Transportation Broker - Wholesale Insurance
Gallagher Benefit Services, Inc.
Join RPS
At RPS, we don't just embrace bold ideas, we make them happen. We're a team of entrepreneurs, big-picture thinkers, and passionate experts who thrive on possibility. Every day, we collaborate across teams, challenge convention, and push boundaries to design innovative solutions for our clients. With access to top-rated carriers and a dynamic marketplace, we bring strategy and creativity together to deliver what others might call impossible. Here, every voice counts, every perspective matters, and every challenge is an opportunity to grow. You'll be supported by a culture that celebrates ownership, curiosity, and high performance, where you're trusted to do your best work and encouraged to keep learning along the way.
Ready to make your mark? Join a team where your expertise and ambition are rewarded. At RPS, you'll have the tools, support, and market access to succeedand the freedom to build lasting relationships that drive results. This is a hybrid role where you'll spend approximately 75% of your time marketing and selling, and 25% underwriting. You'll be the driving force behind revenue growthconnecting Retail Agents with national markets and delivering exceptional underwriting solutions through strong carrier relationships.
How you'll make an impact:
- Prospect and develop new business through networking and relationship-building with Retail Agents and Carrier Underwriters.
- Market and sell wholesale insurance solutions to achieve production goals and grow your book of business.
- Build strong relationships with Specialty Carriers to ensure competitive pricing and access to coverage on various types of risk.
- Pre-qualify submissions and focus on high-probability sales opportunities while following Carrier guidelines.
- Analyze submissions from Retail Agents and determine the best available Carrier, coverage, forms, and premium.
- Gather information on client risks and identify additional areas of exposure RPS could quote.
- Stay ahead of industry and market trends that impact underwriting guidelines, pricing, and premiums.
- Educate partners on RPS's full range of risk solutions as their business needs evolve.
- Lead, train, and oversee support team when assigned.
- Travel as needed to engage with clients and carriers.
About you:
- Proven business development and relationship management skills.
- Strong analytical ability, attention to detail, and excellent communication.
- A proactive, goal-driven mindset with urgency to achieve production targets.
- Ability to leverage data and tools to craft comprehensive insurance solutions.
- Sets a high standard for responsiveness and commitment to meet the needs of Retailers and their clients.
- Conveys insurance and risk management expertise in ways that build trust and credibility.
- Bachelor's degree and 3+ years of related experience.
- Home state P&C license (or willingness to obtain within 90 days).
- Proficiency in Microsoft Office.
- Sales experience in insurance or related field preferred.
Compensation and benefits:
We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. The actual compensation will be influenced by a wide range of factors including, but not limited to previous experience, education, pay market/geography, complexity or scope, specialized skill set, lines of business/practice area, supply/demand, and scheduled hours. On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits. Below are the minimum core benefits you'll get, depending on your job level these benefits may improve: Medical/dental/vision plans, which start from day one! Life and accident insurance 401(K) and Roth options Tax-advantaged accounts (HSA, FSA) Educational expense reimbursement Paid parental leave Other benefits include: Digital mental health services (Talkspace) Flexible work hours (availability varies by office and job function) Training programs Gallagher Thrive program elevating your health through challenges, workshops and digital fitness programs for your overall wellbeing Charitable matching gift program And more...
We value inclusion and diversity. Gallagher embraces our employees' diverse identities, experiences and talents, allowing us to better serve our clients and communities. We see inclusion as a conscious commitment and diversity as a vital strength. By embracing diversity in all its forms, we live out The Gallagher Way to its fullest. Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or customers based on race, color, religion, creed, gender (including pregnancy status), sexual orientation, gender identity (which includes transgender and other gender non-conforming individuals), gender expression, hair expression, marital status, parental status, age, national origin, ancestry, disability, medical condition, genetic information, veteran or military status, citizenship status, or any other characteristic protected by applicable federal, state, or local laws. Equal employment opportunity will be extended in all aspects of the employer-employee relationship, including, but not limited to, recruitment, hiring, training, promotion, transfer, demotion, compensation, benefits, layoff, and termination. In addition, Gallagher will make reasonable accommodations to known physical or mental limitations of an otherwise qualified person with a disability, unless the accommodation would impose an undue hardship on the operation of our business.
- ...ll make an impact Join Risk Placement Services as a Property Broker - Drive Growth, Build Expertise, Make an Impact Risk... ...Services, Inc. (RPS) is one of the nation's leading Specialty Wholesale Insurance Brokerage firms. We partner with top carriers to deliver innovative...SuggestedFull timeLive outWork at officeLocal areaFlexible hours
- ...About Us U Trust Insurance Agency LLC is a fast-growing commercial insurance agency specializing in trucking and transportation insurance across more than 30 states. We operate with clear processes, modern tools, and strong internal support, allowing our agents to perform...SuggestedRemote work
$65k - $150k
...0 Who We Are: Welcome to USG, a distinguished national wholesale broker and managing general agent (MGA) with a prominent presence across... ...for our excellence, being ranked as a 5-star MGA by Insurance Business of America for four consecutive years. Moreover, we...SuggestedContract workTemporary workLocal areaRemote workFlexible hours$100k - $140k
About Coinflow Coinflow is the next-generation payment service provider revolutionizing global financial infrastructure with stablecoins, AI-driven fraud prevention, and instant settlement. Coinflow enables businesses to grow faster with instant settlement, fraud ...SuggestedWorldwideFlexible hours$50k - $75k
...Associate Producer/Broker Hours: 8:30-5:00 Local Time Location: Remote or hybrid... ...Welcome to USG, a distinguished national wholesale broker and managing general agent (MGA)... ...excellence, being ranked as a 5-star MGA by Insurance Business of America for four consecutive...SuggestedTemporary workWork at officeLocal areaRemote workFlexible hours$72k - $141k
...CNA is one of the premier providers of professional liability insurance. We are currently seeking a claim professional to handle professional... ...Lines group arising under policies issued to our life agent, broker-dealer, and investment advisor, banking and insurance customers...Work experience placementWork at officeLocal areaShift work- ...Logistics Broker (West Loop) We are full-service third-party logistics (3PL) provider with big advantages to offer - from transportation brokerage services and freight management to complete transportation outsourcing. We are currently seeking a Sales Executive...
- ...develop new business through networking and relationship-building with Retail Agents and Carrier Underwriters. * Market and sell wholesale insurance solutions to achieve production goals and grow your book of business. * Build strong relationships with Specialty Carriers...Full timeLive outWork at officeLocal areaFlexible hours
- ...A leading health insurance firm is seeking licensed agents in Chicago for a W-2 position that offers hourly pay along with uncapped commission. The role focuses on educating clients about various insurance products and closing sales. Candidates should have an active health...Hourly pay
- ...Overview Pitch Health is hiring licensed health insurance agents to sell ancillary products including hospital indemnity, critical illness, and cancer plans. This is a W-2 position with hourly pay plus uncapped commission, designed for agents who want consistent income...Hourly payPart timeRemote work
- ...A specialized insurance company in Chicago is seeking a Licensed Insurance Sales Agent. This full-time role offers an established book of business with significant bonuses and uncapped commissions. Ideal candidates will be fully licensed and focused on serving modest-income...Full timeRelocation package
$77k - $202k
...technical knowledge. Responsibilities - Demonstrate proficiency in analyzing reinsurance contracts - Demonstrate knowledge of L&A insurance products, underwriting practices, and risk management concepts - Utilize reinsurance accounting systems and software effectively...Contract work- ...Brent Becker - State Farm Agency, located in Chicago, IL has an immediate opening for a full-time Licensed Insurance Sales Professional. We are an award winning State Farm agency focused on fulfilling the needs of our customers and creating success for our team. My Unique...Full timeFor contractorsWork at officeImmediate start
$200k - $285k
...Senior Vice President, Casualty Construction Broker We currently have an exciting career opportunity for a Senior Vice President,... ...You will broker and consult for a diversified client base with insurance underwriters in casualty insurance. Aon is in the business of...Full timeTemporary workPart timeFor contractorsWork at officeLocal area$41.6k
...Medicare options, guide them through a needs-based assessment, and help them enroll in the plan that best fits their needs. No insurance license? We pay for your training, licensing, and exam prep. This is an in-office role located in downtown Chicago at...Full timeTemporary workWork at officeMonday to FridayShift work- ...verifying all initial and closing documentation requirements set by company and the title insurance company. Essential Duties And Responsibilities Review loan package provided by broker partners and take each file from application to closing Input and evaluate DU/...Local areaImmediate start
