Director of Sales
$180kPursuit
About the OpportunityPursuit is partnered with a rapidly growing, private equity-backed leader in commercial fleet solutions that is looking to add a Regional Director of Sales to its team! With over 20 years of success, consistent year-over-year growth, and an aggressive expansion strategy, this is an exciting opportunity to join a well-established organization with significant growth potential.Our client is looking for a highly motivated, entrepreneurial sales professional who thrives in a consultative, relationship-driven sales environment. This individual will be responsible for developing new business, expanding existing accounts, and driving revenue growth throughout the Upper Midwest territory.ResponsibilitiesDevelop and execute strategic sales plans to drive revenue growth across the assigned territory.Prospect and develop new business opportunities while growing existing customer relationships.Manage complex, consultative sales cycles involving multiple stakeholders and C-suite decision-makers.Build strong relationships with municipal organizations, commercial fleet operators, and other B2B customers.Identify customer challenges and present customized, value-based solutions.Manage territory activity, pipeline development, forecasting, and CRM reporting.Collaborate with internal leadership to identify opportunities for continued market expansion.Travel throughout the territory to meet with customers and prospects.Qualifications5+ years of proven B2B sales experience with a strong track record of success.Experience in fleet management, rental/leasing, transportation, refuse/recycling, or municipal sales. Experience managing complex sales cycles and selling solutions rather than transactional products.Proven ability to prospect, develop new markets, and grow existing accounts.Strong communication, presentation, and relationship-building skills.Self-motivated, entrepreneurial mindset with the ability to work independently.Experience selling to senior-level executives and multiple decision-makers.Bachelor's degree preferred.Must be comfortable with 50%+ overnight travel.Compensation & BenefitsStrong Six-Figure Base Salary + Performance Bonuses ($180K+ OTE)Additional bonus potential for exceeding performance targets$800/month car allowance + company-paid fuel expensesExcellent health benefits with employee coverage paid by the company401(k) with up to 4% company matchPaid vacationCompany-provided laptop, iPhone, and expense cardStrong leadership team with opportunities for long-term career growthIf you're a proven B2B sales professional looking for an opportunity to make a significant impact with a growing organization, apply today!
$175k - $225k
...across the U.S.Location: Flexible (Chicago preferred; open to TX, FL, or Atlanta)Position OverviewTitan is seeking a high-impact Director of Sales to lead, scale, and optimize a multi-region sales organization, with a primary focus on accelerating growth within Titan...SuggestedContract workFlexible hours- ...Director of SalesMidwest Transit Equipment, Inc. seeks a Full Time Director of Sales.For over 50 years, we have been known for our honesty and integrity in our dealings with both our manufacturers and customers. We take pride in our reputation for offering quality vehicles...SuggestedFull timeTemporary work
- ...expand into new markets. You will build relationships with corporate decision‑makers at skilled nursing facility organizations, lead our sales strategy, and close deals yourself. As we grow, you will build and lead the team. You will lead both top-down (corporate and...SuggestedContract work
$170.88k - $234.96k
...provider of electrical, safety and infrastructure solutions. What we are looking for: We are currently searching for aConstruction Sales Directorto lead the sales strategy and execution for a company’s construction division, driving revenue growth, managing budgets,...SuggestedTemporary workLocal areaShift work- ...Regional Director of Sales - IllinoisIn this position, your main responsibilities will include driving the sales efforts for assigned communities in the region. This role is also responsible for hiring, training and coaching sales staff to ensure complete/full occupancy...SuggestedDaily paidFull timePart timeLocal areaShift work
$334k
...developer-first mindset, we help every developer, security team, and enterprise build software that is risk-free by design.As Sales Director at Checkmarx, you’ll lead a team of Enterprise Account Managers selling to new and existing enterprise customers in the Eastern...Remote work- ...matter.Your ImpactAt Axon, our mission is to protect life and accelerate the future of public safety. As the leader of our Majors Air sales organization, you will help define how agencies deploy the next generation of aerial response technology.Axon is rapidly expanding...Immediate startRemote work
$135k - $300k
...the life sciences industry, committed to making a positive impact on its customers, employees, and communities.The RoleAs the Director of Sales, QualityOne Extended Industries you will lead a high-performing team of Account Partners focused on selling global enterprise...Work at officeLocal areaRemote workWork from homeFlexible hours3 days per week$126k - $136k
...beckoning to be discovered.Our Open OpportunityFour Seasons Hotel Chicago is seeking an accomplished and commercially driven Director of Sales to join our Commercial leadership team. This senior leadership role is responsible for driving profitable revenue through the...Local areaVisa sponsorship- ...management, capital markets, asset management, and investments. As we continue to expand our U.S. platform, we are looking for a Sales Director to play a key role in driving growth, strengthening strategic relationships, and expanding our investor network....Remote work
- ...advanced, purpose-built technology stack that drives efficiency, accuracy, and an unparalleled customer experience. We’re hiring a Director of Sales to help fuel our growth and to manage and lead our Sales team. In this role, you will work closely with company leadership and...
