Experienced Roundabout Assessment Innovation and Information Director – Tax Data Technology & Enterprise Solutions Leadership

Posted 2026-05-05
Remote, USA Full-time Immediate Start

About arenaflex

Welcome to arenaflex – a dynamic and forward-thinking organization that is transforming the way businesses approach tax data management, automation, and technological innovation. As we continue to expand our global footprint across multiple business lines, our commitment to excellence in financial technology and data-driven decision making has never been stronger. We are not just a company; we are a movement towards smarter, more efficient enterprise solutions that empower organizations to navigate the complex landscape of modern taxation and data management.

At arenaflex, we believe that the future of financial operations lies in the intelligent application of data, cutting-edge technology, and innovative thinking. Our culture celebrates those who dare to challenge the status quo, who see obstacles as opportunities, and who are passionate about building solutions that will shape the industry for years to come. We have assembled an elite team of professionals who are experts in their respective fields – from finance and accounting to engineering and data science – and we are looking for a visionary leader to join our growing family.

Our mission extends beyond mere profit; we are committed to empowering local economies and creating meaningful connections between businesses and the communities they serve. When you join arenaflex, you become part of something bigger – a team that truly makes a difference in how organizations handle their most critical data challenges.

About the Role

We are currently seeking a highly skilled and experienced Roundabout Assessment Innovation and Information Director to lead our tax data and technology initiatives. This pivotal role will serve as a vital contributor to our Finance Group and will be responsible for supporting the innovation and information needs of the entire organization. You will report directly to the Chief Financial Officer and work closely with cross-functional teams to ensure the integrity, efficiency, and advancement of our tax data ecosystem.

As arenaflex continues to grow and evolve, our need for large-scale data solutions and sophisticated technological tools is compounding. We are seeking a candidate with proven experience implementing, utilizing, and maintaining extensive environments of tax data and cutting-edge technologies. This individual will also support the assessment data needs arising from our business expansion and tax compliance projects, acting as a bridge between tax, engineering, and business teams to identify and execute necessary changes to our data infrastructure.

If you are excited about the prospect of driving our finance team into the future, working collaboratively across departments to explore groundbreaking ideas and pushing our data capabilities to their fullest potential, then this is the perfect opportunity for you.

Key Responsibilities


  • Strategic Partnership: Work directly with stakeholders to identify tax data and technology needs, define comprehensive requirements, and manage execution of critical initiatives from conception to completion.

  • Technical Collaboration: Partner directly with data engineers and developers to design new data sources and tooling that meet the evolving needs of the tax and finance teams.

  • Innovation Champion: Constantly challenge the status quo and develop smarter, more efficient ways of approaching complex data challenges and workflow optimization.

  • Problem Solving: Tackle intricate problems using data-driven approaches at scale, implementing solutions that have enterprise-wide impact.

  • Technology Exploration: Experiment with cutting-edge technologies such as Artificial Intelligence and Machine Learning to bring innovative solutions to tax processes and data management.

  • Roadmap Development: Participate in defining the organization's tax data and automation strategy, contributing to long-term technological roadmaps that align with business objectives.

  • Cross-Functional Leadership: Work cross-functionally end-to-end, between our business teams at the front, engineering in the middle, and accounting teams at the back to ensure the integrity of our tax data streams throughout the organization.

  • Team Empowerment: Elevate the tax team's understanding and utilization of automation technologies through knowledge sharing, training, and collaborative initiatives.

  • Process Excellence: Develop and maintain workflows using Alteryx Cloud and other automation platforms to streamline tax data processing and reporting.

  • Data Governance: Ensure data quality, consistency, and compliance across all tax-related data systems and reporting mechanisms.

Essential Qualifications


  • Educational Background: Bachelor's or Master's Degree in Accounting, MIS, Computer Science, Finance, or a comparable field of study is required.

  • Financial Data Expertise: Demonstrated experience managing large sets of financial data with accuracy and attention to detail.

  • Experience Level: Minimum of 4+ years of progressive experience in data and automation roles; prior tax-related data experience is highly preferred.

  • Technical Proficiency: Strong experience developing workflows in Alteryx Cloud is essential for this role.

  • Database Skills: Deep experience running complex SQL queries and managing relational databases.

  • Technology Stack: Working knowledge of technology tools including Alteryx Desktop, Snowflake, Python, and other data processing platforms.

  • Requirements Development: Experience writing business requirements and conducting testing to support large-scale data projects.

  • Data Analysis: Proven experience participating in the exploration and testing of new data sets and data sources.

  • Productivity Tools: Proficiency in using various productivity platforms such as Monday.com, Microsoft Office Suite, and Google Workspace (G-sheets, docs, and slides).

  • Analytical Abilities: Strong attention to detail combined with exceptional analytical, organizational, and problem-solving skills.

  • Self-Motivation: Self-motivated individual with a proven ability to handle multiple projects simultaneously and prioritize work independently.

