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Plymouth Rock Assurance · Woodbridge
You set the direction.
The roadmap, the standards, the architecture, and how work gets delivered — yours to shape. The larger strategic calls are made in partnership with Enterprise Communications, and the stronger your work, the more of that vision you drive.
Lifecycle work at real scale.
Acquisition, onboarding, service, renewal, retention, and win-back across email, SMS, mobile, and web — with the data and audience foundations underneath to make it personal. There's real room to improve here, and improvements show up quickly in customer experience and business results.
Compliance is part of the design.
CAN-SPAM, TCPA, consent, and privacy shape the architecture, and you'll work directly with Legal and Security to get it right.
The big decisions are still open.
Data Cloud, Agentforce, and Einstein are live evaluations. You'll help shape those calls and our Salesforce relationship.
You'll work across the Plymouth Rock companies.
Partnership with business groups throughout the organization on projects that visibly move the business — and direct exposure to senior leadership, where you present your own architecture and roadmap.
You know the environment cold.
A complete, documented inventory of journeys, automations, integrations, data extensions, and suppression logic, and a clear point of view on where to invest first.
Work enters and leaves the team predictably.
A functioning intake and prioritization process, defined QA gates, published SLAs, and stakeholders who can see where their request stands without asking.
Capacity is a number, not an argument.
A working capacity model that lets you say what the team can absorb, what it can't, and what it would take to change that — and a staffing recommendation grounded in it.
The programs perform better than you found them.
Measurable improvement in engagement, conversion, or retention on the lifecycle programs you prioritize — and a stronger audience and consent foundation underneath them.
You've made a recommendation on where this function goes next.
Target operating model, platform architecture direction, and a position on the AI and Data Cloud capabilities worth investing in.
What you bring
Required
5+ years leading lifecycle or customer communications programs on an enterprise platform — Salesforce Marketing Cloud, Oracle Responsys, Marketo, Braze, or similar. Direct SFMC experience is an advantage; deep ownership of a comparable platform and the appetite to take on ours counts too.
Strong SQL and genuine comfort working with customer data — segmentation, behavioral triggers, audience construction. This is the technical skill that matters most in the role.
Enough platform fluency to lead technical people credibly. You won't be writing production code. You do need to read a solution design and judge whether it's sound, hear an estimate and know whether it's honest, and know when to trust a technical lead and when to press. Familiarity with AMPscript, SSJS, and APIs helps; the ability to direct people who have it is what's required.
Experience owning a lifecycle or marketing technology roadmap — not just executing against one.
Evidence of connecting communications work to business results — acquisition, conversion, retention, or customer value. You should be able to point to a program you shaped and the number it moved.
Track record of establishing operating discipline: intake, prioritization, QA, release management, documentation. We want specifics on something you built that outlasted you.
Experience leading people and assessing team capability, including making structural or staffing recommendations.
Working knowledge of consent, deliverability, and compliance — CAN-SPAM, TCPA, GDPR — as design constraints rather than afterthoughts.
The ability to explain architecture, dependencies, and tradeoffs to a senior executive who doesn't want the detail, and to a developer who needs all of it. This role requires both, often in the same day.
Bachelor's degree in a related field, or equivalent practical experience.
Preferred
Marketing Cloud certifications.
B2C lifecycle marketing at high campaign volume.
Insurance, financial services, or another regulated industry.
Consent management, preference centers, deliverability, CAN-SPAM or TCPA experience.
Salesforce Data Cloud, Agentforce, or Einstein.
DevOps, source control, or deployment automation for Marketing Cloud.
4 weeks accrued paid time off + 9 paid national holidays per year
Free onsite gym at our Boston Location
Tuition Reimbursement
Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
Robust health and wellness program and fitness reimbursements
Auto and home insurance discounts
Matching gift opportunities
Annual 401(k) Employer Contribution (up to 7.5% of your base salary)
Various Paid Family leave options including Paid Parental Leave
Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
Convenient location directly across from South Station and Pre-Tax Commuter Benefits
Salary Range:
$155,000-$190,000 annual base salary + annual performance bonus. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.
About the Company
The Plymouth Rock Company and its affiliated group of companies write and manage over $2.2 billion in personal and commercial auto and homeowner’s insurance throughout the Northeast and mid-Atlantic, where we have built an unparalleled reputation for service. We continuously invest in technology, our employees thrive in our empowering environment, and our customers are among the most loyal in the industry. The Plymouth Rock group of companies employs more than 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.
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Details
| Company | Plymouth Rock Assurance |
| Location | Woodbridge |
| Type | FULL TIME |
| Niche | Full-time |
| Salary | $1,55,000 – $1,55,000 / yr |