Lead net-new enterprise sales for incentive marketing solutions, targeting Fortune 1000 and large mid-market accounts. Own full sales cycle, develop account strategies, architect custom incentive and payments solutions, manage pipeline and CRM, negotiate contracts and pricing, ensure handoff to delivery teams, and collaborate cross-functionally to meet revenue quotas.
Group O’s Incentive Marketing division delivers enterprise-scale engagement solutions that drive measurable customer and employee behavior. Our offerings include prepaid reward card programs, digital incentives, loyalty solutions, and promotional campaigns for Fortune 1000 clients across telecommunications, automotive, and consumer goods industries.
We are seeking a Vice President of Sales to drive net-new enterprise revenue growth through complex, consultative selling. This is a strategic, individual contributor role focused on originating, developing, and closing high-value opportunities with large organizations.
Key Responsibilities
Job Responsibilites:
- Revenue Generation & Enterprise Sales
- Own and deliver against an annual new revenue quota through net-new client acquisition
- Target and close business within Fortune 1000 and large mid-market organizations, including:
- Telecommunications
- Automotive & tire manufacturers/dealers
- Consumer packaged goods (CPG)
- Retail and home services
- Drive full sales cycle ownership: prospecting → discovery → solution design → proposal → negotiation → close
Strategic Account Development
- Identify, prioritize, and penetrate target accounts using an account-based selling approach
- Lead executive-level conversations with CMOs, CFOs, Procurement, and Operations leaders
- Develop and execute account strategies that align client business objectives with Group O solutions
- Consultative Selling & Solution Development
- Translate client needs into custom incentive and engagement solutions
- Partner with internal teams (Solution Design, Operations, Finance) to architect scalable, profitable programs
- Lead development of complex proposals including pricing, margin modeling, and contract structuring
- Pipeline & Forecast Management
- Maintain a robust pipeline (3–4x quota coverage) with accurate CRM tracking
- Provide reliable weekly forecasting and deal progression updates
- Manage opportunities through multi-stakeholder buying processes
Contract Negotiation & Deal Execution
- Lead negotiations on contracts, terms, and pricing structures
- Ensure proper alignment with financial, legal, and operational guardrails
- Drive deals through implementation in partnership with delivery teams
Cross-Functional Leadership
- Collaborate across Sales, Marketing, Operations, and Account Management
- Ensure seamless transition from sale to execution while maintaining client satisfaction and retention
Job Qualifications
Education/Certification:
- Bachelor’s degree
Experience:
- 10+ years of expertise B2B sales experience with a consultative selling approach
- CRM experience
- Proven track record of closing complex, multi-million-dollar deals
- Experience selling one or more of the following:
- Incentive, loyalty, or engagement programs
- Prepaid card or payments solutions
- Martech, promotional, or customer engagement platforms
- Demonstrated success selling to Fortune 1000 organizations
- Strong experience managing long, complex sales cycles
Leadership & Sales Capabilities:
- Executive presence with ability to influence C-level stakeholders
- Deep expertise in:
- Account strategy development
- Opportunity qualification
- Deal structuring and negotiation
- Strong financial acumen (pricing, margins, ROI positioning)
Preferred Experience:
- Experience working with:
- Prepaid card issuers or sponsor banks
- Payments processors (e.g., Fiserv/FSV or similar)
- Incentive fulfillment providers or loyalty platforms
- Familiarity with marketing-driven revenue programs and promotions
Skills and Qualifications:
- Excellent sales skills, lead development and qualification skills – especially at the executive level.
- Excellent oral and written communications skills include strong presentation/demo skills both in person and via phone/web presentation.
- Excellent organizational skills
- Proficiency in Microsoft Office Suite (emphasis in Excel and PowerPoint)
- Moderate understanding of information technology
- Must be able to learn, understand, and apply modern technologies.
- Strong people skills
- Strong ambition to succeed and grow with the organization.
- High aptitude for learning
Physical Requirements : N/A
Benefits
- Medical, Dental, Vision, and Life Insurance
- Flexible Spending Accounts (Medical and Dependent Care)
- 401(k) Plan with Company Match
- Generous Paid Time Off
- 10.5 Paid Holidays
- Career Development Opportunities
About
At Group O, it’s our employees who we value most. That’s why we provide a supportive environment where employees are given every opportunity to excel. Group O offers a wide variety of careers with room for professional growth and advancement, and we are always looking for motivated individuals to join our team. At Group O, our employees’ health and well-being is equally as important as the work they perform. We back up that philosophy by providing a competitive benefits package that supports now and for their future.In 1974, Bob Ontiveros saw an opportunity to live the American dream and build a company for himself and his family. 50 years later, the packaging company he originally founded out of the back of his station wagon - Group O is ranked by the United States Hispanic Chamber of Commerce as one of the top five Latino-owned businesses in the country. Group O has gained prestige for helping Fortune 500 companies like Samsung, Michelin, Caterpillar, and PepsiCo turn their most complex business challenges into centers of profitability and efficiency. Headquartered in Milan, IL, Group O employs over 1,200 employees.
Similar Jobs
Cloud • Information Technology • Security • Software • Cybersecurity
Lead the Healthcare Provider sales team for New England, coach and develop sellers, drive territory planning and resource allocation, scale sales processes, build teams and partner channels, and achieve revenue targets for Zscaler's cloud-native security platform.
Top Skills:
AICloud-NativeEnterprise SecuritySaaSZero TrustZscaler
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Lead design and operation of large-scale data pipelines and data APIs. Build Spark/PySpark workflows on Databricks, optimize job performance, manage data quality and observability, and develop MCP servers and AI-agent integrations. Mentor engineers, define standards, support production incidents and on-call rotations, and collaborate with stakeholders to deliver scalable data platform products.
Top Skills:
Apache IcebergApi GatewayAWSAws LambdaAws Rds/AuroraAzureDatabricksDatadogDbtFastapiFivetranGCPGoogle BigqueryLlms/Ai AgentsMcp ServersMs Sql ServerMySQLOraclePostgresPysparkPythonS3SecretsmanagerSnowflakeSnsSparkSplunkSQLSqs
Marketing Tech • Real Estate • Software • PropTech • SEO
Lead architecture and delivery of AI-native features for a multi-tenant SaaS platform. Drive cross-functional technical initiatives, design scalable microservice systems, integrate LLMs and agent frameworks, set engineering standards, and mentor engineers to elevate technical execution.
Top Skills:
AnthropicApolloAWSClaude CodeDynamoDBElasticsearchGraphQLKafkaKubernetesLambdaNode.jsPostgresReactRedisSqsTailwindTemporalTypescript
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory



