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Business Development Manager

Total Parking Solutions LLC. · Chicago, Illinois, United States

FULL TIMEpermanent

Job Description

Role Summary We're hiring a Business Development Manager to own sales at Total Parking Solutions. You'll be our only dedicated salesperson, working directly with the CEO to grow our footprint of municipal, institutional, and government customers. Your core territory is the Midwest, with remote coverage of our Florida market and the flexibility to pursue new markets and opportunities as they come up.

Do you have the skills to fill this role Read the complete details below, and make your application today.
You'll run the full sales cycle for parking terminal installations and cross-sell associated products —WebOffice software, service & maintenance agreements, and partner-enabled offerings like mobile payment apps and digital parking permits — primarily into new accounts.
This role is a fit for someone with 2–5 years of B2B or B2G sales experience — you don't need a background in parking or municipal government specifically, but you should be comfortable navigating longer sales cycles (RFPs, board approvals, procurement processes) and building trust with public-sector buyers. We'll train you on our products, our municipal sales process, and the parking industry.Because you're the only dedicated sales hire, you'll need to be comfortable working independently — managing your own pipeline, priorities, and travel schedule without a sales team around you, while staying closely aligned with the CEO on strategy and results. This is a ground-floor opportunity for someone who wants to build a career with a small, growing business: you'll have real input into how we build out our sales process and tools, and the chance to grow into a sales leadership role as Total Parking Solutions scales.
Key Responsibilities         Own sales for TPS as the company's only dedicated salesperson, managing your own territory, pipeline, and prioritiesManage a flexible, multi-state territory — core markets across the Midwest, our Florida book of business, and new markets as opportunities ariseRun the full sales cycle: prospecting, cold calling/outreach, needs assessment, proposal development, RFP response support, contract negotiation, and closeSell new parking terminal installations and cross-sell associated products — WebOffice software, service & maintenance agreements, and partner-enabled offerings such as mobile payment apps and digital parking permitsBuild and maintain relationships with municipal decision-makers (public works, finance, parking authorities, city administrators)Partner with the operations and service teams to ensure smooth handoff from signed contract to installationMaintain accurate pipeline, forecast, and account records in the company CRMRepresent TPS at municipal association conferences, trade shows, and industry events as neededStay current on product updates, competitive landscape, and municipal procurement trendsProvide accurate, timely pricing and proposal documents in coordination with the CEOHelp shape TPS's sales process, tools, and — eventually — team as the business grows
What We're Looking For
Required:2–5 years of sales experience, ideally B2B, B2G, or another relationship-driven, longer-cycle sales environmentTrack record of managing a pipeline and closing deals against a quotaComfortable working independently as the company's only dedicated salesperson — self-directed, organized, and able to manage a multi-month sales cycle without close daily supervisionComfortable with public-sector sales processes (RFPs, procurement, board/council approvals) — or a fast learner if new to thisStrong written and verbal communication skills; able to present confidently to municipal officials and boardsValid driver's license and ability to travel regularly across a multi-state territory (including occasional overnight travel for conferences)Proficiency with CRM tools, Microsoft Office/Google Workspace, and basic proposal/pricing documents
Nice to Have:Experience selling to municipalities, government agencies, or other institutional/public-sector buyersBackground in parking, transportation, smart city infrastructure, or related equipment/technology salesExisting relationships with Midwest or Florida municipal contactsFamiliarity with recurring-revenue or SaaS-attach sales modelInterest in growing into a sales leadership role as the team expands
CompensationCompensation is structured to reward new equipment sales, the recurring revenue you build in your territory, and cross-sold partner products:
Base Salary$55,000 – $70,000, based on experience
On-Target Earnings (OTE)$80,000 – $100,000+ (base + commission at target performance)Commission is not capped
OtherMileage/gas reimbursement for field travel; standard employee benefits (including xzbcwsv healthcare and 401k)
Final compensation plan details, quota, and territory are formalized in the employment offer and commission agreement.
Training and Support Structured onboarding covering our product lines, municipal sales process, and CRM/toolsShadowing with the CEO and the service/operations team during ramp-upMarketing and proposal support for RFPs and municipal presentationsOngoing coaching and pipeline reviews with the CEOSupport to help you build out sales process, tools, and materials from the ground up
What Success Looks LikeYou consistently build and progress a healthy pipeline of municipal and institutional prospects across your territoryYou close new terminal installations and attach additional services, and partner-product agreements at a strong rateYour territory's recurring revenue base grows year over yearMunicipal customers see you as a trusted, responsive partner — not just a vendorYou're operating independently and effectively as our sole sales resource, with clear communication back to the CEO
Pre-Employment ScreeningBecause this role includes access to municipal client relationships and representation of the company in the field, employment is contingent on successful completion of pre-employment screening as permitted by law, which may include:Background checkDriving record / motor vehicle report (MVR) checkVerification of eligibility to work and other standard employment verificationsReference checks

Details

CompanyTotal Parking Solutions LLC.
LocationChicago, Illinois, United States
TypeFULL TIME
Nichegeneral
Experiencepermanent

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