YELLOWJACKET MAINTENANCEMaintenance ServicesEstimator / InspectorFull-Time | Chicago, IL | Maintenance & ConstructionAbout the RoleYellowJacket Maintenance is looking for a detail-oriented Estimator / Inspector to join our team. In this role, you'll write estimates and proposals, conduct property inspections, help manage our shop and vehicle fleet, and provide administrative support to our Field Construction Manager and Director of Operations. This is a great fit for someone who is organized, comfortable in the field and at a desk, and enjoys turning scope-of-work details into accurate, professional proposals that win business.What You'll DoEstimate & Proposal WritingWrite detailed estimates and proposals using company-standard formatting, including scope of work and pricingUse SOW information and labor/material estimates from field personnel to price out jobsPerform site visits or review photo documentation to independently develop scope of work and pricingProvide supporting photo documentation where applicablePartner with leadership to develop and use custom estimate/proposal templates by trade areaPresent proposals to clients as needed, highlighting the value of the work to help close opportunitiesTrack open estimates (value, age, opportunity rating) and proactively follow up with clientsManage the estimate queue and engage the Field Construction Manager as needed for SOW and pricing supportInspectionsPerform routine property inspections to identify maintenance deficiencies and verify workmanship on completed workProduce estimates for repairs based on inspection findingsConduct onboarding inspections for new clients to verify onsite assets and identify existing issuesDevelop scope of work and pricing for preventative and reactive maintenance plans based on findingsShop StewardshipManage the onsite maintenance storage area, including an inventory system for material usage, billing, and purchasingAudit material expenses vs. revenue to help ensure profitability on purchases and billbacksKeep the storage area organized and help technicians obtain needed equipment/materialsAssist in managing the vehicle fleet: routine inspections, condition/damage documentation, mileage tracking, service scheduling, and fuel usage trackingAdministrative SupportSupport the Field Construction Manager and Director of Operations with time card review and payroll assistanceAssist with technician management and oversightSupport job costing, profitability analysis, and spend/opportunity analysisRequirementsWhat We're Looking ForStrong written communication and attention to detailComfortable estimating from field-provided data as well as independent site visits/photosOrganized, able to manage multiple open estimates and deadlines at onceBasic understanding of maintenance/construction scopes of work and pricingComfortable with light fleet and inventory management responsibilitiesPrior experience in estimating, inspections, or facilities/construction maintenance is a plusBenefitsCompensation & Benefits$65,000–$75,000 · Health/dental/vision · PTO policy ·
YELLOWJACKET MAINTENANCE
Maintenance Services
Estimator / Inspector
Full-Time | Chicago, IL | Maintenance & Construction
About the Role
YellowJacket Maintenance is looking for a detail-oriented Estimator / Inspector to join our team. In this role, you'll write estimates and proposals, conduct property inspections, help manage our shop and vehicle fleet, and provide administrative support to our Field Construction Manager and Director of Operations. This is a great fit for someone who is organized, comfortable in the field and at a desk, and enjoys turning scope-of-work details into accurate, professional proposals that win business.
What You'll Do
Estimate & Proposal Writing
- Write detailed estimates and proposals using company-standard formatting, including scope of work and pricing
- Use SOW information and labor/material estimates from field personnel to price out jobs
- Perform site visits or review photo documentation to independently develop scope of work and pricing
- Provide supporting photo documentation where applicable
- Partner with leadership to develop and use custom estimate/proposal templates by trade area
- Present proposals to clients as needed, highlighting the value of the work to help close opportunities
- Track open estimates (value, age, opportunity rating) and proactively follow up with clients
- Manage the estimate queue and engage the Field Construction Manager as needed for SOW and pricing support
Inspections
- Perform routine property inspections to identify maintenance deficiencies and verify workmanship on completed work
- Produce estimates for repairs based on inspection findings
- Conduct onboarding inspections for new clients to verify onsite assets and identify existing issues
- Develop scope of work and pricing for preventative and reactive maintenance plans based on findings
Shop Stewardship
- Manage the onsite maintenance storage area, including an inventory system for material usage, billing, and purchasing
- Audit material expenses vs. revenue to help ensure profitability on purchases and billbacks
- Keep the storage area organized and help technicians obtain needed equipment/materials
- Assist in managing the vehicle fleet: routine inspections, condition/damage documentation, mileage tracking, service scheduling, and fuel usage tracking
Administrative Support
- Support the Field Construction Manager and Director of Operations with time card review and payroll assistance
- Assist with technician management and oversight
- Support job costing, profitability analysis, and spend/opportunity analysis
Requirements
What We're Looking For
- Strong written communication and attention to detail
- Comfortable estimating from field-provided data as well as independent site visits/photos
- Organized, able to manage multiple open estimates and deadlines at once
- Basic understanding of maintenance/construction scopes of work and pricing
- Comfortable with light fleet and inventory management responsibilities
- Prior experience in estimating, inspections, or facilities/construction maintenance is a plus
Benefits
Compensation & Benefits
$65,000–$75,000 · Health/dental/vision · PTO policy ·
HOA Talent was founded in 2023 to serve one industry well: property management.We partner with property management companies to hire experienced professionals, and we build long-term relationships with the people who power those teams. Our focus is simple: strong fit, clear communication, and decisions that make sense beyond the offer letter.This is a demanding, nuanced industry. We respect that. Our process is structured and efficient, but never transactional. We move quickly, communicate directly, and prioritize long-term alignment over short-term placements.
HOA Talent was founded in 2023 to serve one industry well: property management.
We partner with property management companies to hire experienced professionals, and we build long-term relationships with the people who power those teams. Our focus is simple: strong fit, clear communication, and decisions that make sense beyond the offer letter.
This is a demanding, nuanced industry. We respect that. Our process is structured and efficient, but never transactional. We move quickly, communicate directly, and prioritize long-term alignment over short-term placements.
