Director of Product Engineering

Open Position

Director of Product Engineering

Role Overview

Cannolai is seeking a strategic, customer-centric product leader who can drive product vision, influence customer-facing success, and ensure smooth end-to-end delivery of the Cannolai AMS platform. This role aligns Product Ownership with a portion of sales Engineering, ensuring that what we build and sell are fully aligned. You will operate as the connective tissue between Product, Engineering, and Sales teams—translating market needs into actionable requirements and delivering measurable value to customers.

Key Responsibilities

Product Ownership

• Own and communicate the product vision, roadmap, and priorities to the development team.
• Define clear user stories and acceptance criteria, ensuring a ready backlog aligned with business goals.
• Coordinate release planning, sprint reviews, and retrospectives with engineering and QA.
• Ensure features are developed, tested, and deployed to spec, on time, and with measurable value.
• Review and accept deliverables from development and QA teams; act as the final product gatekeeper before release.
• Monitor product performance and adoption metrics to inform roadmap adjustments and feature iteration.
• Translate complex business and operational workflows into precise, implementable product specifications.
• Define and maintain data models, status lifecycles, configuration rules, and automation logic across modules.
• Drive consistency in UX patterns, system behavior, and configuration architecture across the platform.
• Identify and resolve gaps between documented requirements and actual system behavior during QA and UAT cycles.
• Establish and maintain a product documentation standard covering specs, data dictionaries, workflow diagrams, and release notes.

Sales Engineering

• Partner with Sales to design and maintain demo environments that reflect real-world use cases and product depth.
• Capture prospect and client feedback and translate it into prioritized, actionable product requirements.
• Influence roadmap decisions using win/loss patterns, competitive signals, and implementation realities.
• Support Sales in live demos as needed.
• Collect, prioritize, and communicate feature requests from sales, prospects, and partners to product leadership and engineering.

Required Skills & Experience

• Proven experience in product ownership, business analysis, solutions consulting, or implementation strategy in a SaaS or enterprise platform environment.
• Experience working directly with development teams in an agile environment.
• Ability to translate business needs into technical requirements and communicate effectively with both engineers and non-technical stakeholders.
• Strong communication and presentation skills; comfortable demoing technology and discussing customer pain points.
• Experience collaborating closely with sales and customer success teams.

Preferred Qualifications

• Familiarity with AMS/ERP systems, member-based organizations, or SaaS enterprise platforms.
• Background in pre-sales engineering, solutions consulting, technical account management, or implementation consulting.
• Experience with Jira or similar agile toolsets.

Benefits for Cannolai Employees 2026

Cannolai partners with TriNet to offer Fortune 500 Benefits and employer services.

Health & Life Benefits

• United Healthcare Medical Plan – multiple plans available, including low deductible; both in network and out of network coverage plans.
• Dental plan: TriNet provides multiple dental plans that you can customize to your own needs. There is an increased maximum annual benefit available and now there are plans offering orthodontic care
• Life Insurance: $50,000
• Vision: Multiple vision plans to choose from to fit your needs. Vision and Glasses exam; lenses/frames coverage and contacts allowance.
• Long/Short Term Disability: you can choose both long and short term disability benefits
• Personalized HR Management System where you can access and enroll in all benefits online, view and acknowledge companywide updates and policies, and go online and view personal information (banking information, home address, pay statements, tax filing etc.) Other Benefits Employee Perks – hundreds of discounts on cell phones, computers, electronics, clothing, movie tickets, theme parks and travel
• Unlimited Time Off – Cannolai offers Unlimited time off for all full-time employees

2026 Holiday Schedule

• January 1, 2026 — New Year's Day
• January 19, 2026 — Martin Luther King Jr. Day
• February 16, 2026 — Presidents' Day
• May 25, 2026 — Memorial Day
• July 3, 2026 — Independence Day (Observed) (July 4, 2026 is a Saturday)
• September 7, 2026 — Labor Day
• October 12, 2026 — Columbus Day
• November 11, 2026 — Veterans Day
• November 26, 2026 — Thanksgiving Day
• November 27, 2026 — Day After Thanksgiving
• December 25, 2026 — Christmas Day

401k (Safe Harbor)

Cannolai offers a 401k plan to eligible employees. Under the Plan, eligible employees may elect to have a portion of their salary (up to IRS maximums) deposited directly into a 401(k) account. This pre-tax contribution is called a “Salary Deferral.” There is no income tax while Salary Deferrals are held in the Plan, and any earnings on Salary Deferrals are not taxed while they stay in the Plan.

• Matching: The Plan is known as a “Safe Harbor Plan” which offers employees a generous employee match according to the following matching formula.
• Eligibility: To be eligible to receive a Safe Harbor Matching Contribution, employees must complete 6 months of Service.

Professional Development

Lifelong learning and continuing education is an important value of the Corporation. Accordingly, the company will fund training, conferences and certification courses which are approved in advance by the CEO.

Performance:.

Employees are entitled to an annual performance review performed by their immediate supervisor.

Pay

Pay days are bi-monthly (15th and last day of month).