Head of Digital Acquisition

📌 Core Information

🔹 Job Title: Head of Digital Acquisition

🔹 Company: Booksy

🔹 Location: United States (Remote)

🔹 Job Type: Full-time

🔹 Category: Marketing

🔹 Date Posted: June 2, 2025

🔹 Experience Level: 5-10 years

🔹 Remote Status: Fully Remote

🚀 Job Overview

Key aspects of this role include:

• Developing and executing performance marketing strategies across paid social, paid search, and organic search to improve the booking experience for small business owners.
• Leading a team of digital marketing specialists and agencies to build and scale performance-driven campaigns.
• Collaborating with retention, product marketing, and creative teams to ensure alignment with overall business goals.
• Optimizing blended CPA and driving acquisition through advanced segmentation and personalized user journeys.

ASSUMPTION: This role requires a strategic mindset, strong analytical skills, and proven experience in performance marketing to drive growth and improve the user experience.

📋 Key Responsibilities

✅ Lead the bottoms-up planning of acquisition targets with direct collaboration from finance to achieve aggressive growth goals.

✅ Ensure smooth execution of always on, seasonal, and targeted campaigns across acquisition channels.

✅ Manage budget ownership to keep CPAs in check and make strategic investments where needed.

✅ Leverage tools like Segment and our CDP to develop personalized, efficient journeys that cross channels and help high value users move towards conversion.

✅ Oversee organic search efforts to drive acquisition and improve blended CPA.

✅ Utilize data analytics tools to track campaign performance, analyze key metrics, and report on ROI, adjusting strategies and budgets accordingly to optimize results.

✅ Lead and mentor a team of performance marketing professionals, providing guidance, fostering a culture of innovation, and ensuring team members have the resources and support to succeed.

✅ Stay ahead of industry trends, emerging technologies, and new marketing platforms to inform strategy and keep the business competitive in a dynamic digital landscape.

ASSUMPTION: The role requires a balance of strategic planning, hands-on execution, and team leadership to achieve success.

🎯 Required Qualifications

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

Experience: 5-10 years of experience in performance marketing, with at least 3 years in a leadership role.

Required Skills:

• Proven track record in performance marketing, with a strong focus on paid social, paid search, and organic search.
• Experience with budget management and optimization.
• Strong analytical skills and data-driven decision making.
• Proficient in data analytics tools and marketing automation platforms.
• Excellent leadership and team management skills.
• Excellent communication and collaboration skills.

Preferred Skills:

• Experience with Segment and customer data platforms (CDP).
• Familiarity with the beauty, health, and wellness industry.
• Experience working in a remote, global team.

ASSUMPTION: Candidates with a strong background in performance marketing, a data-driven mindset, and proven leadership skills will be well-suited for this role.

💰 Compensation & Benefits

Salary Range: $120,000 - $160,000 per year (Based on industry standards for similar roles and experience levels)

Benefits:

• Comprehensive health, dental, and vision coverage
• Voluntary LTD
• Company paid STD, and $25,000 Basic Life
• Unlimited PTO with manager approval
• Parental Leave - 12 weeks of leave
• 401k - 50% match up to 6% of contributions paid annually
• Booksy benefit - $50 per month to use on services in our app

Working Hours: Full-time, with flexible hours and a focus on results-driven work.

ASSUMPTION: The salary range is based on industry standards for similar roles and experience levels, and may vary depending on the candidate's specific qualifications and the company's budget.

📌 Applicant Insights

🔍 Company Context

Industry: Booksy operates in the Internet Marketplace Platforms industry, connecting small business owners with customers through a cloud-based marketplace.

Company Size: Booksy has 501-1,000 employees, providing a mid-sized company environment with opportunities for growth and impact.

Founded: Booksy was founded in 2014 and has since expanded globally, with headquarters in multiple countries.

Company Description:

• Booksy empowers entrepreneurs in the beauty, health, and wellness industry by providing a platform for booking services.
• The company supports small business owners and their customers by facilitating 'me time' moments and helping people thrive and feel fantastic.
• Booksy is committed to creating an inclusive environment for all and welcomes people from diverse backgrounds.

Company Specialties:

• Smart Scheduling
• Mobile apps
• Marketplaces
• Software development
• Booking software

Company Website: booksy.biz

ASSUMPTION: Booksy's focus on empowering small business owners and creating a positive impact on people's lives makes it an attractive company for candidates who align with these values.

📊 Role Analysis

Career Level: This role is a senior-level position, reporting directly to the Global Director of Growth Marketing.

Reporting Structure: The Head of Digital Acquisition will lead a team of performance marketing professionals and collaborate with various departments, including retention, product marketing, and creative teams.

Work Arrangement: This is a fully remote position, allowing for flexibility and work-life balance.

Growth Opportunities:

• As Booksy continues to grow and expand, there may be opportunities for the Head of Digital Acquisition to take on additional responsibilities or move into a more senior role.
• The company encourages internal mobility and offers opportunities for professional development.