  • Intellectual Curiosity: Naturally curious and driven to find the right answer, even when facing complex challenges.

  • Communication Skills: Outstanding written and verbal communication skills, with the ability to translate technical concepts for non-technical stakeholders.

  • Emotional Intelligence: Strong sense of empathy and compassion for others, fostering collaborative relationships across all levels of the organization.

Preferred (Bonus) Qualifications


  • Experience with Machine Learning and Statistical Analysis methodologies

  • Knowledge of database design and ETL (Extract, Transform, Load) best practices

  • Proficiency in scripting languages and the ability to review code for accuracy

  • Alteryx Core Certification

  • CPA, CMA, or equivalent professional certification (or candidate status)

  • Experience in SaaS or technology-driven financial services environments

  • Familiarity with international tax regulations and compliance frameworks

Why You'll Love Working at arenaflex

At arenaflex, we have cultivated an environment where innovation thrives, and every team member has the opportunity to make a meaningful impact. Here's what makes our workplace special:


  • Leadership Culture: Leadership isn't limited to our executive team – it's something everyone at arenaflex embraces and embodies. We empower all employees to take ownership and lead initiatives that drive positive change.

  • Practitioners at Heart: We believe the best way to predict the future is to build it. Creating solutions that will lead our company and our industry is what we do – on every project, every single day.

  • Continuous Learning: We won't hesitate to dive in and uncover the truth, whether it's comfortable or uncomfortable. Everyone here is constantly learning and growing, regardless of whether they've been in a role for one year or one moment.

  • Client Focused: Our mission to empower local economies shapes how our colleagues make decisions. We are committed to our clients, partners, and stakeholders and believe in connecting people with opportunity.

  • One Team: The magic of arenaflex is our people – together we make our ambitious goals achievable and drive each other to greater heights.

Compensation and Benefits

We recognize that our employees are our most valuable asset, and we are committed to providing competitive compensation packages that reflect the importance of the contributions our team members make. The salary for this position is competitive and commensurate with experience, skills, and qualifications.

In addition to attractive base compensation, we offer a comprehensive benefits package that includes:


  • Health & Wellness: Comprehensive medical, dental, and vision coverage for employees and their families, with options to choose plans that best fit individual needs.

  • Financial Security: 401(k) retirement plan with generous company match, short-term and long-term disability coverage, and life insurance.

  • Paid Time Off: Generous PTO policy including vacation days, sick leave, and personal days to support work-life balance.

  • Parental Leave: Extensive paid parental leave for new parents to welcome their little ones.

  • Professional Development: Opportunities for career growth, continuous learning, and professional development through training programs and educational assistance.

  • Wellness Programs: Access to wellness resources and programs to support physical and mental health.

  • Equity Opportunities: Stock options or equity awards that allow you to share in the company's success.

  • Flexible Work Arrangements: Support for remote work and flexible scheduling to accommodate diverse needs.

  • Employee Assistance Program: Confidential support services for personal and professional challenges.

Our Commitment to Diversity and Inclusion

At arenaflex, we are committed to growing and empowering a more inclusive community within our organization, industry, and cities. That's why we hire and develop diverse teams of people from all backgrounds, experiences, and perspectives. We believe that true growth happens when everyone has a seat at the table and the tools, resources, and opportunity to succeed.

Expression of Non-Discrimination: In accordance with our beliefs and goals, no employee or candidate will face discrimination or harassment based on: race, color, heritage, national origin, religion, age, gender, marital/domestic partner status, sexual orientation, gender identity or expression, disability status, or veteran status. Beyond discrimination and harassment based on "protected categories," we also strive to prevent other subtle forms of inappropriate behavior (i.e., stereotyping) from gaining traction in our office. Whether overt or hidden, barriers to progress have no place at arenaflex.

We strongly encourage applications from diverse candidates who identify as women, non-binary or gender non-conforming, LGBTQIA+, Native American or Indigenous, Black or African American, Hispanic or Latinx, Native Hawaiian or Other Pacific Islander, differently abled, caregivers, and veterans. We value a diverse workforce and believe that different perspectives drive innovation and success.

Join Our Team

If you are ready to take the next step in your career and make a significant impact at a company that values innovation, collaboration, and personal growth, we encourage you to apply for this exciting opportunity. As the Roundabout Assessment Innovation and Information Director at arenaflex, you will play a crucial role in shaping the future of our tax data infrastructure and driving technological excellence across the organization.

This is more than just a job – it's an opportunity to be part of something transformative. You'll work alongside talented professionals, tackle challenging problems, and have the freedom to innovate and implement solutions that truly make a difference. We are looking for passionate individuals who are excited about leveraging data and technology to solve complex business challenges.

Don't miss this chance to join a team that is redefining what's possible in tax data management and enterprise solutions. Apply today and take the first step towards an exciting and rewarding career at arenaflex. We can't wait to see what you'll bring to our team!

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