Lead Generation and Email Marketing Specialist

Position Summary

Dwell Vacation Rentals is looking for an Email Marketing Specialist to plan, build, and execute targeted email marketing campaigns to prospective vacation rental property owners. This role will work with the Director of Sales and support Dwell's U.S.-based Business Development teams by driving qualified lead generation through strategic, multi-step email campaigns — from list segmentation and messaging through performance analysis and lead handoff.

Key Responsibilities

• Plan, build, and execute multi-step (5–7 touch) email campaigns targeted to defined lists of prospective property owners.
• Segment and maintain prospect lists to ensure the right message reaches the right audience at the right time.
• Build and manage automated email sequences and campaign cadences using the team's email/sales engagement platform.
• A/B test subject lines, messaging, and send timing to continuously improve open, click-through, and reply rates.
• Monitor and analyze campaign performance (open rates, click-through rates, reply rates, deliverability) and adjust strategy based on results.
• Ensure engaged prospects and qualified responses are properly logged and handed off to the appropriate local Business Development team.
• Maintain strong email deliverability practices, including list hygiene, sender reputation, and compliance with email regulations (e.g., CAN-SPAM).
• Collaborate with the SDR Team Lead to align campaign messaging and targeting with sales goals and priorities.
• Accurately document campaign activity, performance, and lead outcomes in the CRM.
• Provide regular reporting on campaign performance, along with recommendations for optimization.

Qualifications

• Proven experience building and executing email marketing campaigns, with a track record of measurable results.
• Strong copywriting skills, with the ability to write clear, persuasive, audience-specific messaging.
• Hands-on experience with email marketing or sales engagement platforms (e.g., HubSpot, Mailchimp, Constant Contact, Klaviyo, ActiveCampaign, Outreach, Salesloft, or similar).
• Working knowledge of list segmentation, A/B testing, and email performance analytics.
• Familiarity with CRM systems and lead-tracking workflows.
• Understanding of email deliverability fundamentals and compliance requirements.
• Highly organized, detail-oriented, and able to manage multiple campaigns simultaneously.
• Self-motivated, dependable, and able to work effectively as part of a remote team.

Key Measures of Success

Success will primarily be measured by:

• Campaign open, click-through, and reply rates
• Qualified leads generated
• Meetings scheduled for local Business Development representatives as a result of email campaigns
• Email list health and deliverability performance
• Consistent campaign cadence, execution, and CRM documentation
• Achievement of individual weekly and monthly campaign goals

Primary objective: Consistently generate and deliver qualified property-owner leads to Dwell's local Business Development teams through effective, well-targeted email marketing campaigns.