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Skepticism Is Data: Why the Loudest Doubter in the Room Is Your Best AI Consultant

Skepticism Is Data: Why the Loudest Doubter in the Room Is Your Best AI Consultant

Picture the scene. A new director walks into a public works meeting with a slick vendor demo, a stack of AI dashboards, and the phrase "digital transformation" ready to launch. Around the table, arms fold. Someone stirs coffee a little too loudly. The most senior engineer, thirty years on the job, finally speaks: "We tried something like this in 2011. It's still sitting in a closet." Everyone nods. The demo ends. Nothing changes.

If that scene made you wince, you already understand the real problem with integrating advanced technologies into infrastructure. The algorithms are not the hard part. The people are.

The tech is the easy part

The technical case has stopped being controversial. California's grid operator is piloting an AI tool to help manage outages, the first system of its kind in North America. Las Vegas used AI-powered traffic analytics to cut wrong-way driving by more than 90 percent and save roughly a million dollars a year. Digital twin systems paired with machine learning have delivered a 30 percent drop in maintenance costs and reduced fault detection from fifteen days to three. These are not futuristic numbers. They are receipts. The more interesting question is why so many programs still stall inside city hall.

The 30 percent problem

Fifteen years of McKinsey research shows that only about 30 percent of major change programs succeed, and the leading causes of failure are employee resistance and management behaviors that do not support the desired change. Not the wrong vendor. The humans, and the leaders who forgot to bring them along. Prosci's benchmarking puts a finer point on it: projects with excellent change management meet or exceed objectives 93 percent of the time, while those with poor change management hit their targets just 15 percent of the time. The single biggest predictor of success, decade after decade, has been active and visible executive sponsorship. Your calendar is your change strategy.

Skepticism is data, not opposition

Expect pushback. Then respect it. A 2025 MissionSquare study of state and local employees found only 28 percent had received any AI training from their employer, and their top concerns were data privacy, reliability of AI outputs, and cost. A global KPMG study found 54 percent of people are wary of trusting AI systems. Deloitte notes a specific quirk in government: leaders are often more nervous than their own workforce. So when a veteran engineer folds their arms at your demo, they are not being difficult. They are surfacing risk you would otherwise miss. Metabolize that instinct into requirements, guardrails, and training plans.

Shared ownership beats slick specs

Run your needs assessment as a listening tour, not a checklist. Bring field crews, dispatchers, finance, and community liaisons into the room before you talk to a single vendor. Ask what breaks most often, what workaround they are quietly running, and what would actually save them time on a Tuesday afternoon. McKinsey found that programs which invited employees to shape the transformation were five times more likely to succeed than top-down efforts, and those with clear metrics were seven times more likely to succeed.

Culture is the operating system

You can install any software on top of a broken culture, and the culture will win. Celebrate the near misses, so when a predictive flag saves a lift station on a holiday weekend, that story gets told at the next all-hands. Budget for learning the way you budget for hardware, because Deloitte reports that 62 percent of employees rate their organization's AI training as average or poor. Make it safe to say "I don't know," or staff will simply shadow-use consumer AI on their phones instead.

Community feedback is a loop, not a survey

Residents are stakeholders too, and increasingly literate about what AI can and cannot do. Build feedback like a sensor network. Multiple channels, redundant paths, quick refresh cycles. Publish plain-language summaries of what your systems do and do not do. When residents flag something surprising, treat it the way maintenance treats a pressure anomaly in a water main: as early warning, not noise.

Money and privacy, the boring things that decide everything

Two objections surface within ninety seconds of any pitch. Cost is the first. The answer is rarely one big check. It is a stacked approach of federal and state grants, public-private partnerships, and phased rollouts that let a pilot earn its next dollar. Privacy is the second. Establish a data governance framework before you touch a live system, train every staff member who touches it, and publish your rules in language a resident could explain at a barbecue.

A word for the newcomer

If you are early in your career, do not wait to be handed authority. The people who shape transformations are rarely the loudest. They are the ones who ask the second question, volunteer for the pilot, and quietly become the person the director calls when a dashboard breaks. Change management is a career accelerant hiding in plain sight.

The ball is in your hands

This week, pick one system in your organization that everyone quietly agrees is fragile. Talk to the three people who know it best. Ask them what a smarter version would look like, and what would have to be true for them to trust it. Write down what they say. That single conversation is worth more than any vendor demo held later. The technology is ready. The evidence is in. The only question left is whether you are willing to lead in a way people will actually follow.


References

Aiken, Carolyn, and Scott Keller. "How Do I Implement Complex Change at Scale?" McKinsey and Company. https://www.mckinsey.com/~/media/mckinsey/dotcom/client_service/public%20sector/pdfs/how_do_i_implement_complex_change_at_scale.pdf.

Deloitte Insights. 2025 Government Trends. 2025. https://www.deloitte.com/us/en/insights/industry/government-public-sector-services/government-trends/2025.html.

Eggers, William, Joshua Knight, and Mahesh Kelkar. "Delivering on the Promise of AI in Government." Deloitte Insights, June 3, 2025. https://www.deloitte.com/us/en/insights/industry/government-public-sector-services/government-trends/2025/scaling-ai-in-government.html.

Eggers, William, Joshua Knight, and Kellie Nuttall. "Tailored AI Training for Government." Deloitte Insights, May 5, 2026. https://www.deloitte.com/us/en/insights/industry/government-public-sector-services/tailored-ai-training-for-government.html.

