Director, Data and AI

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Date: May 29, 2025

Location: Chicago, IL, US Toronto, ON, CA

Company: Softchoice

Why you’ll love Softchoice:
We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people. 

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities. 
 

 

The impact you will have:

The Director, Data and AI will bring a combination of people management experience, agile program management experience, and a demonstrated passion for customer experience and satisfaction.  The Director, Data and AI owns the Data and AI practice and will be responsible for the success of this line of business with customers.  

 

As the Director of Data and AI, you will have a significant impact on our customers by: 

  • Guide customers on modernizing and securing their data estates. 

  • Devise strategies for customers to realize a positive ROI on their Data investment. 

  • Helping customers unlock human potential by elevating workforce productivity, collaboration, and quality of work. 

  • Transforming customer experiences with personalized, intuitive AI-powered interactions. 

 

What you’ll do:

 

Strategy Leadership  

  • Lead the strategy and delivery of Data and AI, with a specific focus on the Microsoft platform 

  • Lead the team through development and execution of a comprehensive Data roadmap, adoption and enablement plan tailored to each customer's unique needs. 

  • Be accountable for the financial performance and growth strategy of the Data and AI practice. 

  • Oversee the development and delivery of enablement and continuous improvement programs to empower users and maintain engagement. 

  • Gather and analyze use cases, wins, and scenarios unique to each customer to ensure long-term success. 

  • Bring your experience and thought leadership on data industry trends and advancements to continuously improve service offerings. 

 

Team Leadership 

  • Manage a team of professionals and their assigned workstreams and priorities. 

  • Lead by example required team interactions with Softchoice LOBs such as Sales, Specialty Sales, AI Presales, Category Leadership, PS Services, and others. 

  • Conduct personal development planning for team members with support and alignment to overall cascaded goals. 

 

Services and PreSales Support and Enablement: 

  • Collaborate with Sales, PreSales, Product Management, and Marketing teams to drive Data transformation initiatives. 

  • Manage workstreams to support providing of presales guidance for the Data and AI portfolio. 

  • Lead team efforts with Sales and Presales to enable the selling of solutions offerings in development or already generally available. 

  • Win buy-in and alignment with key leaders in Pre-Sales, Specialty Sales, Category, and Services leadership to ensure effectiveness in execution of solution launch 

  • Manage and ensure delivery of enablement plan to presales and services. 

 

What you’ll bring to the table: 

  • At least 10 years' experience in technology Professional Services 

  • Demonstrated experience coaching and developing direct reports 

  • Proven experience in Data especially the Microsoft Platform including Microsoft Fabric 

  • Strong understanding of data best practices including governance, architecture and operations 

  • Excellent leadership and strategic planning skills with proven ability to manage diverse teams, drive performance, and achieve operational excellence.  

  • Ability to lead cross-functionally and collaborate with various departments. 

  • Exceptional communication and presentation skills. 

  • Ability to analyze and interpret data to drive decision-making. 

  • Bachelor's degree in a related field; advanced degree preferred. 

 


Not sure if you qualify? Think about applying anyway:
We understand that not everyone brings 100% of the skills and experience for the role.

At Softchoice, we offer opportunities to a diverse group including those with a variety of workplace experiences and backgrounds.  Whether you are new to corporate tech, returning to work after a gap in employment, or looking to transition and take the next step in your career, we are excited to learn more about you and encourage you to apply.  

 

Why You’ll Love Working Here:

  • The People: You’ll thrive in our collaborative environment, surrounded by incredible colleagues who foster support and innovation, driving our collective success
  • High-Performing Culture: At Softchoice, we are dedicated to achieving our goals and committed to success for our customers and each other
  • Flexibility: Plan your workdays in a way that suits you best
  • Award-Winning Workplace: Proudly recognized as a Great Place to Work for 20 consecutive years
  • Inclusive Culture: We are committed to an inclusive culture where every team member can be their authentic self
  • Competitive Benefits: Benefit from competitive perks that start on day one


Inclusion & Equal opportunity employment:
We are an equal opportunity employer committed to diversity, inclusion & belonging. People seeking employment at Softchoice are considered without regard to any protected category including but not limited to, race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation.

Require accommodation? We are ready to help:
We are proud to provide interview & employment accommodation during the recruitment and hiring process. If you require any accommodation to apply or interview for a position, please reach out directly to asktalentacquisition@softchoice.com. We are committed to working with you to best meet your needs.

Our commitment to your experience:
We are committed to the safety of all applicants and team members. With that in mind, we have implemented digital interviewing for everyone. We understand that you may need to interview with distractions around you (such as children or furry friends) and we will be doing the same.

Before you start with us, we will conduct a criminal record check, verify your education, and check your references.

When you join Softchoice, we will onboard you remotely. Don't worry. It's quick, simple and you'll be connected with your new team in no time.

 

Job Requisition ID: 6751
EoE/M/F/Vet/Disability 
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Nearest Major Market: Chicago

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