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Senior Paid Digital Media Manager

321 the Agency, Orlando, FL, United States


Senior Paid Digital Media Manager ABOUT US 321 is a creative marketing agency using strategic data to create the kinds of meaningful moments that connect, inspire, and engage. We thrive on collaboration, agility, and heart — and we're powered by teammates who focus on what matters, bring proactive solutions to the table, and take full ownership of their work. We believe great work starts with great people, and we're looking for one more to join the team.

ABOUT THE ROLE As a Senior Paid Digital Media Manager at 321, you will lead the strategic development and hands‑on execution of paid digital media campaigns across a diverse portfolio of clients, with specialized focus on insurance (home, auto, and related product lines) and business services industries including roofing, legal services, real estate, healthcare, and home services.

This role requires deep expertise in insurance marketing dynamics including lead generation optimization, quote funnel conversion, seasonal campaign management (Annual Enrollment Periods, weather‑related awareness campaigns), life event targeting, and navigating the extended consideration cycles typical of insurance purchase decisions. You understand how to drive cost‑effective policy acquisition while managing complex attribution models across multi‑touch customer journeys.

You will own the full‑funnel media strategy and execution—from awareness and consideration through quote generation, application completion, policy binding, and retention—while integrating paid media with CRM automation, email marketing, and customer lifecycle programs. This role combines strategic leadership with technical execution expertise, requiring proficiency across paid search, paid social, programmatic display, CTV, and deep understanding of how paid media fuels and integrates with marketing automation platforms.

As a senior leader on the Digital team, you will manage and mentor digital specialists, drive the paid media philosophy across the agency, pioneer innovative approaches to performance marketing in regulated industries, and serve as a strategic partner to clients seeking measurable business growth through data‑driven digital advertising.

WHAT YOU'LL DO Paid Digital Strategy & Leadership

Lead the development and execution of comprehensive paid digital media strategies for insurance and business services clients across Google Ads, Meta, LinkedIn, YouTube, programmatic display, and emerging platforms

Design full‑funnel media strategies that align with insurance customer journeys—from initial awareness and consideration through quote comparison, application, binding, retention, and cross‑sell opportunities

Develop insurance‑specific campaign architectures optimized for: Top‑of‑funnel brand awareness and consideration building

Mid‑funnel quote generation and comparison shopping

Bottom‑funnel application completion and policy conversion

Retention and renewal campaigns

Cross‑sell and upsell strategies (home + auto bundling, umbrella policies)

Create media strategies for business services clients (roofing, legal, real estate, healthcare, home services) that drive lead generation, customer acquisition, and business growth

Establish performance benchmarks, KPIs, and success metrics tailored to insurance products (CPQ - Cost Per Quote, quote‑to‑bind rate, cost per policy, customer lifetime value, retention rate) and business services objectives

Assume responsibility for the paid digital philosophy and standard of campaign execution across the agency

Stay current on platform updates, algorithm changes, privacy regulations (iOS updates, cookie deprecation), and advertising best practices in insurance and regulated industries

Develop thought leadership around omni‑channel, consumer‑centric performance marketing for insurance and professional services

Insurance & Regulated Industry Expertise

Maintain deep understanding of home and auto insurance products, coverage types, pricing strategies, and competitive landscape

Navigate insurance advertising compliance requirements including state‑specific regulations, disclosure requirements, and industry guidelines

Develop targeting strategies leveraging insurance‑specific audiences: Life event triggers (home purchase, vehicle purchase, marriage, relocation, new driver in household)

Policy lifecycle stages (quote shoppers, new policyholders, renewal windows, lapsed customers)

Demographic and behavioral segments (homeowners, renters, multi‑vehicle households, bundle seekers)

Geo‑targeting based on weather patterns, natural disaster zones, and market‑specific opportunities

Design seasonal campaign strategies aligned with insurance marketing calendars: Weather‑related awareness (hurricane season, winter storm preparation, wildfire risk)

