AI Video Content Creator - Downtown Chicago!

Job highlights Identified by Google from the original job post Qualifications • AI embedded in several cross-functional workflows • Demonstrated experience building and deploying AI-powered workflows in real-world environments • Technical fluency with LLM platforms, agents, automation/orchestration tools, and lightweight scripting • Comfort operating independently in ambiguous environments • Strong collaboration skills with the ability to influence at all levels of the organization • Startup or founder experience • Experience building internal tools or automation systems • Real product examples you can share that you’ve built with AI • A track record of reducing cycle times or materially increasing team output • 6 more items(s) Benefits • Medical, Dental, and Vision Insurance • 401k with company match • Restricted Stock Units • Flexible Time Off • Volunteer Time Off • Headspace membership for guided meditation and stress-relieving tools • Monthly cell phone and internet stipend • Subscription to LinkedIn Learning and tuition reimbursement of up to $2k per calendar year • Compensation Range: $200K - $240K • 6 more items(s) Responsibilities • Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users • Reports to: Chief Product Officer • Increase throughput across the company by intelligently deploying AI into high-leverage workflows • You will identify opportunities, rapidly prototype solutions, validate ROI, and operationalize AI-driven systems that meaningfully compress cycle times and improve team effectiveness • Where appropriate, you will define the architecture and rationale for scaling successful pilots into production-grade systems • This role is ideal for a builder-operator who thrives in ambiguity, moves quickly, and knows how to translate emerging technology into measurable business impact • Audit workflows across departments to uncover repetitive, high-friction, and high-volume processes • Quantify impact in terms of time saved, output increased, or decision cycles shortened • Maintain and prioritize a living AI opportunity roadmap aligned to company goals • Prototype and Deploy • Rapidly build functional AI-powered tools and automations using APIs, workflow orchestration platforms, and lightweight scripting • Launch pilots within days or weeks—not quarters • Validate ROI and adoption before scaling • Operationalize for Scale • Partner with Engineering to productionize successful initiatives • Define guardrails, governance, data handling standards, and monitoring processes • Establish clear handoff documentation and architecture plans when deeper investment is justified • Drive Enablement and Adoption • Create internal playbooks and best practices for AI usage • Run workshops and training sessions to elevate AI fluency across teams • Serve as a cross-functional advisor to leaders seeking to accelerate their functions with AI • Measure and Report Impact • Track adoption, cycle time reduction, and measurable throughput improvements • Report impact to executive leadership • Sunset low-impact experiments quickly and reallocate focus • Multiple pilots launched • At least one visible, high-impact workflow accelerated • Documented improvements in output velocity • Measurable increase in organizational throughput • AI embedded as a default tool across critical operations • Clear roadmap for scaling AI capabilities further within SpotOn • 28 more items(s) More job highlights Job description About SpotOn

We’re not just building restaurant tech, we’re giving independent restaurants the tools to compete and win.

From our award-winning point-of-sale to AI-powered profit tools, everything we do helps operators boost profit, work smarter, and keep their best people.

And every solution is backed by real humans who actually give a sh*t about helping restaurants succeed.

• Named the #1 Resta...urant POS by G2 (Fall 2025), based on ratings from real users

• Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users

• Awarded Great Places to Work and Built In’s Best Workplaces for multiple years running

We move fast, care hard, and fight for independent restaurant operators to do what they love, and love doing it.

If you’re looking to make an impact with heart and hustle, SpotOn is the place for you.

Director of AI Acceleration

Reports to: Chief Product Officer

SpotOn is on a mission to help restaurants thrive through next-generation technology.

Our mandate goes well beyond payments.

It’s the software, resources, and data business owners need to achieve success.

We care deeply about having fun, working hard, and—most importantly—creating a better world for business owners and their staff.

SpotOn technologically fuels tens of thousands of restaurants across the U.S., delivering the tools they need to run and grow their businesses with confidence.

About the Role

SpotOn is seeking a Director of AI Acceleration to increase organizational output by embedding AI into our internal operations.

This is not a research role.

It is not an innovation lab experiment.

