Director, Newsletter & Email Marketing (REMOTE)

Director, Newsletter & Email Marketing (REMOTE) About the Role We're seeking a highly hands-on Director of Newsletter & Email Marketing who lives and breathes newsletter strategy, deliverability, engagement, and monetization. If you have run a monetized newsletter program at scale-this is the role for you. This is a true player-coach role: you'll shape the strategy, but you'll also be in the work: building campaigns, solving problems, analyzing performance, testing, optimizing, and jumping in wherever needed, while leading a high-performing team. You'll own a high-volume newsletter program of 40+ campaigns per week, along with automated lifecycle journeys, partnering closely with internal marketing stakeholders, Ad Sales and Merchant teams-advising on best practices and turning sold inventory and placements into engaging, effective campaigns. As a strategic right hand to the VP of Global Marketing, you'll balance commercial performance with a great member experience while continuously pushing the program forward. If you're a hands-on email leader who wants to take a strong, high-volume program and make it even better-sharper targeting, cleaner deliverability, and more value for members and partners alike-we'd love to meet you. What You'll Do Newsletter Excellence, Monetization and Partner Performance • Execute the newsletter program as a high-performing media channel, optimizing how sponsored placements and commissionable offers are delivered to drive strong, defensible performance for our partners while protecting the member experience. • Serve as the email and newsletter expert to Ad Sales and the Merchant team, advising on inventory, placement, and campaign best practices and bringing data-backed recommendations that improve monetization to the teams responsible for what is sold and placed. • Report program and placement performance credibly to partners and leadership, using defensible, trustworthy metrics. • Own the execution and performance of every campaign, translating results into best-practice guidance and recommendations that help Ad Sales, Merchant, and Marketing teams improve outcomes over time. • Propose and, once approved, execute the global (22-market) newsletter strategy and roadmap, balancing send volume and frequency with engagement and long-term list health. Translate the strategy into a market-by-market campaign and inventory calendar used cross-functionally by Ad Sales, the Merchant team, and Marketing. Campaign Execution and Deliverability Excellence • Oversee a full portfolio of concurrent campaigns-from planning through send and post-send analysis. • Build, QA, schedule, and deploy newsletter and email campaigns in our ESP, personally and through your team. • Manage dynamic, catalog-driven offer placement and per-segment/per-client targeting and suppression at scale. • Develop mobile-first templates flexible enough to A/B test any element, refreshed quarterly on performance, best practices, and trends; run an ongoing testing program across offers, segmentation, timing, and creative. • Own inbox placement, sender reputation, and deliverability across multiple sending domains and markets - IP/domain warm-up, authentication (SPF, DKIM, DMARC), list hygiene, audience data quality, and feedback loops - monitored with tools such as Validity/Everest, Google Postmaster Tools, and Microsoft SNDS. • Serve as the internal expert on deliverability best practices and mailbox-provider requirements. Engagement, Lifecycle, and Product Campaigns • Balance commercial goals with a great member experience, delivering the right offer to the right member to drive discovery, clicks, and purchase activity. • Own audience segmentation and personalization by market, client, and member behavior, matching messaging and placements to the right audiences with a focus on engagement and deliverability, while ensuring client settings are always respected. • Design and run lifecycle and behavior-based journeys-activation, welcome, re-engagement, and win-back-to grow engagement and long-term value while reducing churn. • Own a smaller but strategically important set of product marketing and go-to-market sends that grow adoption of BenefitHub's own products and verticals (e.g., home and auto insurance, the browser extension), in partnership with Marketing stakeholders. Performance, Team and Cross-Functional Leadership • Define and track KPIs across performance, engagement, deliverability, and lifecycle - including weekly reporting on open rate, CTR, CTOR, and sender reputation - and lead regular performance updates to marketing leadership, the executive team, and the broader company on results, trends, and priorities, adjusting based on data. • Ensure advertiser- and partner-facing metrics are accurate and defensible, with an awareness of non-human/invalid traffic (bots, scanners, prefetch) and its impact on reported performance, partnering with analytics to mitigate it. • Lead, coach, and develop a growing team of email marketers and email marketing specialists responsible for executing our newsletter, email marketing, and journey programs. • Oversee, own, and continuously improve the operating framework for intake, QA, approvals, and reporting for efficiency and clear cross-departmental communication. • Manage vendor relationships (ESP, CDP, and deliverability tools) and act as a key stakeholder in ESP strategy, capabilities, and any platform evaluation or migration. • Ensure compliance with email and privacy regulations across our markets (e.g., CAN-SPAM, CASL, GDPR), and own consent, subscription, and preference management. What You Bring-Required • 9+ years of hands-on email marketing in a high-volume program, including at least 7 years running a newsletter or email program monetized through sponsored placements and/or commissionable/affiliate revenue. • Experience programming reoccurring newsletters: maintaining send and inventory calendar while balancing paid placements with member experience. • Deep, hands-on expertise in email deliverability, compliance and reputation management (IP/domain warmup, SPF/DKIM/DMARC, list hygiene, mailbox-provider relations). • Hands-on mastery of a major enterprise ESP and CDP / marketing-automation stack - our current stack includes Iterable and Lytics - across segmentation, dynamic content, automation, lifecycle journeys, behavioral targeting, and reporting. • Proven success managing and developing a high-performing team. • Strong command of segmentation, personalization, dynamic content, A/B testing methodologies, plus experience building triggered and automated journeys • Advanced knowledge of marketing analytics, attribution modeling, and performance measurement, building KPIs and dashboards and translating performance data into insights for partners and executives - with the judgment to distinguish genuine engagement from invalid traffic. • Bachelor's degree or equivalent practical experience. What sets you apart-preferred • Background at an ecommerce, marketplace, perks/benefits, affiliate, deals, newsletter publishing or media/ad-monetization company preferred (e.g., PerkSpot, EBG / Perks at Work, LifeMart, Rakuten, Groupon, RetailMeNot, or similar) • Understanding of the HR, benefits, and employee-engagement landscape • Experience with multi-tenant programs, product-marketing/GTM email, global multi-market programs, and evaluating or migrating ESPs. Benefits include: • Medical and Dental (Employer paid 75% of monthly contributions) • Telehealth (Employer paid 100% • Vision Insurance (Employer paid 100% of monthly contributions) • Domestic Partner Coverage for all insurance plans • 100% employer-paid Life Insurance • 401(K) retirement plan options (including employer contribution) • Generous Paid Time Off (PTO) • Generous Sick Time Off (STO) Program • Generous Paid Paternity and Maternity Leave Policies • 11 Holidays (Including office closed day after Thanksgiving) • Flexible Spending Account program • Voluntary Benefit Programs (STD, LTD, Life Insurance, Accident, Cancer)