Moving season and life event marketing

Annual enrollment periods and open enrollment windows

Back‑to‑school safe driving campaigns

Year‑end bundling and savings promotions

Optimize campaigns for insurance consumer behavior including extended research cycles, multi‑carrier comparison shopping, quote aggregator interactions, and agent‑assisted conversions

Apply compliance expertise to business services verticals including healthcare (HIPAA), legal services (attorney advertising rules), and other regulated industries

Monitor insurance industry trends, InsurTech innovations, competitive activity, and regulatory changes that impact media strategy

Campaign Execution & Platform Management

Execute hands‑on campaign setup, optimization, and management across all major paid digital platforms: Google Ads: Search, Display, Performance Max, YouTube, Local Services Ads

Meta: Facebook, Instagram (feed, stories, reels), Messenger

LinkedIn: Sponsored Content, Message Ads, Lead Gen Forms

Programmatic Display: Audience targeting, retargeting, contextual advertising

CTV/OTT: Connected TV advertising for brand awareness and consideration

Emerging platforms: TikTok, Pinterest, Reddit as appropriate for client objectives

Build sophisticated audience targeting strategies using: 1st party data from CRM systems and customer databases

3rd party data sources and intent signals

Lookalike audiences and predictive modeling

Custom audience segmentation based on insurance shopping behaviors and life events

Geo‑targeting, demographic targeting, and behavioral targeting

Develop and manage landing page strategies, conversion funnels, and quote form optimization to maximize conversion rates and lead quality

Implement comprehensive tracking architecture including: Conversion tracking and event configuration

Google Analytics 4 and Google Tag Manager setup

UTM parameter strategies and campaign tagging

Multi‑touch attribution modeling

CRM integration and lead tracking

Call tracking and offline conversion measurement

Create A/B testing frameworks for ad creative, audience segments, bidding strategies, and landing page elements

Manage campaign budgets, pacing, and bid strategies to achieve target KPIs while maximizing efficiency

Collaborate with Creative team on ad creative development, providing strategic direction on messaging, formats, and platform specifications

Lead Generation & Performance Marketing Ownership

Oversee the full lead generation ecosystem for 321's owned or partner performance marketing platforms (321 AIM) — from acquisition to conversion

Develop and execute high‑volume lead‑generation strategies focused on CPL (Cost Per Lead), CPQ (Cost Per Quote), CPA (Cost Per Acquisition), and ROAS targets

Manage traffic sources across paid search, paid social, programmatic display, CTV, SEO, and affiliate channels to drive measurable inbound leads for insurance and business services clients

Optimize landing pages, quote forms, lead forms, and CRM integrations to maximize conversion rates and lead quality

Build lead scoring models and qualification criteria to ensure lead quality meets client standards

Implement lead distribution systems and integrate with client CRM platforms or sales teams

Monitor lead‑to‑customer conversion rates and provide recommendations for funnel optimization

Develop strategies for lead nurturing, follow‑up optimization, and improving quote‑to‑policy conversion

Full-Funnel Integration & CRM Strategy

Design integrated marketing strategies that connect paid media with CRM automation, email marketing, and customer lifecycle programs

Develop audience segmentation strategies that align paid media targeting with CRM workflows: Quote abandonment retargeting and email nurture sequences

Policy renewal reminder campaigns

Cross‑sell and upsell audience targeting

Win‑back campaigns for lapsed policyholders

Referral program amplification

Create remarketing strategies across paid channels based on CRM data and customer lifecycle stages

Build custom audiences from CRM data for improved targeting and suppression strategies

Collaborate with CRM specialists to ensure seamless data flow between platforms and optimize customer journeys

Develop attribution models that account for multi‑touch interactions across paid media and CRM touchpoints

Understand marketing automation platforms (HubSpot, High Level, Salesforce Marketing Cloud) and user journey mapping to create cohesive omni‑channel experiences

