About Comply365

Comply365 is a leading global provider of compliance, safety, training and data intelligence technologies serving the aviation, defence and rail industries with over 500+ customers located in more than 80 countries across 6 continents.

Comply365 delivers enterprise SaaS and mobile solutions that enable operational management, safety, compliance, and content distribution for highly regulated industries. Our platform supports the world’s most mobile and remote workforces with targeted delivery of mission‑critical information that enables safe, efficient, and compliant operations.

Our culture truly sets us apart. In addition to our unwavering dedication to our customers and products, we are first and foremost a diverse team of driven, energetic and passionate individuals who work together to make a direct impact on the future of our company. We have built, and continue to build, a world‑class, dynamic and people‑first culture that celebrates achievement, transparency and collaboration.

About The Role

As a Lead Senior Product Manager, you will be a hands‑on senior product leader who owns meaningful product areas direction while also line‑managing a team of Product Managers.

This is a player‑coach role; you will be expected to lead by example running discovery, shaping roadmaps, and working closely with engineering and design, while developing the PMs around you and creating the conditions for the team to do their best work.

This role suits an experienced PM who is ready to take on people management for the first time or is early on their management journey, and who wants to stay close to the product rather than move into a purely strategic leadership position.

What you'll be doing

Own one or more product areas end‑to‑end from discovery through to delivery maintaining deep customer and domain knowledge
Lead customer research, problem framing, and validation for your product areas, setting the standard for how discovery is done across the team
Write clear, well‑reasoned specs and briefs; make prioritisation decisions with confidence and communicate the rationale openly
Work closely and collaboratively with Engineering, QA, UX, and Delivery to ship high‑quality product increments on a regular cadence

Line Management & Team Development

Line manages a team of Product Managers, providing regular 1:1s, clear feedback, and active support for their professional growth
Help PMs develop strong discovery habits, prioritisation skills, and stakeholder communication coaching through real work rather than in the abstract
Create clarity on standards and expectations; support PMs to navigate ambiguity and make good decisions independently
Identify development needs and help each PM build toward the next level of their career
Drive thoughtful adoption of AI in PM team workflows, helping Product Managers use AI tools to improve research, synthesis, documentation, and delivery quality while maintaining strong judgement, data security, and responsible usage standards

Roadmap & Stakeholder Collaboration

Contribute to and help maintain a coherent cross‑portfolio roadmap, ensuring your product areas connect clearly to company priorities
Engage confidently with internal stakeholders Engineering, Sales, Customer Success, to align on priorities and manage competing demands
Represent your product areas in cross‑functional forums and elevate issues and decisions appropriately
Support customer‑facing conversations where deep product knowledge is needed
Partner with Engineering, Data, Security, and Compliance to assess, prioritise, and govern AI opportunities responsibly, balancing customer value, risk, cost, and operational readiness

Essential Skills & Experience

A strong, experienced Product Manager; you are genuinely hands‑on and proud of it; this is not a role for someone who wants to step away from the craft
Demonstrated ability to disrupt or re‑imagine standard PM workflows using AI, whether through hands‑on experimentation, tooling adoption, or rethinking how discovery, requirements, or prioritisation get done
Evidence of thought leadership in the PM craft, the product space, or both whether through writing, speaking, community contribution, or the way you've actively shaped thinking and practice inside your organisation
Proven ability to own a product area end‑to‑end: discovery, prioritisation and delivery
Experience with or readiness for line management, you care about developing others and are ready to invest time in your team
Experience delivering B2B SaaS products, ideally in complex or regulated environments where quality and reliability matter
Clear, confident communicator, able to write crisp specs, facilitate productive meetings, and influence without authority
Data‑literate, with experience defining and tracking product metrics to inform decisions
Empathetic and direct: you give honest feedback, create psychological safety, and hold a high bar

Desirable Skills & Experience

Experience in aviation, rail, or another safety‑critical or compliance‑heavy regulated industry
Familiarity with AI‑assisted product features and practical experience bringing AI capabilities to market, including experimentation, evaluation, adoption, and responsible AI considerations
Background in enterprise content management, document management, or workflow software

Why Come Aboard?

Private Medical Insurance with Vitality Health
27 days holiday (plus bank holidays), rising with length of service
Hybrid working
Buy/sell up to 3 days holiday
Healthcare plans with WPA and Unum
Career development and professional growth opportunities
Promoting work/life balance
Pension with Scottish Widows
Discount Platform via Perkbox
Free drinks and snacks on‑site
Octopus EV Salary Sacrifice Scheme (after probation)
Cycle to Work Scheme (after probation)

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