Head of Analytics

If you’re looking for an opportunity to get involved with an exciting industry through tackling unsolved problems with innovation and hard work, and want to get in at the ground level of a rapidly scaling tech company, chances are this could be a great adventure for you. Our culture is centered around both personal and professional development, collaboration, and transparency. We offer a flexible work environment with immense opportunities for growth. The Fun Stuff… You shouldn’t work here if you aren’t fascinated by data, and a nerdy sense of humor is a plus. The reality of this company is that it was built by a group of former leaders who like to have fun and work hard. We have a hyper-focused appreciation for data analytics, and a passion for building close-knit teams. We promote a culture of belonging, curiosity, and both personal and professional development. We want you to want to work here for the rest of your career, but we’re also interested in allowing individuals to grow into whatever the next phase of their career is. Life is short, have fun and love what you do-we hope to be a very cool and exciting chapter of your story. The Expectations… At the end of the day, we want to work with good people. We also expect a lot out of our team. We’re on a path to be the premier sponsorship data and analytics company, and that takes work. We let people take the reins and give a lot of trust to get their work done. We won’t be that over-your-shoulder company and will provide you with the tools to succeed with the expectation of giving us your best work. We’re looking for a genuine sense of curiosity and a strong work ethic. We also will be the first to champion and praise your awesome good work and want you to do the same for your colleagues when they build something cool.

Job Summary The Trajektory team is looking for an ambitious, creative, resourceful, and results-driven Head of Analytics to lead our growing data operations team in Chicago. As a member of the leadership team, you will be self-sufficient in running a cross-functional department that delivers on Business Intelligence (BI) and Professional Services commitments.

You will coordinate with BI Analysts to deliver industry-leading data validation, continuously update Trajektory’s proprietary valuation models, support client reporting/recaps, and partner with Product & Engineering to drive platform features and automation., 1. Leadership & Team Management

• Cross-Functional Collaboration: Serve as the core bridge connecting Business Intelligence, Professional Services, Sales, and Customer Success to translate raw technical data into executive-ready narratives.
• Capacity Planning: Implement data-driven capacity planning to optimize the distribution of project tasks and ensure on-time delivery of client data and reports.

1. Sponsorship Valuation & Data Prowess * Evolve Methodology: Support the scaling of Trajektory’s core sponsorship valuation methodology across multiple channels (Broadcast, Social, Digital, and In-Venue). * Data Storytelling & Thought Leadership: Drive strong data analysis and compelling storytelling across the organization, leveraging our data to create analysis, studies, and white papers that solidify Trajektory’s position as an industry leader. * Analytical Excellence: Act as the organization’s expert in data and analytics, ensuring the team maintains the highest level of rigor and insight when translating complex data into business value.

2. Professional Services & Custom Projects * Project Scoping & Delivery: Collaborate directly with the Commercial team (Sales, Customer Success) to scope, price, and deliver ad-hoc consulting projects (e.g., custom league rate cards, naming rights, and economic impact analyses). * Efficiency & Templatization: Develop standardized playbooks and templates for custom deliverables to reduce manual labor, optimize margins, and speed up delivery times.

3. Customer Success & GTM Enablement * CFO-Ready Client Insights: Support Customer Success with “CFO-ready” benchmarking, white-space analysis, and executive summaries to maximize client renewals and expansions. * Sales & Marketing Content: Equip Sales and Marketing with compelling data-driven talking points, industry reports, and case studies to accelerate brand and agency sales pipeline velocity.

• A Good Human: Embody our company values of transparency, collaboration, and high-integrity work.
• Experience: 6+ years of leadership experience in Business Intelligence, Consulting, or Sports/Sponsorship Analytics. Experience in a B2B SaaS startup environment is highly preferred.
• Sponsorship Industry Knowledge: Deep understanding of the sports sponsorship ecosystem, including broadcast media buying, social tracking, in-venue placement, and demographic analysis.
• Technical Analytics Toolkit:
• Strong analytical skills with the ability to structure and manipulate massive data sets.
• Advanced SQL skills and experience working with cloud data warehouses (e.g., Google BigQuery, Snowflake).
• Experience with statistical environments (e.g., R, SPSS, SAS) is highly preferred.
• Experience utilizing business intelligence visualization tools (e.g., Looker Studio, Tableau) to build client dashboards.
• CRM & Project Management: Experience leveraging Salesforce or HubSpot for data reporting, and tools like Asana for operational project management is a plus.
• Prioritization Specialist: ability to effectively manage and organize the priority order of tasks and projects across the team, accounting for the short- and long-term commercial impacts.
• Problem-Solver: Immense curiosity and a drive to get to the “WHY” behind data trends.
• Communication: Exceptional verbal and written communication skills; ability to explain complex statistical models to non-technical client stakeholders.
• GSD Leader: read as “Get Shit Done” and move with purpose
• Bonus Points: A nerdy sense of humor and/or a collection of sports data dad jokes!

Job Questions:

1. Have you personally built, designed, and deployed client-facing dashboards (using tools like Tableau, Looker Studio, or PowerBI) within the past 12 months?
2. Have you regularly presented complex data models, valuations, or analytics insights directly to client-facing executives (C-suite, VPs, or directors)?
3. Do you have professional experience working with sports analytics, sponsorship valuation, broadcast media buying, or digital media tracking?
4. How many years of hands-on experience do you have writing complex SQL queries and structuring data within cloud data warehouses (e.g., Snowflake, BigQuery, Redshift)?
5. How many years of experience do you have directly managing, coaching, or mentoring data analysts, business intelligence teams, or professional services consultants?

Based in downtown Chicago, Trajektory is an innovative data insights and valuation technology company with a unique take on how to leverage and value data throughout the sports, media, and entertainment industries. Trajektory was founded by a group of former industry executives from throughout the sports, media, and entertainment industries, drawing upon executive experience from the NFL, NBA, MLB, NHL, NCAA, WNBA, AFL, and e-sports. Culture is a major priority, as both personal and professional development is supported and believed in from the company’s leadership team.