Digital Strategy Lead
Posted Jun 16, 2026 · We last checked this listing on Oct 6, 2026
Likely interview questions for this role
Written from this job description, not a generic list. Each one notes what the interviewer is really checking.
About your past
Tell me about a digital initiative you carried from concept through adoption. What made people actually use it?
What they are checking: Whether they know that adoption is the hard part and have done the training and follow-through to get it.
Tell me about a time you had to translate between a technical team and a non-technical client.
What they are checking: Whether they can act as the liaison the role describes, making both sides understand each other.
This role is hands-on. How much do you build yourself versus manage specialists who build?
What they are checking: Whether their working style matches a hands-on lead role rather than a purely strategic or managerial one.
What would you do
A program team built its own spreadsheets because the official system was too slow. How would you handle that?
What they are checking: Whether they find out why people work around the system and fix the cause, instead of just forcing compliance.
You're running an executive briefing and a leader challenges the numbers in your dashboard. What do you do?
What they are checking: Whether they stay calm, trace the data and follow up, keeping credibility with senior program leaders.
Several clients and project teams all want their requests done first. How do you decide what to do?
What they are checking: Whether they can manage competing priorities openly, which the posting says this fast-moving role demands.
How would you run a workshop to figure out what reporting a new transportation program owner actually needs?
What they are checking: Whether they can lead discovery that uncovers real decisions, not just list every report someone could ask for.
About the work
You'd support PMIS, reporting and data governance for large infrastructure programs. Tell me about a PMIS or program reporting system you've helped run.
What they are checking: Whether they have real hands-on experience with program management systems, not just a general digital background.
How would you explain the difference between owner-side and contractor-side infrastructure delivery, and why it matters for the tools we build?
What they are checking: Whether they understand owner needs like oversight and reporting, which the posting says the role must know.
How would you set up data governance so that cost and schedule reports from different teams can be trusted?
What they are checking: Whether they understand data ownership, definitions and quality checks, since leaders make decisions from these reports.
What SharePoint workflows or automations have you built, and what problems did they solve?
What they are checking: Whether they can build practical workflow improvements, which the posting names as part of the job.
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Practice this out loudThe full job description
As published by STV.