Proper Insurance is the national leader in short-term rental (STR) insurance, with over 100,000 policies written across all 50 states. As a Coverholder at Lloyd’s of London and the endorsed insurance provider for Vrbo, we offer vacation rental owners a single, comprehensive policy covering both commercial and personal use—a solution that traditional carriers simply cannot match. Founded in 2014 and headquartered in Bozeman, MT, we have grown from a two-person operation to a team of 100+ and continue to expand at an accelerated pace. The short-term rental market is one of the fastest-growing segments in hospitality and real estate, and Proper Insurance sits at the center of it. THE OPPORTUNITY This is a rare chance to build a career—not just hold a job. As an Account Executive at Proper Insurance, you will develop an exclusive book of business in an assigned territory, earning commissions on both new and renewing policies. Because this market...
HUB International Bozeman, MT Full Time
HUB International
07/28/2026  
Claims Coordinator
About Proper Insurance® Located in Bozeman, MT, Proper Insurance® is a Coverholder at Lloyd's of London and administers a niche insurance program designed specifically for short-term vacation rental properties listed on platforms such as Airbnb, Vrbo, HomeAway, Expedia, and Booking.com. Founded in 2014, Proper Insurance® has grown from a team of 2 owners to over 40 employees in our Bozeman office — with accelerated growth continuing year after year. The U.S. vacation rental market now exceeds 2,000,000 properties and continues expanding as the sharing economy grows. Proper Insurance® is licensed in all 50 states and proudly serves property owners nationwide — right from Bozeman. Our office culture is energetic, collaborative, and motivating. We are building a team of confident, positive, career-minded individuals who enjoy working together and taking pride in what they do. Position Overview The Claims Coordinator provides operational support to...
HUB International Bozeman, MT Full Time
HUB International
07/27/2026  
Account Executive
ABOUT PROPER INSURANCE Proper Insurance is the national leader in short-term rental (STR) insurance, with over 100,000 policies written across all 50 states. As a Coverholder at Lloyd’s of London and the endorsed insurance provider for Vrbo, we offer vacation rental owners a single, comprehensive policy covering both commercial and personal use—a solution that traditional carriers simply cannot match. Founded in 2014 and headquartered in Bozeman, MT, we have grown from a two-person operation to a team of 100+ and continue to expand at an accelerated pace. The short-term rental market is one of the fastest-growing segments in hospitality and real estate, and Proper Insurance sits at the center of it. THE OPPORTUNITY This is a rare chance to build a career—not just hold a job. As an Account Executive at Proper Insurance, you will develop an exclusive book of business in an assigned territory, earning commissions on both new and renewing policies. Because this market...
HUB International Bozeman, MT Full Time
HUB International
07/13/2026  
Administrative Assistant
Are you an office guru?  Are you brilliant at multi-tasking?  Do you thrive in a busy, ever-changing environment?  Then keep reading, this might be the perfect opportunity for you!     WHO IS HUB?   At HUB International, we are a team of entrepreneurs. We believe in empowering our clients and we do so by protecting businesses and individuals in our local communities.   HUB International was born in 1998 with the merger of 11 privately held insurance brokerages and has since grown to one of the largest brokers in the world. We are a network of more than 400 integrated brokerages across North America - all carrying the HUB banner.     Our structure gives us the technology and expertise of a large firm, but still maintains the local flavor of each of our offices, enabling our teams to preserve their own unique regional culture.       HUB Gives!    Service is one of our founding values – not an abstract concept but a commitment. And we believe that no one deserves...
HUB International Red Lodge, MT Full Time
HUB International
06/14/2026  
Account Executive
Job Description ABOUT PROPER INSURANCE Proper Insurance is the national leader in short-term rental (STR) insurance, with over 100,000 policies written across all 50 states. As a Coverholder at Lloyd’s of London and the endorsed insurance provider for Vrbo, we offer vacation rental owners a single, comprehensive policy covering both commercial and personal use—a solution that traditional carriers simply cannot match. Founded in 2014 and headquartered in Bozeman, MT, we have grown from a two-person operation to a team of 100+ and continue to expand at an accelerated pace. The short-term rental market is one of the fastest-growing segments in hospitality and real estate, and Proper Insurance sits at the center of it. THE OPPORTUNITY This is a rare chance to build a career—not just hold a job. As an Account Executive at Proper Insurance, you will develop an exclusive book of business in an assigned territory, earning commissions on both new and renewing...
HUB International Bozeman, MT Full Time

 

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