ASSUMPTION: The remote work arrangement and growth opportunities make this role an attractive option for candidates seeking flexibility and career advancement.

🌍 Location & Work Environment

Office Type: Fully remote, with no physical office requirement.

Office Location(s): N/A

Geographic Context:

• The United States offers a large talent pool and diverse market for Booksy's services.
• The remote work arrangement allows for a wider range of candidates to apply, regardless of location.
• The United States has a well-established market for beauty, health, and wellness services, providing ample opportunities for growth.

Work Schedule: Full-time, with flexible hours and a focus on results-driven work.

ASSUMPTION: The fully remote work arrangement and geographic context make this role accessible to a wide range of candidates, regardless of their location or time zone.

💼 Interview & Application Insights

Typical Process:

• Online application and resume screening
• Phone or video call with the hiring manager
• Technical assessment or case study
• Final interview with key stakeholders

Key Assessment Areas:

• Performance marketing strategy and execution
• Data analysis and interpretation
• Leadership and team management skills
• Cultural fit and alignment with company values

Application Tips:

• Highlight your experience in performance marketing and leadership roles.
• Demonstrate your data-driven approach to marketing and decision-making.
• Showcase your ability to work collaboratively and effectively in a remote team environment.
• Prepare for behavioral interview questions that focus on your leadership style, problem-solving skills, and adaptability.

ATS Keywords: Performance marketing, paid social, paid search, organic search, budget management, data analytics, SEO strategy, team development, market research, campaign execution, segmentation, growth strategy, innovation, collaboration, reporting, user journey optimization

ASSUMPTION: The interview process will focus on assessing the candidate's strategic thinking, analytical skills, and leadership abilities, as well as their cultural fit with the company.

🛠️ Tools & Technologies

• Segment
• Customer Data Platform (CDP)
• Data analytics tools (e.g., Google Analytics, Tableau)
• Marketing automation platforms (e.g., HubSpot, Marketo)
• Project management tools (e.g., Asana, Trello)

ASSUMPTION: The candidate should have experience with relevant marketing tools and be comfortable learning new platforms as needed.

👔 Cultural Fit Considerations

Company Values:

• Empowerment
• Community
• Growth

Work Style:

• Results-driven
• Collaborative
• Adaptable

Self-Assessment Questions:

• How do you embody Booksy's values in your work?
• Describe a time when you had to adapt to a significant change in your work environment or strategy.
• How do you foster a culture of innovation and continuous learning within your team?

ASSUMPTION: Candidates who align with Booksy's values and work style will be more likely to succeed in this role and contribute to the company's mission.

⚠️ Potential Challenges

• Managing a remote team and ensuring effective communication and collaboration.
• Keeping up with the dynamic digital landscape and adapting marketing strategies accordingly.
• Balancing aggressive growth goals with sustainable and efficient marketing practices.
• Ensuring a positive work-life balance while working remotely.

ASSUMPTION: The candidate should be comfortable working remotely, managing a team, and adapting to change in a fast-paced environment.

📈 Similar Roles Comparison

• Compared to other Head of Digital Acquisition roles, this position places a stronger emphasis on organic search and SEO strategy.
• Booksy's focus on the beauty, health, and wellness industry sets it apart from other marketplaces and platforms.
• As a senior-level role, this position offers significant growth opportunities and the chance to make a substantial impact on the company's success.

ASSUMPTION: Candidates should consider the unique aspects of this role and how it aligns with their career goals and interests.

📝 Sample Projects

• Developing and executing a comprehensive SEO strategy to improve organic search rankings and drive acquisition.
• Leveraging customer data to create personalized, cross-channel user journeys that optimize conversion rates.
• Collaborating with the creative team to develop targeted, high-performing ad campaigns across paid social and paid search channels.

ASSUMPTION: The candidate's experience and approach to these types of projects will be a strong indicator of their fit for the role.

❓ Key Questions to Ask During Interview

• Can you describe the team structure and how the Head of Digital Acquisition role fits within the organization?
• How does Booksy support the growth and development of its employees, particularly in remote work environments?
• What are the key priorities for the Head of Digital Acquisition in the first 90 days?
• How does Booksy measure the success of its digital acquisition efforts, and what are the most important KPIs to focus on?
• What is the company's approach to work-life balance, particularly for remote employees?

ASSUMPTION: Asking thoughtful, relevant questions during the interview process demonstrates the candidate's interest in the role and their ability to contribute to the company's success.

📌 Next Steps for Applicants

To apply for this position:

• Submit your application through the Workable link.
• Customize your resume to highlight your performance marketing experience and leadership skills.
• Write a cover letter that demonstrates your understanding of Booksy's mission and how your skills and experience make you a strong fit for the role.
• Prepare for the interview process by researching Booksy's company culture and values, and practicing your responses to common interview questions.
• Follow up with the hiring manager after the interview to express your interest in the role and reiterate your qualifications.

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