VP of Marketing

📌 Core Information

🔹 Job Title: VP of Marketing

🔹 Company: Gradient AI

🔹 Location: Boston, Massachusetts, United States

🔹 Job Type: Remote (Fully)

🔹 Category: Marketing

🔹 Date Posted: April 29, 2025

🔹 Experience Level: 5-10 years

🔹 Remote Status: Remote (Solely)

🚀 Job Overview

Key aspects of this role include:

• Leading and scaling a modern B2B marketing engine to drive revenue growth, customer engagement, and brand visibility.
• Developing and executing a forward-looking marketing strategy that aligns with sales goals and maximizes impact.
• Spearheading strategic initiatives driving return on demand gen campaigns with a strong ROI focus.
• Championing innovation in digital content, product marketing, and sales enablement.
• Building and mentoring a high-performing marketing team.

ASSUMPTION: This role requires a strategic, hands-on leader with a proven track record in establishing and leading marketing and sales enablement functions for SaaS companies.

📋 Key Responsibilities

✅ Drive customer acquisition, engagement, and retention with data-driven strategies, aligned with sales goals to maximize impact.

✅ Spearhead strategic initiatives driving return on demand gen campaigns (SEO, SEM, paid, email) with strong ROI focus.

✅ Champion innovation in digital content, product marketing, and sales enablement.

✅ Own marketing operations, including HubSpot and Salesforce integration, lead flows, and scoring.

✅ Drive metrics and KPIs to evaluate success and optimize performance.

✅ Revolutionize brand efforts by reimagining PR strategy, with a bonus for experience with brand relaunches or agency work.

✅ Build and mentor a high-performing team.

✅ Lead revenue operations, sales enablement, and market attribution, partnering with sales teams to ensure seamless messaging and drive pipeline growth at scale.

ASSUMPTION: This role requires a mix of strategic thinking, hands-on execution, and strong leadership skills to drive marketing efforts and collaborate effectively with sales teams.

🎯 Required Qualifications

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

Experience: 7+ years managing teams across digital, branding, content, product marketing, and ops, with proven experience in establishing and leading marketing and sales enablement functions for SaaS companies.

Required Skills:

• Proven success driving pipeline and revenue with limited budget.
• Data-driven mindset and strong cross-functional leadership skills.
• Experience working closely with sales to align on go-to-market strategy.
• Hands-on experience with HubSpot, Salesforce, lead scoring, and attribution.

Preferred Skills:

• Brand development or agency experience.
• Insurance industry or startup experience.

ASSUMPTION: This role requires a well-rounded marketing professional with a strong background in B2B marketing, sales enablement, and team leadership, as well as experience working with marketing tools and data-driven strategies.

💰 Compensation & Benefits

Salary Range: $180,000 - $250,000 per year (Estimated based on industry standards for a VP of Marketing with 7+ years of experience in the Boston area)

Benefits:

• Generous stock options.
• Unlimited vacation days.
• Flexible schedule that supports working from home.
• Full benefits package, including medical, dental, vision, 401k, paid paternal leave, and more.
• Ample opportunities to learn and take on new responsibilities.

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

ASSUMPTION: The salary range is estimated based on industry standards for a VP of Marketing role in the Boston area, considering the required experience level and the company's size. The benefits package is comprehensive and competitive for a company of this size.

📌 Applicant Insights

🔍 Company Context

Industry: Software Development, specifically focused on AI-driven underwriting and claims solutions for the insurance industry.

Company Size: 51-200 employees. This size allows for a more agile and innovative work environment, with ample opportunities for growth and impact.

Founded: 2018. Gradient AI has grown rapidly since its founding and is backed by $56M in Series C funding.

Company Description:

• Gradient AI provides award-winning artificial intelligence (AI) solutions for the insurance industry.
• Its solutions improve loss ratios and profitability by predicting underwriting and claim risks with greater accuracy and reducing quote turnaround times and claim expenses through intelligent automation.
• The company leverages a vast industry data lake comprising tens of millions of policies and claims, incorporating key features such as economic, health, geographic, and demographic information.

Company Specialties:

• Artificial Intelligence
• Machine Learning
• Insurance
• Predictive Analytics
• Risk Ranking Solutions
• Group Benefits Underwriting Solutions
• Claims Triage Solution
• Insurance Business Process Solutions
• Insurance underwriting
• Insurance claims
• Health insurance
• Workers Comp
• Property & Casualty insurance
• Commercial Auto
• Business Owners Policy
• Workers Compensation
• Data
• Insurtech
• AI
• Generative AI
• Insurance risk management

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

ASSUMPTION: Gradient AI is a well-established company in the AI and insurance industries, with a strong focus on innovation and growth.