Data Analysis, Reporting & Optimization

Oversee the development of robust, dynamic, and highly visual reports and dashboards to answer key business and media questions

Generate comprehensive performance reports with insurance‑specific metrics: Campaign performance by product line (home, auto, bundled)

Cost per quote, quote‑to‑bind rate, cost per policy

Customer acquisition cost (CAC) and customer lifetime value (LTV)

ROAS by channel, campaign, and audience segment

Funnel conversion rates from impression to quote to policy

Geographic performance and market‑level insights

Leverage data visualization tools to assist with data storytelling and optimization efforts (Looker Studio, Power BI, Tableau, or similar)

Continuously test and optimize campaigns, platforms, channels, audiences, and creative in pursuit of delivering exceptional client results

Turn trends and data into compelling insights, strategies, and plans that drive meaningful and measured results

Conduct deep‑dive analyses to understand campaign performance drivers and identify optimization opportunities

Present performance insights and strategic recommendations to clients and internal teams through clear, compelling narratives

Monitor competitive activity, industry benchmarks, and category best practices to maintain competitive positioning

Client & Project Management

Research, author, and/or assist in the production of paid digital proposals, pitches, RFPs, and media plans

Ensure client marketing objectives and initiatives are supported with data‑driven paid digital strategies aligned to business goals

Interface with Client Success teams, project leads, and leadership to ensure media plans are executed per approved strategies

Ensure the development, execution, tracking, and reporting of media campaigns is on‑time, on‑budget, and on‑goal

Liaise with clients on paid digital matters, serving as the subject matter expert for media strategy and performance optimization

Lead client presentations on media strategy, campaign performance, and optimization recommendations

Participate in strategic planning sessions and quarterly business reviews

Identify growth opportunities within existing accounts through expanded channel mix, increased investment, or new campaign initiatives

Provide weekly updates to leadership and monthly/quarterly reviews with executive team

Collaborate with Business Development to support new business pitches with paid media expertise

Team Leadership & Development

Manage and mentor digital media specialists, providing strategic guidance, technical training, and performance feedback

Handle recruitment, hiring, and onboarding of digital team staff as the agency scales

Develop team workflows, processes, and standard operating procedures for campaign management excellence

Review work, troubleshoot platform issues, and provide constructive feedback to digital team members

Cultivate career development of team members including evaluation mechanisms, growth plans, and skill‑building opportunities

Foster a culture of testing, learning, and continuous improvement within the digital team

Ensure all digital team members properly manage and support client initiatives with high quality and accountability

Act with a high degree of independence and hold responsibility for overall team success

Secure, qualify, and manage external digital resources (contractors, vendors, platform partners) where necessary

Innovation & Continuous Learning

Be a self‑starter and quick learner with a passion for delivering exceptional work on time and within scope

Discover and test new platforms, channels, tools, and emerging technologies to provide innovation to the agency and clients

Explore AI‑powered media optimization tools, automation platforms, and bidding algorithms to improve campaign performance and efficiency

Stay current on privacy changes, platform updates, and digital advertising trends

Pioneer innovative approaches to insurance marketing and performance advertising in regulated industries

Assist in developing the agency's unique strategic partnership offerings that leverage data and advertising technology

Share knowledge and best practices across the agency to elevate overall digital marketing capabilities

WHAT YOU HAVE Required Experience & Qualifications

7+ years of experience in strategic digital media planning and hands‑on paid advertising execution, preferably in an agency environment

3+ years of direct experience managing paid media campaigns for insurance products (home insurance, auto insurance, personal lines) or financial services required

Proven track record of successful lead generation and customer acquisition campaigns for insurance brands

Deep understanding of insurance sales funnels, quote generation optimization, and policy conversion strategies

Experience managing paid media for business services industries including roofing, legal services, real estate, healthcare, or home services highly valued

Demonstrated success managing substantial monthly media budgets ($50K+ per month across multiple clients)

