Head of Lead Generation

📌 Core Information

🔹 Job Title: Head of Lead Generation

🔹 Company: SafetyWing

🔹 Location: Remote (Global)

🔹 Job Type: Full-Time

🔹 Category: Sales & Marketing

🔹 Date Posted: July 14, 2025

🔹 Experience Level: 5-10 years

🔹 Remote Status: Global

🚀 Job Overview

Key aspects of this role include:

• Driving rapid and sustained growth in qualified opportunities through smart experimentation and creative execution
• Building and scaling creative outbound systems using tools like Clay and HubSpot
• Experimenting with next-gen Go-To-Market tactics and trend-driven outreach angles
• Acting as an empathetic coach, mentor, and energetic leader for the Sales Openers team
• Motivating the team through thoughtful recognition and a fun, high-energy culture

ASSUMPTION: This role requires a strategic mindset, strong leadership skills, and a deep understanding of B2B sales and growth strategies. The ideal candidate will be comfortable working in a remote, global environment and have experience managing teams.

📋 Key Responsibilities

✅ Drive rapid and sustained growth in qualified opportunities through smart experimentation and creative execution

✅ Build and scale creative outbound systems using tools like Clay and HubSpot, blending data scraping, AI enrichment, and campaign orchestration

✅ Experiment with next-gen Go-To-Market tactics and trend-driven outreach angles that stand out in crowded inboxes

✅ Track and analyze campaign performance, and report weekly metrics and forecasts to the Head of Sales

✅ Act as an empathetic coach, mentor, and energetic leader for the Sales Openers team

✅ Motivate the team through thoughtful recognition and a fun, high-energy culture that celebrates wins

ASSUMPTION: The role involves a mix of strategic planning, tactical execution, and team management. The ideal candidate will be comfortable wearing multiple hats and adapting to a dynamic, fast-paced environment.

🎯 Required Qualifications

Education: Bachelor's degree in Business, Marketing, or a related field (or equivalent experience)

Experience: 4+ years of experience in sales, growth, or lead generation role in a B2B environment

Required Skills:

• Proven track record in driving growth through lead generation strategies
• Strong leadership and coaching skills
• Excellent written communication skills
• Fluency in modern sales tools (e.g., HubSpot, Clay, etc.)
• Strong analytical skills and data-driven mindset
• Ability to work independently and in a remote, global team

Preferred Skills:

• Experience with AI tools and automation
• Familiarity with the insurance industry
• Experience working in a startup environment

ASSUMPTION: The ideal candidate will have a strong background in B2B sales or growth, with a proven track record of driving results through creative lead generation strategies. Experience working in a remote, global team is a plus.

💰 Compensation & Benefits

Salary Range: $120,000 - $160,000 per year (based on experience and location)

Benefits:

• Fully remote work environment
• Competitive salary and equity compensation
• Premium health insurance that travels with you
• A personal development budget
• Laptop and office stipends
• A minimum of four weeks of vacation per year
• Travel insurance any time you travel
• Multiple team gatherings per year in amazing locations

Working Hours: Full-time (40 hours per week, flexible schedule)

ASSUMPTION: The salary range is based on industry standards for similar roles and the company's compensation philosophy. The benefits package is designed to support a remote, global workforce.

📌 Applicant Insights

🔍 Company Context

Industry: Technology, Information, and Internet

Company Size: 51-200 employees

Founded: 2018

Company Description:

• SafetyWing is building the first global safety net for remote companies, remote workers, and nomads worldwide.
• Their products include Nomad Insurance (travel medical insurance for nomads) and Remote Health (comprehensive health insurance for remote companies and individuals).
• The company is built and designed by a fully remote team of nomads distributed across three continents.

Company Specialties:

• Insurance
• Health Insurance
• Travel Insurance
• Social Safety Net
• Global Mobility
• Visas

Company Website: http://www.safetywing.com

ASSUMPTION: SafetyWing is a fast-growing startup focused on providing insurance solutions for remote workers and global teams. Their remote-friendly culture and global focus make them an attractive employer for candidates seeking a dynamic, international work environment.

📊 Role Analysis

Career Level: Mid to Senior level

Reporting Structure: The Head of Lead Generation will report directly to the Head of Sales and will oversee the Sales Openers team.

Work Arrangement: Fully remote, with the ability to work from anywhere globally.

Growth Opportunities:

• Potential to grow into a leadership role within the Sales or Growth department.
• Opportunity to shape the company's go-to-market strategy and make a significant impact on its growth.
• Chance to develop skills in areas such as team management, strategic planning, and data analysis.

ASSUMPTION: This role offers significant growth potential for the right candidate, with opportunities to develop both personally and professionally within a fast-growing startup environment.

🌍 Location & Work Environment

Office Type: Fully remote

Office Location(s): Global

Geographic Context:

• The role can be performed from anywhere globally, with a strong focus on results and output rather than hours worked.
• The team is distributed across multiple time zones, requiring strong communication and collaboration skills.
• The company has team gatherings multiple times per year in amazing locations, providing opportunities for in-person collaboration and bonding.

Work Schedule: Flexible, with a focus on results and output rather than hours worked.

ASSUMPTION: The fully remote work environment offers candidates the flexibility to work from anywhere, with a strong emphasis on results and output. This arrangement may be particularly appealing to candidates with international experience or those seeking a global work environment.