📊 Role Analysis

Career Level: Executive (VP) level, reporting directly to the CRO and leading the marketing department.

Reporting Structure: This role will have direct reports, including team members across digital, content, product, sales enablement, PR, and operations.

Work Arrangement: This is a fully remote opportunity, with the flexibility to work from home.

Growth Opportunities:

• As the company continues to grow, there will be opportunities for the VP of Marketing to expand their team and take on additional responsibilities.
• With the company's focus on innovation and AI, there may be opportunities to explore new marketing channels and strategies.
• The VP of Marketing will have the chance to make a significant impact on the company's growth and success, with potential career advancement opportunities as the company scales.

ASSUMPTION: This role offers a unique opportunity for a strategic, hands-on marketing leader to make a significant impact on a growing company in the AI and insurance industries.

🌍 Location & Work Environment

Office Type: Remote (Fully)

Office Location(s): One Marina Park Drive, Suite 305, Boston, Massachusetts 02210, US (Company Headquarters)

Geographic Context:

• The Boston area has a thriving tech industry, with many startups and established companies in the AI and software development sectors.
• The cost of living in the Boston area is higher than the national average, with median home prices around $750,000 and median rent around $2,500 per month for a one-bedroom apartment.
• The city offers a diverse range of cultural attractions, including museums, theaters, and sports teams, as well as a vibrant food and music scene.

Work Schedule: Full-time (40 hours per week), with a flexible schedule that supports working from home.

ASSUMPTION: This role offers the flexibility to work from home, with the opportunity to visit the company headquarters in Boston as needed.

💼 Interview & Application Insights

Typical Process:

• Online application submission through the provided link.
• Phone or video screening with the HR department or a hiring manager.
• In-depth phone or video interview with the CRO and other members of the leadership team.
• Final interview with the CEO and other key stakeholders.
• Background check and reference check.
• Job offer and onboarding.

Key Assessment Areas:

• Strategic thinking and marketing expertise.
• Leadership skills and team management experience.
• Data-driven mindset and strong analytical skills.
• Experience working with marketing tools and sales enablement.
• Alignment with the company's mission, values, and culture.

Application Tips:

• Tailor your resume and cover letter to highlight your relevant marketing experience, leadership skills, and data-driven approach.
• Prepare for behavioral interview questions that focus on your experience leading marketing teams, driving revenue growth, and collaborating with sales teams.
• Be ready to discuss your experience with marketing tools, such as HubSpot and Salesforce, and how you've used data to optimize marketing campaigns and drive ROI.
• Research the company and its products to demonstrate your understanding of the AI and insurance industries and how your skills and experience align with the company's needs.

ATS Keywords: Marketing strategy, demand generation, sales enablement, digital marketing, content marketing, product marketing, data analysis, team leadership, brand development, HubSpot, Salesforce, pipeline growth, customer engagement, innovation, metrics evaluation, cross-functional leadership

ASSUMPTION: The interview process will focus on assessing the candidate's strategic thinking, leadership skills, and marketing expertise, as well as their alignment with the company's mission, values, and culture.

🛠️ Tools & Technologies

• HubSpot
• Salesforce
• Lead scoring and attribution tools
• Marketing automation and analytics tools
• Project management and collaboration tools

ASSUMPTION: This role requires experience with marketing tools, such as HubSpot and Salesforce, as well as a strong understanding of marketing automation, analytics, and project management tools.

👔 Cultural Fit Considerations

Company Values:

• Innovation: Gradient AI values innovation and encourages employees to think creatively and challenge the status quo.
• Collaboration: The company fosters a collaborative work environment, with a strong emphasis on teamwork and cross-functional collaboration.
• Customer-centric: Gradient AI prioritizes customer needs and strives to deliver solutions that meet their unique challenges and opportunities.
• Data-driven: The company uses data to inform decision-making and drive continuous improvement.
• Integrity: Gradient AI values honesty, transparency, and ethical behavior in all aspects of its business.

