Demand Generation Lead, Pressable

About Pressable

Pressable is a leading managed WordPress hosting platform trusted by agencies, developers, and businesses with demanding performance and support needs. As part of Automattic, we bring deep WordPress roots and technical excellence to every customer experience. With strong momentum in the mid-market and agency segments, we are investing in campaigns that create sustained pipeline growth and clear category differentiation.

About the Role

We are hiring a Demand Generation Manager to run Pressable’s campaign motion end to end. This role owns the campaign calendar and is accountable for turning priorities into coordinated, high-impact campaigns that create qualified pipeline for Sales.

This is a hands-on execution role built around momentum. You will plan and launch full-funnel campaigns across our priority segments, bringing together messaging, timing, and channels into clear market moments that drive awareness, engagement, and conversion. From competitive campaigns to ABM-style motions and partner launches, your work will shape how Pressable shows up in buying cycles and sales conversations.

You will collaborate closely with Product Marketing, Sales, Marketing Ops, and agency partners to ensure every campaign is focused, well orchestrated, and measurable. You will operate as an AI-native marketer, using AI to move faster from idea to launch, pressure-test creative and messaging, and extract insights that make each campaign stronger than the last.

Key Responsibilities

Campaign Strategy and Calendar Ownership
Own the campaign calendar across quarters. Plan, prioritize, and sequence campaigns based on ICP focus, product priorities, sales needs, and market opportunities. Ensure a steady drumbeat of campaigns that support pipeline creation and progression.
Segmented and ABM Campaigns
Design and execute targeted campaigns for agencies, developers, and mid-market buyers. Build ABM-style motions for high-value accounts and segments in partnership with Sales and Marketing, including account selection, messaging frameworks, and coordinated outreach across marketing and sales touchpoints.

Integrated Campaign Execution
Lead end-to-end execution of campaigns across paid media, email, content, landing pages, webinars, events, and sales enablement, in close collaboration with Growth and other channel owners. Define campaign strategy, messaging, and conversion paths while relying on partners and peers for channel execution. Ensure every campaign launches with cohesive messaging, clear calls to action, and a strong path to pipeline.

Competitive and Tactical Campaigns
Plan and run competitive campaigns that position Pressable clearly against key alternatives. Execute win-back, conquest, and comparison-driven campaigns that support active sales conversations, late-stage acceleration, and pipeline expansion.

Sales Activation and Follow Through
Partner closely with Sales to ensure campaigns translate into action. Provide campaign context, positioning, and assets that help sales teams follow up effectively, personalize outreach, and advance opportunities created by campaigns.

Pipeline and Revenue Focus
Design campaigns with clear pipeline goals and success metrics. Partner with Ops, Marketing, and Sales to track contribution to MQLs, SQLs, pipeline value, conversion rates, and CAC. Use performance insights to continuously refine campaign strategy and execution.

Campaign Operations and Project Management
Manage timelines, dependencies, and stakeholders across multiple concurrent campaigns. Own campaign briefs, launch readiness, and cross-functional alignment to ensure campaigns ship on time, on brand, and with the right assets in place.

AI-Enhanced Campaigning
Use AI to accelerate audience research, campaign ideation, creative testing, personalization, and performance analysis. Continuously look for ways to increase campaign velocity and insight without adding operational complexity.

You Might Be a Fit If You

• Have 4 to 6+ years of experience leading integrated demand generation campaigns in B2B SaaS or a similar environment.
• Have built and owned campaign calendars tied directly to pipeline creation and revenue outcomes.
• Know how to plan and execute multi-touch campaigns that move buyers through the funnel, from first touch to sales handoff.
• Have experience with ABM, vertical campaigns, or sales-aligned demand programs focused on priority accounts or segments.
• Are comfortable running competitive and tactical campaigns that support active sales motions in fast-moving markets.
• Can manage agencies, timelines, and stakeholders while remaining hands-on in campaign planning and execution.
• Thrive in a high-autonomy environment with a strong bias toward shipping campaigns and learning from results.
• Actively use AI to improve speed, quality, and scale across campaign planning, creative iteration, and performance insight.

Bonus Points

• Experience marketing to agencies, developers, or technical buyers.
• Familiarity with HubSpot, GA4, and pipeline or attribution reporting.
• Experience partnering closely with Sales on campaign design, follow-up, and opportunity progression.
• Strong instincts for what makes a campaign land, from positioning and timing through conversion and handoff.

What You’ll Work On Initially

• Build and launch a quarterly campaign calendar aligned to Pressable’s highest-priority ICPs and sales needs.
• Run segmented demand and ABM-style campaigns focused on qualified pipeline creation.
• Lead a competitive campaign targeting priority win, win-back, or active evaluation opportunities.
• Launch a partner-led campaign tied to an upcoming integration and webinar series, with clear follow-through into pipeline.
• Establish repeatable processes for campaign planning, launch readiness, and performance review.

Why Join Pressable?

This is your opportunity to build and run the campaign engine for a product with real momentum in the WordPress ecosystem. You'll work with a small, sharp team that values clarity, speed, and accountability, while operating within the broader Automattic family. This is a role where well-executed campaigns visibly influence pipeline, sales conversations, and growth.

Salary range: $110,000 to $140,000 USD. Please note that while salary ranges are presented here in USD, we will pay in local currency.

Location: Remote LI-Remote

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

Perks & Benefits of Joining Pressable!

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision).
• Matching 401(k) for US-based staff. 
• Life and Disability Insurance for US-based staff (100% Paid Life, & LTD).
• Work from home with home office setup and coworking allowances.
• Open vacation policy (no set number of days per year). 
• Hardware and software, books or conferences that promote continued learning.

So, are you ready to embark on this thrilling WordPress adventure? We can’t wait to welcome you to the Pressable team and empower you to make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. Apply now and let’s build something amazing together! #LI-Remote