Expert‑level proficiency in Google Ads with proven success across Search, Display, Performance Max, and YouTube campaigns

Advanced Meta advertising expertise with demonstrated results across Facebook and Instagram

Strong experience with LinkedIn Campaign Manager, programmatic display, and emerging paid channels

Hands‑on experience with landing page optimization, conversion rate optimization (CRO), and funnel testing

Working knowledge of CRM platforms (HubSpot, High Level, Salesforce Marketing Cloud) and marketing automation

Deep understanding of customer lifecycle marketing and full‑funnel integration strategies

Proficiency with Google Analytics 4, Google Tag Manager, and conversion tracking implementation

Experience with data visualization and reporting tools (Looker Studio, Power BI, Tableau, or similar)

Strong analytical skills with ability to interpret complex data sets and translate insights into actionable strategies

Understanding of multi‑touch attribution modeling and customer journey analysis

Knowledge of insurance industry metrics, benchmarks, and performance standards

Familiarity with insurance advertising compliance requirements and regulated industry marketing

Experience managing and developing team members in a fast‑paced environment

Ability to prioritize, multi‑task, solve problems effectively, and remain professional and constructive in all situations

Strong organizational and communication skills with ability to present complex information clearly to clients and stakeholders

Track record of project and client success with measurable business impact

Nice to Haves

Platform certifications (Google Ads, Meta Blueprint, LinkedIn Marketing Labs)

Experience with programmatic advertising platforms and DSPs

Knowledge of CTV/OTT advertising strategies and platforms

Familiarity with affiliate marketing, publisher networks, and performance partnerships

Experience with call tracking platforms and offline conversion measurement

Understanding of SEO and how it integrates with paid search strategies

Background in marketing data science, statistical analysis, or predictive modeling

Property & Casualty (P&C) insurance knowledge or insurance industry certifications

Experience managing campaigns during major insurance enrollment periods or crisis events

Familiarity with insurance technology platforms, quoting systems, or agency management systems

Experience with other insurance product lines (life, health, commercial)

Knowledge of telematics, usage‑based insurance (UBI), and InsurTech innovations

Understanding of HIPAA compliance and healthcare marketing regulations

Experience leading digital transformation initiatives for traditional insurance agencies or business services companies

Advanced Excel/Google Sheets skills for data analysis and modeling

SQL knowledge or experience with marketing databases

Proficiency with AI‑powered marketing tools and automation platforms

Essential Skills & Attributes

Strategic thinker with strong business acumen and ability to connect media performance to client revenue goals

Data‑driven decision maker who balances analytical rigor with creative problem‑solving

Excellent communicator who can translate technical concepts for non‑technical audiences

Detail‑oriented with exceptional organizational skills and ability to manage multiple complex campaigns simultaneously

Proactive self‑starter who takes ownership and drives results without constant oversight

Collaborative team player who works effectively across disciplines and builds strong relationships

Continuous learner committed to staying current on industry trends, platform changes, and emerging technologies

Adaptable and comfortable with ambiguity in a fast‑paced, evolving environment

Client‑focused with commitment to delivering measurable business value and exceptional service

Ethical and compliant in all advertising practices, especially in regulated industries

REPORTING STRUCTURE This position reports to the SVP of Strategy.

This position mentors Digital Media Specialists and collaborates closely with Client Success, Creative, and CRM/MarTech teams.

COMPENSATION $80,000 - $90,000 per year (dependent on experience and insurance industry expertise)

321 BENEFITS

Health, dental, and vision insurance

401K after one year of employment

2 Weeks (80 Hrs) Paid Time Off [Additional 40Hrs at 3 Years]

3 Sick/Mental Health Days

8 Hours Volunteer Time

Additional PTO at holiday and management discretion

Paid parental leave

Professional development opportunities

Leadership training opportunities and career advancement pathways

A collaborative, creative, and ambitious team environment

321 is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all team members.

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