As a B2B Sales Executive, you will sell commercial property/casualty insurance and risk management services to business owners and C-suite executives across the GTA and surrounding areas. You will be selling primarily to owners, presidents, and VP-level decision-makers at small-to-medium businesses in sectors including construction, manufacturing, food and beverage, technology, not-for-profit, and transportation. This is a pure hunter role -- 100% new business development in Year 1, with account management responsibility growing in Year 2 as your renewal base develops. Approximately 75% of leads will be self-generated through networking, cold outreach, referrals, and self-built target lists; 25% of leads are warm or list-supplied. This is an expansion hire for an established, family-owned commercial insurance brokerage headquartered in Hamilton, Ontario, reporting to the Sales Manager. The first year guaranteed draw is $70,000 plus commissions.COMPENSATION AND BENEFITSGuaranteed Draw $70,000 , structured as draw against commissionsTotal first-year OTE of $90K–$120K (draw + commission) for candidates with 2–4 years of commercial lines experience who can ramp quicklyResidual/uncapped commissions as your book of business growsCandidates in the 5–10 year range on the current team are earning $150,000–$350,000 annuallyHealth BenefitsDeferred Compensation ProgramProfit Sharing (Companywide Bonus)Employee Recognition, gifts and rewardsPresident's Club Trip AwardsFurther Education ReimbursementCompany Social EventsTHE COMPANY & CULTUREOur client was founded in approximately 1983 and is a family-owned, privately held commercial insurance brokerage with 125 employees, all based locally. Headquartered in Hamilton, Ontario, they have been operating for over 40 years and continue to grow at 10--15% annually. They deliver property/casualty insurance and risk management services to business clients across Ontario using a 360° holistic, multi-disciplined approach with specialists across all practice areas. Their client base is primarily small-to-medium businesses in the construction, manufacturing, food and beverage, technology, not-for-profit, and transportation sectors. The company is recognized as one of Canada’s Top Small and Medium Employers. The culture is participatory, supportive, and collaborative. Average employee tenure is 5--10 years and company-wide turnover is under 10%.OFFICE LOCATION & SALES TERRITORYHead Office: Hamilton, OntarioWork arrangement: Office-based during training (5 days per week for 1--3 months depending on experience), then field-based outside sales. Most brokers are in and out of the office regularly throughout the week.Sales territory: GTA and surrounding areas -- open territory, no assigned accountsCandidate must reside within reasonable commuting distance of Hamilton. Acceptable commute zones: Hamilton, Burlington, Oakville (furthest east), Kitchener-Waterloo, Cambridge, Brantford, NiagaraHours: 40 hours per week; variable days. Evening and weekend client calls may be required.Overnight travel: None requiredDress code: Business casual (collar shirt and dress pants) for client-facing activitiesEXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS3--5 years of B2B outside sales experience with a proven new business development track record -- must be a hunter2--4+ years of commercial lines insurance experience -- required. Candidates without commercial lines experience will not be considered.RIBO licence required before start date (candidates coming from the carrier level holding an OTL licence will be considered depending on depth of commercial experience)Experience selling to business owners, presidents, and VP/Director-level decision-makersBackground working with SMB clients (20--100 employees) preferredPost-secondary education or equivalent professional experienceValid driver’s licence and access to a personal vehicle requiredTECHNICAL SKILLSMicrosoft Excel -- BasicMicrosoft PowerPoint -- BasicMicrosoft Word -- BasicCRM software -- Basic (proprietary system; training provided)THE PRODUCT / SERVICE / SOLUTIONCommercial property and casualty insuranceRisk management services and advisorySpecialty insurance coverage across multiple practice areas including construction, manufacturing, technology, food and beverage, not-for-profit, and transportationPROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S)Small-to-medium businesses with 20--100 employees, located across the GTA and surrounding areasTarget verticals: construction/developers, manufacturing, technology, food and beverage, life sciences/pharma, not-for-profit, transportation/logistics, electrical contractors, landscapersDecision-makers: business owners, presidents, CFOs, and VP/Director-level executivesTarget account revenue: $5M -- $10M annuallySALES CYCLE / ORDER VALUE / ACCOUNT SIZEAverage sales cycle: 12--18 months for target accountsAverage calls to close: 4--6 in-person meetingsTarget account size: businesses generating $5M -- $10M in annual revenueRevenue is commission-based; renewal commissions build the long-term income and wealth foundation of the roleCOMPETITIVE ADVANTAGES360° holistic, multi-disciplined approach with in-house specialists across all commercial practice areasProactive, ongoing service model -- strong claims advocacy and risk management advisory beyond simple policy placement40+ years in business with established carrier relationships and a trusted reputation in Ontario commercial marketsRelationship-driven, consultative model with strong client retentionTYPICAL DAY & DUTIES75% New Business Development25% Administrative DutiesOn a typical day you will be prospecting for new commercial clients through networking events, cold outreach, referrals, and self-built target lists; conducting in-person meetings and presentations with business owners and C-suite executives; building and advancing your sales pipeline; preparing proposals and managing the consultative sales process; maintaining accurate records in the CRM; and collaborating with internal specialist teams to develop solutions for client risk profiles.LEADS75% self-generated -- networking events, cold outreach, referrals, and self-built target lists25% warm or list-supplied by the companyOVERNIGHT TRAVELNone required -- all client activity is within the GTA and surrounding areas; no overnight travel expectedSUPPORT & TRAININGStructured onboarding program: office-based training for 1--3 months depending on experience levelTechnical training delivered through in-house sessions, carrier-based programs, and external trainingOngoing coaching from Sales Manager using a servant leadership approachFurther education reimbursement available for continuous professional developmentNew Sales Manager recently added -- creating more bandwidth and dedicated support for onboarding new producersWHY YOU SHOULD APPLYUncapped earnings -- renewal commissions build a personal book of business that generates long-term, compounding income with no ceilingRecognized employer -- one of Canada’s Top Small and Medium Employers with average tenure of 5--10 years and company-wide turnover under 10%Open territory with no pre-assigned accounts -- full GTA and surrounding areas available to developDeferred Compensation program -- structured wealth planning vehicle for high performers building a significant book of business40+ years of established carrier relationships, specialist team support, and a proven consultative model that gives reps a real competitive advantage in the fieldEqual Opportunity EmployerJust Sales Jobs and our clients are equal opportunity employers. We do not discriminate. All candidates are evaluated solely on performance merit and organizational fit.Not the Right Fit? We May Have Other Roles for You.If this particular role isn’t the right match, we encourage you to browse our other open positions at https://justsalesjobs.ca/jobs-opening/ and apply for any that interest you. Our recruiters review every resume we receive -- and if we have another role that could be a great fit for your background, we will reach out to you directly.#IND1