AI Demand Innovation Specialist

Flywheel; Chicago (IL); On-site; USD 44,000 - 55,000; Full time

Benefits offered by this job

Competitive paid time off

Great learning and development opportunities

Benefits for a balanced lifestyle

Job summary

Flywheel is seeking an AI Demand Innovation Specialist in Chicago to optimize sales AI technology and support demand generation efforts. The ideal candidate has over 3 years' experience in Sales or Marketing Operations and a strong grasp of HubSpot, Salesforce, and AI. Responsibilities include optimizing various sales tools, building AI workflows, and collaborating with marketing to ensure effective execution. A competitive salary of $44,000 - $55,000 USD will be offered, along with great learning opportunities and a team-oriented culture.

Qualifications

• 3+ years of hands-on Sales or Marketing Operations experience.
• Proven ability to deploy AI-powered automation across GTM workflows.
• Deep understanding of lead management, scoring, routing, and pipeline development.

Responsibilities

• Support, optimize, and troubleshoot various Sales tooling & AI capabilities.
• Build and maintain AI workflows to improve funnel health.
• Enable AI-supported campaign execution by aligning marketing signals.

Skills

Sales or Marketing Operations

HubSpot (Marketing Hub)

Salesforce

AI knowledge

Basic coding/scripting (SQL, Python, Javascript)

Strong communication skills

Tools

Salesforce

HubSpot

BI/reporting tools

APIs (Postman)

Version Control (Git)

Job description

About Flywheel

Flywheel's suite of digital commerce solutions accelerate growth across all major digital marketplaces for the world's leading brands. We give clients access to near real-time performance measurement and improve sales, share, and profit. With teams across the Americas, Europe and APAC, we offer a career with real impact, endless growth opportunities and the support you need to be the best you can be.

The Opportunity

We're looking for an AI Demand Innovation Specialist to join our team in Toronto as part of our Sales function. The AI Demand Innovation Specialist will play a critical role in optimizing our sales AI-powered technology stack & its integrations, supporting Sales team pipeline campaigns, and enabling data-driven decision-making across the revenue organization.

This role requires significant experience with Salesforce, HubSpot (Marketing & Sales Hub), other GTM technologies, and the ability to partner with sales, marketing and RevOps stakeholders to drive operational excellence. This is an exciting opportunity for a detail-oriented, tech-savvy individual who is passionate about building scalable processes, leveraging AI, and bridging the gap between sales & marketing. You’ll have the chance to shape how we utilize tools, data, and AI-automation to accelerate growth.

What You Will Do

In this role, you’ll support and enhance our Sales support infrastructure to ensure the effectiveness of our demand generation and revenue programs. Responsibilities include:

• Support, optimize, and troubleshoot various Sales tooling & its AI capabilities, ensuring team members can work effectively.
• Build, maintain, and optimize AI workflows, lead flows, and scoring frameworks to improve funnel health.
• Maintain integrations between HubSpot, Salesforce, and other tools to ensure data accuracy and consistency.
• Enable AI-supported campaign execution by aligning marketing signals with sales actions.
• Partner with the Marketing & Demand Generation teams to support campaign execution
• Work with RevOps to build performance reporting, including pipeline attribution and ROI analysis.
• Assist with data hygiene projects across various data sources, ensuring accurate lead, contact, and account information.
• Identify opportunities for process improvements and automation across the Sales function.
• Partner with Sales Operations to align on lead routing, qualification, and reporting.

Who You Are

• 3+ years of hands-on Sales or Marketing Operations experience, with expert-level HubSpot (Marketing Hub), Salesforce, and AI knowledge.
• Proven ability to deploy AI-powered automation across GTM workflows (lead routing, enrichment, follow-ups, task creation), CRM integrations (Salesforce), and Sales engagements.
• Experience using AI for pipeline analysis, forecasting support, and deal risk identification.
• Deep understanding of lead management, scoring, routing, and pipeline development.
• Experience with BI/reporting tools is a plus.
• Experience with basic coding/scripting (SQL, Python, Javascript, APIs (Postman), Version Control (Git)) is a plus.
• Strong written and verbal communication skills to effectively collaborate internally with colleagues and externally with clients.
• Team player with a genuine desire to contribute to the overall success of the entire team.

Flywheel Commerce Network is committed to fair and equitable compensation practices. Actual compensation packages are based on several factors that are unique to each candidate, including but not limited to skill set, depth of experience, certifications, and specific work location.

Salary Range: $44,000 USD - $55,000 USD

Working at Flywheel

We are proud to offer all Flywheelers a competitive rewards package and unparalleled career growth opportunities and a supportive, fun and engaging culture.

• We have office hubs across the globe where team members can go to feel productive, inspired, and connected to others - team members go into Hub Offices 3x a week
• Competitive paid time off, including annual leave plus paid public holidays
• Great learning and development opportunities
• Benefits that help you live your best life
• Parental leave and benefits
• Volunteering opportunities
• If you’re looking to connect with teammates on a topic of inclusion and identity, there’s likely an ERG for that.
• The hired candidate will be required to complete a background check
• Learn more about us here: Life at Flywheel

Interview Process

Every role starts with an introductory call with someone from our Talent Acquisition team. We will be looking for company and values-fit as well as your professional experience; there may be some technical role-specific questions during this call.

Every role is different after the initial call, but you can expect to meet several people from the team 1:1 and there might be further skill assessments in the form of a Take Home Assignment/Case Study Presentation or Pair Programming/Live Coding exercise depending on the role. In your initial call, we will walk you through exactly what to expect the process to be.

Inclusive Workforce

Flywheel Commerce Network’s goal is to create a culture where all individuals feel comfortable bringing their authentic selves to work. We are an Equal Opportunity Employer and participate in E-Verify. All applicants will receive fair consideration for employment. We do not discriminate based upon race, color, religion, sex, sexual orientation, age, marital status, gender identity, national origin, disability, or any other legally protected characteristics in the location in which the candidate is applying. If you have any accessibility requirements that would make you more comfortable during the application and interview process, please let us know at [e-mail] so that we can support you.

For more information about what data we collect and how we use it, please refer to our Privacy Policy. We leverage AI technology to streamline our hiring workflow, though all candidate decisions are made by our Talent Acquisition Team. This position is for an existing vacancy.

IMPORTANT ALERT: Please beware of fraudulent job communications from individuals falsely claiming to be from Flywheel. We’ve identified fraudulent activity through social media and messaging services purporting to be from Flywheel requesting payments for job- and recruitment-related expenses. Flywheel never asks candidates for personal information such as bank account data or tax IDs nor payments via social media or chat-based applications. Report suspected fraud to local authorities immediately. To learn more, click here.

We do not accept unsolicited resumes from 3rd party Recruitment Firms.