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Progressive Insurance Engineering Manager Interview Questions

The questions to prepare for a Progressive Insurance Engineering Manager interview. Questions from real interview reports rank first. Updated weekly.

50questions
~7htotal time
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1
ExecutionStart here. 14 questions · ~112 min
Build Inclusive Team ExecutionEasy

Explain how you create a supportive team environment while respecting diverse perspectives during execution.

Trade-offsSuccess CriteriaRisk AssessmentProgressive Insurance
Prioritize Competing Team ProjectsMedium

Decide how to prioritize competing engineering projects when stakeholders, dependencies, and capacity all conflict.

Trade-offsRoadmappingPrioritizationProgressive Insurance
Managing a Failed Project PivotHard

Describe how you handled a project that failed or required a major pivot, including stakeholder alignment, trade-offs, and risk management.

Rollback PlanTrade-offsRisk AssessmentProgressive Insurance
Support a Struggling Team MemberEasy

Describe how you would help a struggling team member while protecting delivery, team morale, and stakeholder trust.

Success CriteriaRoadmappingRisk AssessmentProgressive Insurance
Clarify Ambiguous Project RequirementsMedium

Explain how you turn vague requirements into aligned scope, clear decisions, and shared understanding for the team.

ClarityDealing With AmbiguityProject ManagementProgressive Insurance
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2
Behavioral & Leadership34 questions · ~272 min
Delegating Versus Staying CloseEasy

Tests judgment on delegation, prioritization, and ownership—especially how you balance team growth with delivery risk.

LeadershipOwnershipPrioritizationProgressive Insurance
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3
More topics2 questions · ~16 min
Strategic Decision Impacting OutcomesMedium

Assesses your strategic thinking and ability to connect decisions to measurable outcomes.

EstimationCompetitive AnalysisGrowth StrategyProgressive Insurance
Team Performance MetricsMedium

Assesses your ability to select meaningful engineering and delivery metrics that drive improvement.

KPIsLeading IndicatorsDiagnosisProgressive Insurance

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