POSITION SUMMARYThe Estimator is the full financial owner of every assigned file, responsible for driving profitability from first notice of loss through final closeout. This role controls scope, pricing strategy, negotiations, and documentation integrity while leading execution teams to deliver clean, audit-ready outcomes.This is a performance-driven position where success is measured by gross profit, disciplined execution, and the ability to maintain control across multiple concurrent projects. The Estimator serves as the primary decision-maker on file-level financial outcomes, ensuring margin protection, scope accuracy, and operational alignment.This role requires a high level of accountability, ownership, and precision. The Estimator is not a support function, they are the authority on performance, profitability, and execution.ABOUT USWINMAR® is a leader in property restoration and emergency response services, specializing in mitigation, reconstruction, and full-cycle project delivery. Our work operates in high-stakes environments where performance, precision, and accountability directly impact financial outcomes and client trust.We are a standards-driven organization built on discipline, ownership, and execution. Every file matters, and every decision impacts profitability, client relationships, and long‑term growth.At WINMAR®, we reward performance, not tenure. Our team is composed of operators who take ownership, protect margin, and deliver results without compromise.WINMAR® – We Do It Right.WHAT SUCCESS LOOKS LIKEFiles are managed with full control from intake to closeout with no loss of visibilityGross profit targets are consistently met or exceeded across all assigned projectsScope and pricing are accurate, strategic, and defensible in all negotiationsChange orders are tightly controlled and executed without margin erosionDocumentation is complete, clean, and audit-ready at all timesClient and insurer relationships are managed professionally and effectivelyMultiple files are handled simultaneously without operational breakdownProject teams execute with clarity,



accountability, and alignmentMargin leakage is prevented through disciplined decision-makingCommunication across stakeholders is proactive, clear, and consistentOpportunities for upsell and relationship expansion are identified and executedFiles close cleanly with strong financial outcomes and no audit issuesPERFORMANCE OBJECTIVESOwn and manage the full lifecycle of each file from first notice of loss through final closeoutAchieve or exceed gross profit targets across all assigned projectsDevelop and execute accurate scopes of work aligned with project requirementsEstablish pricing strategies that maximize profitability while remaining competitiveLead insurer and client negotiations to secure favorable outcomesMaintain strict control over change orders to prevent scope creep and margin lossEnsure all files maintain audit-ready documentation at every stageManage multiple concurrent projects without loss of control or performanceLead project teams to execute work aligned with scope, budget, and timelineProtect margin by identifying and eliminating inefficiencies, waste, and reworkMaintain strong client and adjuster relationships to support long-term growthContribute to business growth through upselling, cross‑selling, and brand representationCORE COMPETENCIESFinancial Ownership & Accountability– Takes full responsibility for file‑level P&L outcomesGross Profit Management– Deep understanding of margin control and profitability driversScope Development & Control– Builds accurate scopes and enforces discipline throughout executionNegotiation Skills– Effectively negotiates with insurers and clients to maximize outcomesProject Leadership– Leads teams to execute with clarity, alignment, and accountabilityDocumentation Discipline– Maintains consistent, accurate, and audit‑ready recordsOperational Control– Manages multiple projects simultaneously without loss of performanceDecision-Making– Makes timely, informed decisions that protect financial outcomesClient Relationship Management– Builds trust and maintains strong external relationshipsAttention to Detail– Ensures precision in scope, pricing, and executionResults Orientation– Driven by performance, outcomes, and measurable successAdaptability Under Pressure– Thrives in quick‑paced, high‑stakes environmentsEDUCATION & EXPERIENCE3–5+ years of estimating experience in restoration and constructionProven experience in both emergency mitigation and reconstruction project deliveryStrong insurance industry experience, including proficiency inXactimate and/or SymbilityDemonstrated ability to scope, price, and negotiate insurance claims and approvalsProven history of gross profit accountability and financial ownershipExperience contributing to or managing$2M+ in annual revenueStrong ability to manage multiple concurrent projects with high performance standardsConsistent track record of maintaining audit-ready documentationClient‑facing, sales‑capable, and confident communicatorExperience operating in a performance‑driven, accountability‑focused environmentAbility to think like a business owner, not just an estimatorValid driver’s license requiredMust be bondable (mandatory requirement)COMPENSATION STRUCTUREBase Salary:$85,000–$95,000On‑Target Earnings:$110,000-120,000 (Bonus Performance)Incentives: Quarterly, uncapped, gross profit‑basedRequirements for Incentive Eligibility:Documentation complianceCommunication standardsMargin disciplineAudit approval (non‑negotiable)Benefits:Health Benefits, RRSP MatchingJob Types: Full-time, PermanentBenefitsDental careExtended health careLife insuranceRRSP matchWork Location: In person#J-18808-Ljbffr

📌 Renovation Estimator - $85,000 - $95,000 A Year (Winnipeg)
🏢 Winmar
📍 Winnipeg