Marketing Cloud and Automation Specialist

Plymouth Rock Assurance Corporation•Boston, MA
•Onsite

About The Position

Plymouth Rock Assurance is hiring a hands-on Marketing Cloud and Automation Specialist to support the Home Marketing team across its Independent Agent, Partner, and Direct-to-Consumer channels. The role builds, tests, and maintains email campaigns and automated journeys in Salesforce Marketing Cloud; supports audience segmentation and performance measurement; and uses AI tools to develop automated processes that improve quality and efficiency. The position is based in the Boston office and reports to the Marketing Operations & Automation Supervisor. The specialist develops responsive email templates with HTML, CSS, and AMPscript; builds and deploys campaigns and journeys; creates audiences using SQL, data extensions, and data relationships; and partners with creative, CRM, Analytics, and channel marketing teams. The role also supports testing and optimization, communication compliance and deliverability monitoring, documentation, team guidance, and evaluation of AI and automation capabilities. Success milestones include independently building, testing, and deploying emails and journeys within 60 days; delivering an automated QC or workflow process within 90 days; and, within six months, serving as a dependable builder across all three channels while contributing improvements to templates, documentation, and automation.

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 on status and timelines.
  • Strong collaboration skills and 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 (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 using HTML, CSS, and AMPscript in Salesforce Marketing Cloud, using Litmus for quality assurance and rendering checks.
  • Help ensure email templates meet standards for rendering, accessibility, and load performance across devices, email clients, and mailbox providers.
  • Work with creative and marketing teams to implement dynamic content, personalization rules, and brand standards in templates.
  • Contribute to a modular template library, including components, content modules, and versioning.
  • Build, QA, deploy, and monitor automated and triggered campaigns and journeys across the Independent Agent, Partner, and Direct channels, from requirements intake through launch.
  • 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.
  • Coordinate with CRM, Analytics, and channel marketing teams to ensure tracking requirements, data capture, and measurement are set up correctly.
  • Manage concurrent builds across channels and communicate timelines, dependencies, and tradeoffs to stakeholders.
  • Use AI tools such as Claude to design and build automated QC processes, checklists, and validation steps that catch errors before launch.
  • Identify repetitive campaign production and data workflow steps and help automate them.
  • Test, document, and maintain automated processes so they are reliable and easy for the team to use.
  • Handle customer and agent data responsibly and ensure AI-assisted processes follow company IT security and data privacy guidelines.
  • Participate in evaluating AI and automation capabilities and share practical marketing operations ideas.
  • 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 digital communication standards, including CAN-SPAM and TCPA, and internal governance requirements.
  • Participate in monitoring program and journey performance, including deliverability, engagement, and conversion health checks.
  • Track campaign KPIs through dashboards and reports, and flag underperformance or issues early.
  • Create and maintain documentation for processes, templates, and best practices, including QA checklists, naming conventions, and build workflows.
  • Help team members with template usage and Marketing Cloud questions.
  • Provide input on feasibility and effort for new campaign and automation requests.

Benefits

  • 4 weeks accrued paid time off and 9 paid national holidays per year.
  • Free onsite gym at the Boston location.
  • Tuition reimbursement.
  • Medical, dental, and vision insurance options starting on Day 1.
  • 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.
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