Marketing Cloud and Automation Specialist

Plymouth Rock Assurance•Boston, MA

4d•$78,000 - $103,500•Onsite

About The Position

Plymouth Rock Assurance is hiring a hands-on Marketing Cloud and Automation Specialist to support its Home Marketing team across the Independent Agent, Partner, and Direct-to-Consumer channels. Based in the Boston office and reporting to the Marketing Operations & Automation Supervisor, the role builds, tests, deploys, and maintains email campaigns, templates, and automated journeys in Salesforce Marketing Cloud. It also supports audience segmentation, personalization, campaign measurement, and the use of AI tools to improve quality and workflow efficiency. The specialist develops responsive email templates using HTML, CSS, and AMPscript; builds audiences using SQL, data extensions, and data relationships; and collaborates with creative, marketing, CRM, and analytics teams on campaign requirements, tracking, and measurement. The role also develops and maintains automated quality-control processes, documents campaign workflows and best practices, supports testing and optimization, and monitors compliance, deliverability, engagement, and conversion performance.

Requirements

2–4 years of hands-on experience in email development or Salesforce Marketing Cloud.
Proficiency in HTML and CSS for building responsive email templates.
Hands-on experience with Salesforce Marketing Cloud, including building emails, journeys, and automations.
Working knowledge of AMPscript for personalization and SQL for segmentation and reporting.
Understanding of email marketing best practices, including personalization, testing, and accessibility.
Strong attention to detail and a quality-first approach to building and testing.
Ability to manage multiple requests at once and keep stakeholders informed about status and timelines.
Strong collaboration skills and the ability to explain technical concepts to non-technical stakeholders.

Nice To Haves

Bachelor’s degree in Computer Science, Information Technology, Marketing, or a related field.
Salesforce Marketing Cloud certification, such as Email Specialist, Developer, or Administrator.
Experience using AI tools such as Claude to automate workflows and improve quality control.
Experience with Python or another scripting language and advanced Excel skills.
Familiarity with Litmus and Salesforce Einstein.
Experience supporting multi-channel or lifecycle marketing programs; exposure to insurance or agent, partner, or direct channels is a plus.

Responsibilities

Build and maintain responsive email templates in Salesforce Marketing Cloud using HTML, CSS, and AMPscript, and use Litmus for quality assurance and rendering checks.
Help ensure templates meet standards for rendering, accessibility, and load performance across devices, email clients, and mailbox providers.
Partner with creative and marketing teams to apply dynamic content, personalization rules, and brand standards to templates.
Contribute to a modular template library, including components, content modules, and versioning.
Build, QA, deploy, and monitor automated and triggered campaigns and journeys for the Independent Agent, Partner, and Direct channels.
Build and maintain dynamic content blocks for segmentation and personalized messaging, including rules and fallback logic.
Write SQL queries and work with data extensions and data relationships to build campaign audiences.
Build Direct-channel campaigns, including audience setup, personalization, and QA, in partnership with campaign owners.
Work with CRM, Analytics, and channel marketing teams to ensure tracking requirements, data capture, and measurement are set up correctly.
Manage concurrent builds across three channels and communicate timelines, dependencies, and tradeoffs to stakeholders.
Use AI tools such as Claude to design and build automated quality-control processes, checklists, and validation steps.
Identify repetitive campaign-production and data-workflow tasks and help build automated solutions to reduce manual work.
Test, document, and maintain automated processes so they are reliable and easy for the team to use.
Handle customer and agent data responsibly and follow company IT security and data privacy guidelines when building AI-assisted processes.
Participate in evaluating AI and automation capabilities and share practical ideas for marketing operations.
Set up and execute A/B tests across templates, subject lines, creative assets, offers, and calls to action.
Participate in analyzing test results and translating findings into recommendations.
Support AI-driven features such as Einstein for send-time optimization and targeting.
Follow CAN-SPAM, TCPA, and internal governance standards in campaign builds.
Monitor assigned programs and journeys for deliverability, engagement, and conversion health.
Track campaign KPIs through dashboards and reports and flag underperformance or issues early.
Create and maintain documentation for processes, templates, best practices, QA checklists, naming conventions, and build workflows.
Help team members with template usage and Marketing Cloud questions.
Provide input on the feasibility and effort required for campaign and automation requests.

Benefits

Four weeks of accrued paid time off and nine paid national holidays per year.
Free onsite gym at the Boston location.
Tuition reimbursement.
Low-cost health insurance options with excellent coverage starting on Day 1, including medical, dental, and vision.
Health and wellness program and fitness reimbursements.
Auto and home insurance discounts.
Matching gift opportunities.
Annual 401(k) employer contribution of up to 7.5% of base salary.
Paid family leave options, including paid parental leave.
Professional development resources, including LinkedIn Learning and licensure assistance.
Pre-tax commuter benefits.