Director of Messaging Strategy, Operations & Compliance

Trusted by more than 18,000 Shopify and Shopify Plus stores—like Brooklinen, Ruggable, True Classic and Dr. Squatch—Postscript gives ecommerce brands the tools they need to run a world-class SMS marketing program.

We’re on a mission to make SMS the number-one revenue channel for ecommerce merchants by delivering an easy-to-use platform where they can grow their subscriber list, develop and test their messaging strategy, deliver excellent customer service, and drive sales and loyalty—all in one place. We believe SMS is the most important marketing and sales channel of the decade, and that vision drives everything we do.

Postscript was founded in 2018 as a 100% remote organization. With more than 250 employees (and counting!), we’re backed by Greylock, Y Combinator, and other top investors.

Role Overview

As Director of Messaging Strategy, Operations & Compliance, you’ll lead the teams responsible for ensuring the strategic health, regulatory integrity, and operational excellence of Postscript’s messaging platform. Reporting to the SVP of Legal & Messaging Strategy (member of the strategic leadership team), you’ll oversee two high-impact areas: (1) Messaging Operations – including phone number provisioning, channel selection (e.g. 10DLC, short code, toll-free, OTT), international routing, and partner management – and (2) Compliance Services – our customer-facing team that delivers value-add onboarding audits and operational compliance reviews.

This role will shape how Postscript sustains best-in-class message deliverability and regulatory readiness while deepening trusted relationships with carriers, compliance partners, and customers. You’ll collaborate cross-functionally across Product, Legal, Engineering, and Go-to-Market to help Postscript scale efficiently and compliantly.

This is a fully remote position based in the U.S., with occasional travel for internal planning and external meetings.

Key Responsibilities

• Lead Postscript’s overall messaging strategy across number provisioning, deliverability, channel mix, and global routing
• Oversee the Compliance Services team’s delivery of compliance audits, onboarding reviews, and live customer compliance guidance
• Create and oversee a customer-first, value-add and integrated customer experience with Compliance Services and work closely with the go-to-market team
• Own the team that manages number lifecycle operations and relationships with CPaaS vendors, aggregators, and major carriers
• Build and manage strategic plans for emerging channels (e.g., OTT messaging) and cross-border messaging needs
• Develop compliance playbooks and standard operating procedures in collaboration with Legal and Product
• Champion deliverability as a product pillar: advocate for infrastructure and roadmap decisions that improve throughput, message reach, and carrier trust
• Serve as a primary external representative for messaging strategy and compliance — including in carrier relationships and industry groups
• Define and monitor KPIs across deliverability, provisioning turnaround, regulatory compliance, and customer satisfaction
• Inspire, lead, and grow a high-performing team (~10 direct and indirect reports across Messaging Ops, Compliance Services, and internal tooling)

What We’ll Love About You

• 7+ years of experience in messaging, compliance, or platform operations within SaaS or telecom (CPaaS experience and/or work in a regulated SaaS is a plus, not a requirement)
• Demonstrated success in building or leading operational and/or compliance teams with a cross-functional remit
• Strong organizational skills with an outcome oriented approach
• Strategic mindset with the ability to zoom in and out — from tactical problem-solving to long-range planning
• Understanding of messaging infrastructure, regulatory standards (e.g., TCPA, CTIA), and deliverability fundamentals
• Deeply customer-empathetic: passionate about operationalizing compliance as a value driver, not just a guardrail
• Outstanding communication and leadership skills — able to collaborate and influence at all levels internally and externally
• Experience working with cross-functional partners such as Legal, Engineering, GTM and Product
• Familiarity with international carrier requirements and/or alternative messaging channels is a plus

What You’ll Love About Us

• Compensation: Salary range of USD $180,000–$230,000 base + bonus + equity (we do not have geo-based salaries)
• Growth: Help shape a core strategic pillar at a high-growth startup — with visibility across Product, Legal, Operations and GTM
• Impact: Your work will directly influence the reliability, reputation, and scalability of Postscript’s core messaging engine
• Flexibility: Fully remote with regular company offsites and quarterly team gatherings
• Benefits: Medical, dental, vision insurance (100% of employee premium covered); flexible PTO; 5-year exercise window on equity

Join us at Postscript to lead the future of compliant, customer-centric SMS messaging. If you’re excited about driving messaging excellence at scale and ensuring our customers communicate effectively and responsibly — we want to hear from you!

You are welcome here. Postscript is an ever-evolving place of equal employment for talented individuals.