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Rollout

Mobile AI assistant for officer reporting

Senior Product Engineer

Full-Time
No salary listed
Senior
New York, NY, USA
HybridHybrid work in the New York City area, with travel to customer sites.
Software EngineeringAI Application Engineering

About the job

Requirements
  • The candidate must have a track record of shipping real features end-to-end, from vague requirements to production, with minimal specification.
  • The candidate must be comfortable using artificial intelligence tools as a core part of building features collaboratively with a large language model.
  • The candidate must demonstrate solid technical judgment and know their technology stack well enough to avoid costly mistakes, even without designing the system architecture.
  • The candidate must have business and user intuition and be able to reason about why a feature matters, not only how to build it.
  • The candidate must communicate effectively with technical and non-technical audiences, including through direct customer interaction.
  • The candidate must operate independently in ambiguous situations while knowing when to ask for guidance.
Responsibilities
  • Take ambiguous, loosely specified problems such as a Trello card, a customer complaint, or a hunch and turn them into shipped features using artificial intelligence tools and involving teammates when appropriate.
  • Talk directly to customers in Louisville and beyond to understand their needs and challenge ideas that will not hold up in the field.
  • Make sound technical decisions in service of the product and apply sufficient architectural knowledge to avoid technical pitfalls without owning the system end-to-end.
  • Translate business priorities into technical tradeoffs and translate technical considerations into business terms, including revenue and adoption discussions as well as latency and data models.
  • Debug and resolve production issues in owned features.
  • Document decisions and communicate tradeoffs clearly to technical and non-technical audiences.
  • Spend time with customers at customer sites to observe officers using the product and improve the product based on those observations.

About the company

Rollout provides AI-powered assistants for law enforcement to reduce administrative work. Its core product is a mobile patrol assistant that captures incident data on the scene—documents, photos, and voice notes—and then drafts a narrative and a report. An in-car laptop agent can populate existing records management systems or PDF forms without requiring agencies to replace their current software. The company pilots with police departments to tailor workflows and aims to expand partnerships to cut officers' administrative workload and increase time for field presence.

Company Size

1-10

Company Stage

Early VC

Total Funding

$3.1M

Headquarters

New York City, New York

Founded

2013

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Simplify's Take

What believers are saying

  • Rollout raised $5.5 million on August 11, 2026, led by Trilogy Equity Partners.
  • Hiring engineering and product design in New York signals expansion beyond pilots.
  • Officers in pilot agencies test voice notes, photos, and AI report drafting daily.

What critics are saying

  • Motorola-owned Hyper is already automating police calls, intensifying procurement pressure.
  • Public-sector AI reporting invites errors, discovery fights, and union resistance during 2026 rollouts.
  • If Louisville or Haverstraw reject renewals, Rollout loses its only disclosed traction.

What makes Rollout unique

  • Rollout layers onto existing RMS and PDF workflows, avoiding integration replacements.
  • Rollout's pilots with Louisville Metro PD and Haverstraw PD anchor real field feedback.
  • Ted Sullivan and Kiril Savino reuse GameChanger's usability playbook for police paperwork.

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Benefits

Hybrid Work Options