Lead marketing strategy for a B2B SaaS company, including brand awareness, demand generation, content creation, sales alignment, event and conference marketing, digital channels, performance measurement, and marketing operations. Manage one marketing resource, oversee vendors and tools, and support enterprise buying journeys through thought leadership, customer stories, messaging, and collateral. The role is remote with travel for conferences, trade shows, and team offsites.
About Us
TestAssure's a fast-moving software company providing best-in-class automated testing solutions of workforce management rules. Our product services many of the world’s leading businesses and provides our customers highly quantifiable value, but it’s only just beginning. Our customers are enterprise teams who expect thoughtful communication, smart content, and trusted partnerships throughout the buying journey.
This is a unique opportunity to shape the voice, strategy, and future of marketing at a fast-moving SaaS company from the ground up.
About the Role
We’re looking for a strategic, creative Head of Marketing who understands enterprise sales cycles, can craft compelling content, and thrives working closely with sales. You're less about chasing clicks and more about building credibility, consistency, and commercial impact across the buyer journey.
Conferences are a key channel for us, so excitement around event marketing—and experience managing or optimizing it—is essential. You’ll also have a strong hand in content creation, messaging, and building our digital presence.
This role is remote, with some expected travel for conferences, trade shows, and team offsites. You would be managing one marketing resource.
What You’ll Do
- Develop and own our marketing strategy. Define the roadmap to elevate brand awareness, drive demand, and support revenue growth.
- Create and lead content efforts. Write and produce thought leadership content, customer stories, collateral, web content, and more that speaks to both technical and business buyers.
- Align with Sales. Partner closely with the sales team to craft campaigns, messaging, and assets that support outbound efforts and convert enterprise leads.
- Drive conference & event presence. Plan, coordinate, and maximize our presence at key industry events—before, during, and after.
- Strengthen our digital presence. Own and optimize our website, social media, and outbound marketing channels.
- Measure and optimize. Track performance using SaaS GTM metrics like CAC, LTV, funnel conversion rates, and lead quality.
- Build for scale. Select and manage tools, processes, and any external vendors as needed.
Requirements
Who You Are
- 5+ years of experience in B2B marketing, preferably within a SaaS, enterprise software, or complex solution-selling environment and at a PE-backed company.
- Deep understanding of enterprise buying cycles and multi-touch marketing attribution.
- Proven track record creating high-quality content that supports brand and revenue goals.
- Hands-on experience with event marketing, from logistics to lead follow-up.
- Strong collaborator with Sales, comfortable supporting field needs and tailoring content to drive deals.
- Clear, confident communicator—both in writing and in presentations. Comfortable sharing opinions and input on strategic product marketing direction, but also has a “roll up your sleeves” attitude approach to the task at hand. Thrives in a lean, high-ownership environment.
- Familiar with marketing tools like HubSpot, LinkedIn Campaign Manager, Google Ads, or similar.
Bonus if you have:
- Experience marketing in the workforce management or human capital technology space
- Familiarity with our target personas (e.g., HR, Ops, Finance, or Compliance leaders)
Benefits
Why Join Us
- Be the marketing leader with direct influence on company growth
- Work with a highly collaborative team that values marketing as a strategic lever
- High autonomy, low bureaucracy, and meaningful impact
- Compensation commensurate with experience and expected to be in the range of $150-180K
- Low egos, remote team, health insurance, 401(k) employee match
- Reports To: CEO
Similar Jobs
Big Data • Cloud • Productivity • Software • Database • Analytics • Automation
Leads Jellyfish’s corporate marketing strategy, brand, communications, editorial, analyst relations, social media, executive voice, and thought leadership. Owns market positioning, content and research releases, brand identity, discovery efforts, team development, and performance measurement. Partners with executive, research, and product marketing leaders to establish Jellyfish as an authority among engineering leaders and drive demand through compelling narratives about AI’s impact on software development.
Top Skills:
AI
Fintech • Real Estate • PropTech
Shows homes, hosts open houses, and attends inspections for real estate customers as an independent contractor. The associate agent sets their own schedule, manages workload, and works in the field without handling contracts, sales pressure, or closings. Candidates must hold a state real estate license, affiliate exclusively with Redfin, join the local MLS and Realtor Association, use required devices, and travel reliably throughout the market.
Top Skills:
GpsLaptopMultiple Listing Service (Mls)Smartphone
Fintech • Real Estate • PropTech
Conduct property showings, host open houses, and attend inspections as an independent real estate contractor. Set a flexible schedule, manage workload, serve customers in the local market, and travel between field events. Applicants must hold a state real estate license, affiliate exclusively with Redfin, join the local MLS and Realtor Association, use required devices, and have reliable transportation.
Top Skills:
GpsMultiple Listing Service (Mls)
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