Work Style:

• Strategic: This role requires a strategic thinker who can develop and execute a forward-looking marketing strategy that drives revenue growth, customer engagement, and brand visibility.
• Hands-on: The VP of Marketing will be expected to roll up their sleeves and contribute to the execution of marketing campaigns and projects.
• Data-driven: This role requires a strong analytical mindset and the ability to use data to optimize marketing campaigns and drive ROI.
• Collaborative: The VP of Marketing will work closely with sales teams, product managers, and other stakeholders to ensure seamless messaging and drive pipeline growth at scale.
• Adaptable: This role requires the ability to adapt to a fast-paced, dynamic work environment and pivot as needed to meet the company's evolving needs.

Self-Assessment Questions:

• Do you have a proven track record of developing and executing successful marketing strategies that drive revenue growth and customer engagement?
• Are you comfortable working in a fast-paced, dynamic environment and adapting to change as needed?
• Do you have experience working with marketing tools, such as HubSpot and Salesforce, and using data to optimize marketing campaigns and drive ROI?
• Are you a strong collaborator who can work effectively with sales teams, product managers, and other stakeholders to drive pipeline growth at scale?
• Do you align with Gradient AI's values, including innovation, collaboration, customer-centricity, data-driven decision-making, and integrity?

ASSUMPTION: The ideal candidate for this role will be a strategic, hands-on marketing leader with a strong background in B2B marketing, sales enablement, and team leadership, as well as experience working with marketing tools and data-driven strategies.

⚠️ Potential Challenges

• As a fully remote role, the VP of Marketing may face challenges in building and maintaining a cohesive team, as well as fostering a strong company culture.
• The insurance industry can be complex and regulated, which may present unique challenges for marketing efforts and require a strong understanding of the industry and its regulations.
• The VP of Marketing may face competition from other AI and marketing technology companies for talent and market share.
• The company's rapid growth may present challenges in scaling marketing efforts and maintaining a consistent brand message across multiple channels and regions.

ASSUMPTION: The VP of Marketing will need to be proactive in addressing these challenges and working closely with the leadership team to ensure the company's continued success.

📈 Similar Roles Comparison

• Compared to other VP of Marketing roles in the AI and insurance industries, this role offers a unique opportunity to lead a modern B2B marketing engine and drive revenue growth, customer engagement, and brand visibility for a rapidly growing company.
• The insurance industry is highly competitive, with many established players and startups vying for market share. This role offers the chance to differentiate Gradient AI's offerings and position the company as a leader in AI-driven underwriting and claims solutions.
• Career-wise, this role offers the potential for significant growth and impact, with the opportunity to take on additional responsibilities as the company scales and expands its offerings.

ASSUMPTION: This role offers a unique opportunity for a strategic, hands-on marketing leader to make a significant impact on a growing company in the AI and insurance industries, with the potential for significant career advancement as the company scales.

📝 Sample Projects

• Developing and executing a go-to-market strategy for a new AI-driven underwriting solution, including targeted marketing campaigns, sales enablement materials, and PR efforts.
• Conducting a comprehensive audit of the company's marketing efforts and identifying opportunities for optimization and cost savings.
• Leading a rebranding initiative to better reflect the company's innovative approach to AI-driven insurance solutions and differentiate it from competitors.

ASSUMPTION: These sample projects illustrate the strategic, hands-on, and data-driven nature of the VP of Marketing role at Gradient AI, as well as the opportunity to make a significant impact on the company's growth and success.

❓ Key Questions to Ask During Interview

• Can you describe the company's long-term vision for growth and expansion, and how this role fits into that strategy?
• How does the leadership team support and empower the marketing department to drive success and achieve its goals?
• What are the biggest challenges facing the marketing department, and how can this role help address them?
• How does the company measure and track marketing performance, and what key metrics will this role be responsible for driving?
• What opportunities are there for the VP of Marketing to innovate and differentiate Gradient AI's offerings in the competitive AI and insurance industries?
• How does the company support the professional development and growth of its marketing team members?

ASSUMPTION: These key questions will help the candidate better understand the company's long-term vision, marketing strategy, and the specific challenges and opportunities facing the marketing department.

📌 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 marketing experience, leadership skills, and data-driven approach.
• Prepare for behavioral interview questions that focus on your experience leading marketing teams, driving revenue growth, and collaborating with sales teams.
• Be ready to discuss your experience with marketing tools, such as HubSpot and Salesforce, and how you've used data to optimize marketing campaigns and drive ROI.
• Research the company and its products to demonstrate your understanding of the AI and insurance industries and how your skills and experience align with the company's needs.
• Follow up with the hiring manager one week after submitting your application to express your continued interest in the role.

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