💼 Interview & Application Insights

Typical Process:

• Initial screening call to assess cultural fit and basic qualifications
• Technical assessment or case study to evaluate problem-solving skills and strategic thinking
• Final interview with the Head of Sales and/or other senior team members to discuss the role in more detail and make a hiring decision

Key Assessment Areas:

• Lead generation strategies and tactics
• Team management and leadership skills
• Data analysis and reporting
• Cultural fit and alignment with company values

Application Tips:

• Highlight your proven track record in driving growth through lead generation strategies
• Demonstrate your ability to work independently and in a remote, global team
• Showcase your strong written communication skills and ability to craft compelling outreach messages
• Prepare for behavioral interview questions that focus on your leadership, coaching, and problem-solving skills

ATS Keywords: Lead Generation, Sales, Growth, B2B, Coaching, Mentoring, Data Analysis, Creative Problem-Solving, Tech-Savvy, Entrepreneurial Mindset, Writing, Campaign Management, AI Tools, Automation, Outbound Marketing, Trend Analysis

ASSUMPTION: The interview process will focus on evaluating the candidate's strategic thinking, leadership skills, and cultural fit. The ideal candidate will have a strong background in B2B sales or growth and a proven track record of driving results through creative lead generation strategies.

🛠️ Tools & Technologies

• HubSpot
• Clay
• AI tools (e.g., for data enrichment and predictive analytics)
• Modern sales tools (e.g., CRM, email automation, etc.)

ASSUMPTION: The ideal candidate will be comfortable using modern sales tools and AI tools to drive lead generation strategies and improve campaign performance.

👔 Cultural Fit Considerations

Company Values:

• Help build a global social safety net
• Think for yourself instead of copying others
• Be willing to try new things, even with the risk of failure
• Be intellectually curious and open to new ideas
• Be creative and bold in the face of any problems
• Have strong integrity and do the right thing

Work Style:

• Results-driven and output-focused
• Strong communication and collaboration skills
• Adaptable and comfortable working in a dynamic, fast-paced environment
• Empathetic and supportive of team members

Self-Assessment Questions:

• Do you have a proven track record of driving growth through creative lead generation strategies?
• Are you comfortable working independently and in a remote, global team?
• Do you possess strong written communication skills and the ability to craft compelling outreach messages?
• Are you comfortable using modern sales tools and AI tools to drive lead generation strategies?

ASSUMPTION: The ideal candidate will be a strong cultural fit for SafetyWing, with a results-driven mindset, strong communication skills, and a willingness to adapt to a dynamic, fast-paced environment.

⚠️ Potential Challenges

• The role may require working with large datasets and complex analytics to identify trends and optimize campaigns
• The remote, global nature of the role may present challenges in terms of communication and time zone management
• The fast-paced, startup environment may require the candidate to adapt quickly to changing priorities and workloads
• The role may involve working with sensitive customer data, requiring a strong commitment to data privacy and security

ASSUMPTION: The ideal candidate will be comfortable working with data and analytics, managing a remote, global team, and adapting to a fast-paced, startup environment. They will also have a strong commitment to data privacy and security.

📈 Similar Roles Comparison

• This role is similar to a Head of Growth or VP of Sales in terms of responsibilities and required skills
• However, this role focuses specifically on lead generation strategies and tactics, rather than overall growth or sales management
• This role may offer more opportunities for creative problem-solving and experimentation than traditional sales or growth roles

ASSUMPTION: This role is well-suited for candidates with a strong background in B2B sales or growth, but with a particular focus on lead generation strategies and tactics. The role may offer more opportunities for creative problem-solving and experimentation than traditional sales or growth roles.

📝 Sample Projects

• Developing and executing a multi-channel lead generation campaign that drives significant growth in qualified opportunities
• Building and scaling an outbound system using tools like Clay and HubSpot that improves campaign performance and efficiency
• Analyzing campaign performance data to identify trends and optimize outreach strategies

ASSUMPTION: The ideal candidate will have experience developing and executing lead generation campaigns, building and scaling outbound systems, and analyzing campaign performance data to optimize outreach strategies.

❓ Key Questions to Ask During Interview

• Can you describe the current lead generation strategies and how they have evolved over time?
• How does the company support the growth and development of the Sales Openers team?
• What are the most significant challenges facing the lead generation function, and how does the company plan to address them?
• How does the company measure the success of lead generation campaigns, and how often are these metrics reviewed?
• What opportunities exist for growth and development within the Sales or Growth department?

ASSUMPTION: These questions are designed to help the candidate better understand the role, the team, and the company's approach to lead generation and growth. They also provide an opportunity for the candidate to demonstrate their strategic thinking and problem-solving skills.

📌 Next Steps for Applicants

To apply for this position:

• Submit your application through the following link: https://safetywing.pinpointhq.com/en/postings/92280fd2-ecf3-48ba-b8c0-9313879c81db
• Highlight your proven track record in driving growth through creative lead generation strategies in your resume and cover letter
• Prepare for behavioral interview questions that focus on your leadership, coaching, and problem-solving skills
• Research the company and its products to demonstrate your understanding of its mission and values
• Follow up with the hiring manager one week after submission to express your interest and reiterate your qualifications

⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.