$135k - $150k
...leading digital marketing software but we're even prouder of the people behind it. That's where you come in! Skai is seeking a Director of Sales, who will be responsible for growing pipeline and generating net new revenue with mid-market and emerging clients, and...Base plus commissionWork at officeWork from homeHome office3 days per week$165k - $180k
...relationships and full-lifecycle approach allow us to serve organizations across the country as a trusted fleet management partner.The Director of Sales is a leadership role responsible for driving revenue growth, market expansion, and team performance across Moventum Fleet...Base plus commissionSummer workWork at office- ...QLM Search is partnering a specialist ingredients group (Global) that is looking to appoint a Divisional Sales Director, or Senior Sales Manager. Reporting to the Business Unit Vice President and forming part of the commercial leadership team, the role will be instrumental...
- ...Pregis is seeking a Director of Sales Excellence & Development to build programs that grow our commercial team. This role partners with Sales Leadership, Revenue Operations, Marketing, and Learning & Development to boost onboarding, coaching, and effectiveness across the...
$250k - $290k
...Sales Manager Opportunity at Audacy ChicagoAudacy Chicago is looking for a passionate and inspirational leader to join the Sales Management... ..., podcasting, digital, live experiences, and more!The Director of Sales will help influence the revenue growth of our highly influential...Full timeRemote workFlexible hours- ...retail, telecommunications, home services, and more. About the Role We're looking for an experienced, relationship-driven Director of Sales to help accelerate IntegriShield's growth. This is a hands-on, new-business sales role for someone with a proven track record...Base plus commissionContract workRemote work
- ...Unduit is transforming how organizations manage device lifecycles, IT asset disposition, and logistics. As Director of Sales, you’ll lead our Lahore sales team, coach reps, step into key enterprise deals, and drive revenue growth alongside our US-based VP of Sales....
- ...Blackbuck Insights LLCPosition Type: Full-Time, Exempt (W-2)Reports To: President (or designated Sales Leader)Location- Chicago, IL, Dallas, TX, Austin, TXROLE SUMMARYThe Sales Director is responsible for driving net-new revenue growth for Blackbuck Insights LLC through the...Full timeContract work
- ...Our client, a Chicago-based, non-asset 3PL is hiring a Director of Sales to lead its sales team and personally close major accounts. The company has been in business 14 years, does about $70M in revenue with 22 people, and is targeting close to $100M next year. Ownership...Full time
$150k - $170k
...One Team? If you’re interested in becoming an Access One team member, please check out our current openings below. Position: Director of Sales Location: Chicago, IL Job Id: 492 # of Openings: 1 Director of Sales – Access One, Inc. We are seeking an experienced, hands-on...Contract workCasual work$140k - $180k
...Director Of Outside SalesHolland Applied Technologies, located in Burr Ridge IL, is a leader in the sanitary process/equipment industry... ...personal care, and beverage industries. The Director of Outside Sales is responsible for planning, organizing, directing and...Full timeWork at officeLocal areaRelocation package- ...Description Location: Chicago, IL 6- 8 years of Business development skills Experienced Hunter with the understanding of the overall sales cycle and preferably having own new logos consistently year on year Experienced in selling to Banking and Financial Services domain...Contract work
$150k - $185k
...YCharts Sales Enablement DirectorYCharts empowers wealth managers to make smarter investment decisions and communicate with confidence... ...and runs the program hands-on rather than through a team. The Director title reflects the seniority the role requires to operate: it...Interim roleSummer workWork at officeLocal areaRemote workFlexible hours- ...Director of Sales Location: Chicago - Downtown Industry: Transportation & Logistics Position Type: Full-Time, On-site The Opportunity Our client is a growing transportation and logistics company looking for an experienced Director of Sales to lead its sales organization...Full time
$150k - $180k
...About the RoleEbco is seeking a Director of Sales to lead the development and execution of our sales strategy and drive profitable growth across our product lines. This is a senior leadership position responsible for setting the direction of the sales organization, managing...Contract workWork experience placement- ...Arcadia Cold Storage and Logistics Sales DirectorAt Arcadia Cold Storage and Logistics, our mission is to design and deploy modern... ...goals.Arcadia Cold is seeking a highly motivated, energetic Sales Director to initiate contact with potential customers to generate and...Local area
- ...re looking for people who want to be part of the next rocket ship in cyber. The Role Vega is seeking a Regional Director to lead and scale our enterprise sales team across the North Central U.S. Greater Chicago Preferred, open to WI, MN, MI, OH. This is a first-line...
- ...Director Of Sales EnablementThe Director of Sales Enablement leads the strategy, programs and operating rhythm that improve seller effectiveness, accelerate ramp time and increase sales productivity across HBS. This role partners closely with Sales leadership, Marketing...
$120k - $150k
## Description**Position Title:** Director of Sales **Location:** Chicago, IL - Hybrid (In office 3 days per week) **FLSA Status:** Exempt **Effective Date:** February 2026 **Annual Salary Range:** $120,000 - $150,000### Choose Chicago is the official sales and marketing...Temporary workWork at officeFlexible hoursAfternoon shift3 days per week
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