Principal Engineer

About this role

Description
Company Overview
SundaySky is a category-defining SaaS platform that enables enterprises and upper mid-market organizations to deliver highly personalized video experiences at scale across the entire customer lifecycle. Built for modern, data-driven teams, the platform empowers marketers, CX leaders and field organizations to transform complex data into dynamic, relevant video communications that deepen engagement, improve the customer experience, increase conversion, and strengthen long-term relationships. Founded in Tel Aviv in 2007, SundaySky serves some of the world’s most recognized banking, financial services, and insurance firms. As the pioneer of AI-powered video personalization, SundaySky reimagines how enterprises communicate. Moving beyond static, one-size-fits-all content to intelligent, adaptive video experiences. The platform combines generative AI, real-time rendering, and an intuitive creation workflow to make personalized video fast, scalable, and measurable. By unifying creation, personalization, distribution, and optimization in a single system, SundaySky enables teams to deliver emotionally resonant experiences that drive outcomes, turning video into a core growth and engagement engine rather than a costly, slow-moving production exercise.
Investment History
In July 2022, SundaySky completed a $100 million investment from the private equity firm Clearhaven Partners, providing capital for growth and innovation. This investment completes the transition of the business from a managed services company to a SaaS company, enabling the next stage of growth. Clearhaven is a Boston-based private equity firm focused exclusively on software and technology investments. Founded in 2019 by an investor-operator team with over 50 years of combined experience, Clearhaven was purpose-built to partner with differentiated, growth-stage software companies. The firm invests thematically in high-quality B2B software businesses, supporting management teams seeking an operationally focused partner to drive transformational growth.
The Opportunity
SundaySky is positioned in an incredible market for personalized, enterprise video. The company represents an extremely attractive opportunity in a fast-growing market:

• Compelling financial profile

• $25M+ revenue

• 20%+ SaaS bookings growth in 2025 vs. 2024

• EBITDA positive

• 80 FTE globally

• Significant market opportunity

• TAM for Enterprise Video Content Management

• $48B+ TAM with a growing CAGR of 13% by 2030

• 65% of businesses use videos for customer service, 61% of companies use videos for employee communications

• Opportunity to activate moments that matter during the customer lifecycle through personalized video to drive real business outcomes

• Strong Customer Base

• Blue chip customer base in banking, financial services and insurance

• Leading banks and financial service firms such as Bank of America, Schwab, Morgan Stanley, T. Rowe Price, Ascensus, Broadview and Bread Financial

• Health, commercial and property insurance firms including Chubb, Zurich America, Progressive, Liberty, Aetna, UnitedHealth Care, Anthem, Emblem, Kaiser Permanente, and Florida Blue

About the Role
We are seeking a Principal Engineer to provide hands-on technical leadership across SundaySky's product and platform. This is a senior individual-contributor role for an engineer who can turn ambiguous business and product goals into durable architecture, lead the most complex cross-platform initiatives, and materially improve how the engineering organization designs and delivers software. The ideal candidate combines deep full-stack and distributed-systems expertise with pragmatic judgment, strong product thinking, and the ability to influence through technical credibility. This person will remain close to the code while setting direction across video creation, personalization, rendering, data, AI, distribution, and the shared platform capabilities that support them.
Responsibilities

• Define and evolve the technical architecture for SundaySky's multi-tenant SaaS platform across frontend applications, backend services, data systems, media pipelines, integrations, and cloud infrastructure.

• Lead the technical strategy and design for the company's highest-risk, most ambiguous, and most cross-cutting product and platform initiatives.

• Translate business strategy, product requirements, and customer needs into scalable technical capabilities, sequenced investments, and executable implementation plans.

• Serve as a hands-on technical leader by prototyping critical paths, contributing production code, reviewing high-impact changes, and resolving the hardest engineering problems.

• Establish clear architectural principles, service boundaries, integration patterns, data contracts, and decision records that enable teams to move quickly without creating unnecessary complexity.

• Drive modernization of established platform components while preserving business continuity and the delivery of new customer value.

• Identify and address systemic risks involving scalability, performance, reliability, availability, security, privacy, operability, and maintainability.

• Guide the architecture of video creation, real-time and batch rendering, personalization, animation, media processing, asset management, analytics, and distribution capabilities.

• Shape the responsible use of generative AI, large language models, synthetic media, and AI-assisted engineering tools across the product and development lifecycle.

• Partner with Product and UX to evaluate solution options, expose constraints early, and balance customer value, delivery speed, platform leverage, and long-term technical health.

• Partner with Engineering leadership, DevOps, QA, and Security to improve system design, delivery practices, production readiness, and operational resilience.

• Lead technical discovery, architecture reviews, design reviews, and cross-team alignment for major…