- ...We are seeking a talented individual to join our Insurance Sales Consultant team at Marsh . This role will be based in Urbandale . This is a hybrid role that has a requirement of working at least three days a week in the office. As an Insurance Sales Consultant, you...Work at officeLocal areaRemote workMonday to FridayFlexible hoursShift work3 days per week1 day per week
$60k - $87k
...America's most trusted brand with over 100 years of service as an Insurance Sales Agent-no insurance background required. If you have... ...Responsible for the sale and service of ACG branded and brokered insurance products, memberships, and financial products within...Hourly payFull timeTemporary workWork at officeLocal areaRelocation packageMonday to FridayWeekend work$500 - $700 per unit
...Work From Home – Flexible Insurance Sales Role Looking for a remote opportunity that gives you control over your schedule and income? The Summers Agency is hiring for a fully remote insurance sales position where you can work from home, set your own schedule, and...Full timePart timeSummer workRemote workWork from homeFlexible hours- ...Hospital Insurance Follow Up Representative The Insurance Follow Up Representative is responsible for managing all aspects of the... ...schedule available post-training Dress code: Business casual Transportation: Public transportation recommended; paid parking downtown...Contract workCasual workLocal areaRemote work
- ...Brent Becker - State Farm Agency, located in Chicago, IL has an immediate opening for a part-time Licensed Insurance Sales Professional. We are an award winning State Farm agency focused on fulfilling the needs of our customers and creating success for our team. My Unique...Part timeFor contractorsWork at officeImmediate start
- ...agent Recruiting websites built FOR YOU, if you want to build an agency. Job Description We are a high-powered insurance team with explosive growth. We are looking for licensed life insurance agents to join us. Even if you're not licensed, our fast-track...Monday to Friday
$77.1k - $102.9k
...Broker I Are you ready to begin a new challenge and work with the best insurance professionals in the business? This broker role is responsible for developing and implementing strategic risk management solutions for large, global clients. This includes the design, marketing...Full timeTemporary workPart timeWork at officeLocal area- ...Emergent Financial Group seeks motivated individuals for an Insurance Agent position in Chicago, Illinois. Join a supportive environment where your success is prioritized and enjoy an industry-leading commission structure along with free training. Ideal candidates will...Full time
- A leading insurance company is seeking motivated, self-driven individuals to become Remote Life Insurance Agents. This independent contractor position offers warm leads with no cold calling, allowing you to conduct virtual consultations and guide clients through the application...For contractorsRemote workFlexible hours
- A leading financial services firm is seeking Remote Life Insurance Agents to join their team. This role offers the chance to contact warm, pre-qualified leads without cold calling, conduct virtual consultations, and present various life insurance options. Candidates must...For contractorsImmediate startRemote workFlexible hours
$1,200 per month
...their time and income! Whether full-time or part-time, we provide the tools, training, and support to help you succeed in the life insurance industry and in life. Why Join Peterson Life & Wealth? Work from anywhere (fully remote) Part-time or full-time flexibility...Full timePart timeRemote work- A leading financial services firm seeks motivated Remote Life Insurance Agents to join its team. This role is entirely remote and allows for a flexible schedule with warm leads provided. Responsibilities include conducting consultations, presenting options, and guiding...Remote workFlexible hours
$155k - $175k
...Hinkhouse Williams Walsh LLP is a pre-eminent insurance coverage law firm that provides superior legal counsel and outstanding results for our clients in their most challenging cases. Our firm represents the interests of the insurance industry in the United States and...Flexible hours$180k - $210k
...Senior Associate – Insurance Coverage & Litigation Chicago, IL | Hybrid Role The Role We are seeking an Associate Attorney with 5+ years of insurance coverage and litigation experience to step into a substantive, client-facing role. This position offers...Immediate start
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Transportation Broker - Wholesale Insurance. Be the first to apply!