It is a hands-on, high-agency leadership position focused on accelerating execution across Product, Engineering, Operations, Support, Sales, Marketing, and G&A.

Your mandate is simple and measurable:

Increase throughput across the company by intelligently deploying AI into high-leverage workflows.

You will identify opportunities, rapidly prototype solutions, validate ROI, and operationalize AI-driven systems that meaningfully compress cycle times and improve team effectiveness.

Where appropriate, you will define the architecture and rationale for scaling successful pilots into production-grade systems.

This role is ideal for a builder-operator who thrives in ambiguity, moves quickly, and knows how to translate emerging technology into measurable business impact.

What You’ll Do

Identify High-Impact Opportunities

• Audit workflows across departments to uncover repetitive, high-friction, and high-volume processes.

• Quantify impact in terms of time saved, output increased, or decision cycles shortened.

• Maintain and prioritize a living AI opportunity roadmap aligned to company goals.

Prototype and Deploy

• Rapidly build functional AI-powered tools and automations using APIs, workflow orchestration platforms, and lightweight scripting.

• Launch pilots within days or weeks—not quarters.

• Validate ROI and adoption before scaling.

Operationalize for Scale

• Partner with Engineering to productionize successful initiatives.

• Define guardrails, governance, data handling standards, and monitoring processes.

• Establish clear handoff documentation and architecture plans when deeper investment is justified.

Drive Enablement and Adoption

• Create internal playbooks and best practices for AI usage.

• Run workshops and training sessions to elevate AI fluency across teams.

• Serve as a cross-functional advisor to leaders seeking to accelerate their functions with AI.

Measure and Report Impact

• Track adoption, cycle time reduction, and measurable throughput improvements.

• Report impact to executive leadership.

• Sunset low-impact experiments quickly and reallocate focus.

What Success Looks Like

Within 90 Days:

• Top 10 AI leverage points identified.

• Multiple pilots launched.

• At least one visible, high-impact workflow accelerated.

Within 6 Months:

• AI embedded in several cross-functional workflows.

• Documented improvements in output velocity.

• Internal AI enablement framework established.

Within 12 Months:

• Measurable increase in organizational throughput.

• AI embedded as a default tool across critical operations.

• Clear roadmap for scaling AI capabilities further within SpotOn.

What You Bring

• Demonstrated experience building and deploying AI-powered workflows in real-world environments.

• Technical fluency with LLM platforms, agents, automation/orchestration tools, and lightweight scripting.

• Comfort operating independently in ambiguous environments.

• Strong collaboration skills with the ability to influence at all levels of the organization.

Bonus if you have:

• Startup or founder experience.

• Experience building internal tools or automation systems.

• Real product examples you can share that you’ve built with AI.

• A track record of reducing cycle times or materially increasing team output.

Why This Role Matters

SpotOn’s mission requires velocity.

As we continue to scale, increasing output per team member is one of the highest-leverage investments we can make.

This role will help SpotOn operate smarter, faster, and more effectively—ensuring we continue delivering transformative technology to restaurant owners nationwide.

Benefits

We’re known for our innovative software and technology solutions, but we stand out because of the caring, smart, and hard-working humans behind the tech.

We can’t take care of our clients without taking care of our employees first, and that’s why we invest in you with a competitive benefits package that includes:

• Medical, Dental, and Vision Insurance

• 401k with company match

• Restricted Stock Units

• Flexible Time Off

• Volunteer Time Off

• Headspace membership for guided meditation and stress-relieving tools

• Employee Resource Groups for Diversity and Inclusion, Women, LGBTQIA+, and other communities

• Monthly cell phone and internet stipend

• Subscription to LinkedIn Learning and tuition reimbursement of up to $2k per calendar year

SpotOn is an equal employment opportunity employer.

Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.

We will never ask candidates to pay fees, purchase equipment, or share sensitive personal or financial information during the hiring process.

All legitimate communication from our recruiting team will come from an official company email address (@spoton.com). If something seems suspicious, please contact us at careers@spoton.com.

SpotOn is an equal employment opportunity employer.

Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.

SpotOn is an E-Verify company.

Compensation Range: $200K - $240K

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