Intelligent Transportation Systems Joint Program Office. "AI-Based Traffic Management Pilot Program Implemented Near Las Vegas Contributed to a 17 Percent Reduction in Primary Crashes." U.S. Department of Transportation, September 25, 2025. https://www.itskrs.its.dot.gov/2020-b01507.

Keller, Scott, and Bill Schaninger. "Losing from Day One: Why Even Successful Transformations Fall Short." McKinsey and Company, December 7, 2021. https://www.mckinsey.com/capabilities/people-and-organizational-performance/our-insights/successful-transformations.

KPMG International and University of Melbourne. Trust, Attitudes and Use of Artificial Intelligence: A Global Study 2025. April 2025. https://kpmg.com/us/en/media/news/trust-in-ai-2025.html.

MissionSquare Research Institute. Artificial Intelligence in the State and Local Government Workforce. May 2025. https://research.missionsq.org/content/media/document/2025/5/Artificial_Intelligence_StateLocalEmployees.pdf.

NTT DATA. "City of Las Vegas Client Story." Accessed July 20, 2026. https://us.nttdata.com/en/case-studies/city-of-las-vegas-client-story.

O'Donnell, James. "California Is Set to Become the First US State to Manage Power Outages with AI." MIT Technology Review, July 14, 2025. https://www.technologyreview.com/2025/07/14/1120027/california-set-to-manage-power-outages-with-ai/.

Prosci. "Best Practices in Change Management." 2024. https://www.prosci.com/resources/articles/change-management-best-practices.

Yusuf, M., and R. Prasetyo. "AI-Driven Digital Twin Systems for Predictive Maintenance." Civil Engineering Science and Technology, 2025. https://cest.stekom.ac.id/index.php/cest/article/download/5/9.

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Director of Planning
City of Boston

ABOUT THE ROLE Reporting to the Deputy Chief of Streets for Infrastructure & Design, the Director of Planning leads a team of transportation planners and analysts as the data analysis and plan development arm of the Streets Cabinet. This role provides a strategic, data-informed, and community-supported vision to guide capital projects, operational functions, and policy-making. The Director oversees divisions focused on information, data, research, neighborhood planning, and transportation systems planning to build and maintain safe, accessible streets. KEY RESPONSIBILITIES - Act as a technical advisor for boards and commissions, managing sensitive confidential information and communications between developers, attorneys, and public officials. - Develop and implement policies for neighborhood transportation action plans, prioritizing recommendations for future capital and state-of-good-repair work. - Provide leadership to develop and execute a strategic, data-driven transportation work plan, including resource allocation. - Lead citywide policy development for Streets planning with the authority to establish operating guidelines and public-facing service. - Manage and supervise a team of three or more direct-report group managers, including hiring, budgeting, staff assignment, performance reviews, and professional growth. - Oversee systematic collection, storage, and analysis of transportation data, including asset conditions, walking, biking, transit, traffic, and curbside use. - Prioritize and direct transportation research conducted in-house and by outside consultants to support cross-Cabinet needs. - Coordinate intake and assessment of transportation-related requests to maintain neighborhood-based expertise and on-the-ground needs assessment. - Manage and update strategic transportation networks and systems-level plans, including bike networks, transit networks, traffic circulation, and freight logistics. MINIMUM QUALIFICATIONS - At least 10 years of full-time (or equivalent part-time) professional or technical experience in urban/regional planning, land use planning, transportation engineering, or planning, including oversight of public transportation projects with various stakeholders. - At least 5 years of the required experience must be in a supervisory capacity (supervisory experience may not be substituted). - A bachelor's degree in urban planning, regional planning, engineering, transportation, or a related field is preferred and may substitute for 2 years of required experience. - A master's degree in the above-mentioned field is preferred and may substitute for 1 year of required experience. - Demonstrated track record in leading multidisciplinary teams to successfully complete transportation data, policy, and planning projects. - Demonstrated understanding of multimodal transportation policies and projects from planning through implementation and evaluation. - Knowledge of managing, implementing, and evaluating diverse programs with an eye toward data collection and continued improvement. - Familiarity with city or local government operations and the ability to build relationships across departments and levels of government. - Ability to prepare clear reports, direct research, and communicate effectively orally, graphically, and in writing. - Proficiency in modern productivity and collaboration tools, with good judgment and attention to detail. SPECIAL REQUIREMENTS - Boston residency is required. - Experience with Boston Complete Streets Guidelines, and working knowledge of MUTCD, AASHTO, and FHWA guidelines are strongly preferred. - Candidates with a Master's Degree are strongly preferred. SELECTION PROCESS - Applications will be evaluated based on the candidate's education, professional experience, and supervisory track record against the minimum entrance qualifications. - Candidates may be assessed on their demonstrated understanding of multimodal transportation policies, data management, and ability to lead multidisciplinary teams. HOW TO APPLY - Submit an application through the official City of Boston job portal before the posting end date. - For inquiries, contact: elisa.rodrigues-pires@boston.gov EMPLOYMENT DETAILS - Department: Traffic Division, Streets Cabinet - Location: Pwd Central Off. Admin. Rm 714, Boston, MA - Job Type: Regular Full-Time - Union/Salary Plan/Grade: Non-Union / MM2-12 - Hours per week: 35 - Posting End Date: November 7, 2026 - The City of Boston is an Equal Opportunity Employer committed to creating a diverse and inclusive environment. Qualified applicants will be considered regardless of sex, race, age, religion, color, national origin, ancestry, physical or mental disability, genetic information, marital status, sexual orientation, gender identity, gender expression, military and veteran status, or other protected category.

Boston, Massachusetts
117,371.63 - 153,024.95
InfrastructureTraffic Management
7 days ago
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