π Core Information
πΉ Job Title: Performance Marketing Manager
πΉ Company: Tailscale
πΉ Location: Remote (Canada, United States)
πΉ Job Type: Full-time
πΉ Category: Marketing
πΉ Date Posted: June 27, 2025
πΉ Experience Level: 4-7+ years
πΉ Remote Status: Remote OK
π Job Overview
Key aspects of this role include:
- Owning and scaling Tailscale's paid marketing channels
- Managing and optimizing campaigns across digital and physical channels
- Driving traffic, organization activations, subscriptions, and sales pipeline
- Collaborating cross-functionally with various teams to amplify Tailscale's GTM strategy
ASSUMPTION: This role requires a strong analytical mindset and a clear communicator who can simplify complex problems and drive cross-functional alignment.
π Key Responsibilities
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Own and operate Tailscaleβs paid marketing program end-to-end, including strategy, execution, measurement, and optimization
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Manage spend and campaigns across Google Ads, Bing, YouTube, LinkedIn, Reddit, newsletters, podcasts, billboards, and other growth channels
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Develop and execute an experimentation roadmap across performance and brand campaigns to drive traffic, organization activations, subscriptions, and sales pipeline
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Define and track key metrics (CAC, payback, activation rate, ROAS, LTV:CAC, etc.) in partnership with growth, sales, data, and finance
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Write creative briefs and partner with brand and content teams to develop compelling ad creative
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Analyze campaign performance and share insights and recommendations across the team
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Support major campaign motions including product launches, competitor takeouts, and account-based marketing (ABM) initiatives
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Collaborate cross-functionally with product marketing, lifecycle, comms, SEO, and web to ensure performance programs amplify our broader GTM strategy
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Stay current on ad platform changes, best practices, and SaaS benchmarks
ASSUMPTION: The ideal candidate has deep curiosity about Tailscale's target audiences, is very knowledgeable about advertising tech, and has extensive hands-on experience in performance marketing.
π― Required Qualifications
Education: Bachelor's degree in Marketing, Business, or a related field (or equivalent experience)
Experience: 4-7+ years of experience in B2B performance marketing, preferably at a high-growth SaaS company
Required Skills:
- Proven track record of scaling and optimizing paid programs across multiple channels
- Strong analytical mindset with comfort using tools like Looker, Google Analytics, and Excel/Sheets
- Clear communicator and strategic thinker who can simplify complex problems and drive cross-functional alignment
- Program manager who thinks in systems, templates, and repeatable playbooks
- Outcome-orientation and a desire to build the best performance marketing program in the industry
- Relentless curiosity about Tailscale's target audiences, users, and the company itself
- Comfort with ambiguity and a willingness to experiment and iterate quickly
Preferred Skills:
- Experience at a developer tools, infrastructure, networking, or security startup
- Desire to become a people manager
ASSUMPTION: While a degree is preferred, relevant experience and a strong portfolio can also be considered.
π° Compensation & Benefits
Salary Range: $131,000 - $164,000 USD (US), $176,000 - $219,000 CAD (Canada)
Benefits:
- Comprehensive group benefits with no waiting period
- Remote first company with a corporate co-working program
- Support for personal and professional development
- Paid time off and a healthy work-life integration
- Build-your-own home office setup
- Generous parental leave program
Working Hours: Full-time (40 hours/week) with flexible scheduling
ASSUMPTION: The salary range provided is based on industry standards for similar roles and experience levels in the United States and Canada.
π Applicant Insights
π Company Context
Industry: Software Development, specifically focused on secure networking and remote access solutions
Company Size: 51-200 employees, which means a mid-sized company structure with opportunities for growth and impact
Founded: 2019, with a focus on building a future for the Internet that's easy, sensible, and safe
Company Description:
- Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are
- From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more
- The company is fully distributed, with employees working remotely from various locations
Company Specialties:
- Security
- Privacy
- Log Processing
- Connectivity
- Remote Access
- 2FA/MFA
- WireGuard
- Computer Networking
- Computer Networks
- VPN
- and SASE
Company Website: https://tailscale.com
ASSUMPTION: Tailscale is a well-funded startup with a clear vision and a strong focus on innovation and security in the networking space.
π Role Analysis
Career Level: Mid-level to senior, with the potential for growth into a team lead role as the company scales
Reporting Structure: This role reports directly to the Head of Marketing or a similar position
Work Arrangement: Remote OK, with the opportunity to work from various locations or visit corporate co-working spaces
Growth Opportunities:
- Potential to grow into a team lead role as the company scales
- Chance to make a significant impact on Tailscale's go-to-market strategy and revenue growth
- Opportunities to collaborate with cross-functional teams and learn from various aspects of the business
ASSUMPTION: This role offers a unique opportunity to shape Tailscale's performance marketing program and make a significant impact on the company's growth.
π Location & Work Environment
Office Type: Remote-first, with the option to visit corporate co-working spaces
Office Location(s): Toronto, Ontario, Canada; Berkeley, California, United States
Geographic Context:
- Tailscale's remote work environment allows for a flexible lifestyle and the ability to work from various locations
- The company has a strong presence in North America, with employees working from both Canada and the United States
- Tailscale's fully distributed nature fosters a diverse and inclusive work environment
Work Schedule: Full-time (40 hours/week) with flexible scheduling, allowing for a healthy work-life integration
ASSUMPTION: Tailscale's remote-first work environment offers a high degree of flexibility and the opportunity to work from various locations.
πΌ Interview & Application Insights
Typical Process:
- Online application submission
- Phone or video screen with the hiring manager
- Technical assessment or case study presentation
- Final interview with key stakeholders
Key Assessment Areas:
- Analytical skills and problem-solving abilities
- Campaign management and optimization expertise
- Communication and collaboration skills
- Cultural fit and alignment with Tailscale's values
Application Tips:
- Highlight relevant experience and achievements in performance marketing
- Tailor your resume and cover letter to emphasize your skills and fit for this role
- Prepare for behavioral and situational interview questions that focus on your problem-solving skills and campaign management experience
ATS Keywords: Performance Marketing, Paid Marketing, SEM, PPC, Social Media Advertising, OOH, Sponsorships, Campaign Management, A/B Testing, Analytics, Marketing Strategy, Go-To-Market Strategy, SaaS, B2B Marketing
ASSUMPTION: Tailscale's interview process is designed to assess your analytical skills, campaign management expertise, and cultural fit with the company's values and work environment.
π οΈ Tools & Technologies
- Google Ads
- Bing Ads
- YouTube
- LinkedIn
- Reddit
- Newsletters and podcasts
- Billboards and other out-of-home advertising platforms
- Looker
- Google Analytics
- Excel/Sheets
- Asana or similar project management tools
ASSUMPTION: The ideal candidate will have experience with various advertising platforms, analytics tools, and project management software.
π Cultural Fit Considerations
Company Values:
- Simple and secure by design
- Focus on user experience and ease of use
- Collaborative and inclusive work environment
- Continuous learning and improvement
Work Style:
- Remote-first and flexible work arrangements
- Data-driven decision making
- Cross-functional collaboration and communication
- Results-oriented and outcome-focused
Self-Assessment Questions:
- Do you have a strong curiosity about Tailscale's target audiences and a desire to understand their needs and behaviors?
- Are you comfortable working remotely and managing your time effectively in a distributed team environment?
- Do you thrive in a data-driven, results-oriented work culture, and are you comfortable making decisions based on data and analytics?
ASSUMPTION: Tailscale values candidates who are curious, collaborative, and results-oriented, with a strong focus on user experience and simplicity.
β οΈ Potential Challenges
- Managing multiple advertising channels and campaigns simultaneously
- Keeping up with the latest trends and best practices in performance marketing
- Balancing the need for experimentation and optimization with budget constraints
- Collaborating effectively with cross-functional teams in a remote work environment
ASSUMPTION: The ideal candidate will be comfortable managing multiple priorities, working independently, and collaborating effectively in a remote team environment.
π Similar Roles Comparison
- Unlike traditional VPNs, Tailscale offers a simple, secure, and easy-to-use networking solution for teams of any scale
- Tailscale's performance marketing manager role focuses on driving traffic, organization activations, subscriptions, and sales pipeline, rather than just brand awareness
- This role offers a unique opportunity to shape Tailscale's go-to-market strategy and make a significant impact on the company's growth
ASSUMPTION: Tailscale's performance marketing manager role is unique in its focus on driving specific business outcomes and its potential for growth and impact.
π Sample Projects
- Developing and executing an A/B testing roadmap to optimize paid advertising campaigns
- Collaborating with the brand team to create compelling ad creative that resonates with Tailscale's target audiences
- Analyzing campaign performance data to identify trends, optimize spend, and maximize ROI
ASSUMPTION: These sample projects illustrate the hands-on, data-driven, and collaborative nature of Tailscale's performance marketing program.
β Key Questions to Ask During Interview
- Can you describe the current state of Tailscale's paid marketing channels and the biggest opportunities for growth?
- How does Tailscale's performance marketing program align with the company's broader go-to-market strategy?
- What are the key priorities for this role in the first 30, 60, and 90 days?
- How does Tailscale support the professional development and growth of its marketing team members?
- What is the company's approach to remote work and collaboration in a distributed team environment?
ASSUMPTION: These interview questions are designed to help you understand the role's priorities, the company's culture, and the opportunities for growth and development.
π Next Steps for Applicants
To apply for this position:
- Submit your application through this link
- Tailor your resume and cover letter to highlight your relevant experience and skills for this role
- Prepare for behavioral and situational interview questions that focus on your problem-solving skills and campaign management experience
- If selected, be prepared to present a case study or project that demonstrates your expertise in performance marketing
- Follow up with the hiring manager one week after your final interview to express your continued interest in the role
β οΈ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.