Vice President of Sales

Job Title: Vice President of Sales

Company: Pretty Good Group (Parent Company of Culture Cut Network & Must Do Network)

Location: Remote (U.S.-based)

Type: Full-Time

Schedule: Monday to Friday, 9:00 AM – 5:00 PM (40 hours/week)

Travel: Quarterly in-person team meetings (travel & accommodation covered by the company)

Application Deadline: June 30th, 2025

PGG is a fast-growing media and lifestyle company and the proud parent of Culture Cut Network and Must Do Network, two dynamic digital platforms that explore the pulse of culture, travel, lifestyle, and local experience in real time. As we expand our audience and partner reach, we’re looking for a high-performing Vice President of Sales to lead our sales organization, scale revenue, and help define our next chapter of growth.

The Vice President of Sales is a senior leadership role responsible for the strategic development and execution of all revenue-generating activities across PGG's portfolio, with a primary focus on advertising, partnerships, and branded content sales. You’ll build, lead, and inspire a high-performance sales team, cultivate agency and brand relationships, and drive measurable results across both Culture Cut Network and Must Do Network.

This role reports directly to the CEO and works closely with Marketing, Content, and Strategy to align revenue goals with company priorities.

Sales Leadership & Strategy

• Develop and execute a comprehensive sales strategy for both Culture Cut Network and Must Do Network.
• Identify and prioritize key revenue channels, including brand partnerships, sponsored content, media buys, affiliate programs, and custom campaigns.
• Set and own quarterly and annual sales targets, with full accountability for delivering results.
• Forecast revenue, monitor KPIs, and deliver regular performance reports to executive leadership.
• Build and refine scalable sales processes and pipelines using CRM and sales analytics platforms.

Team Management & Development

• Recruit, train, and manage a team of sales managers and account executives.
• Establish performance benchmarks and coach team members to exceed goals.
• Foster a positive, results-oriented sales culture rooted in accountability and innovation.

Business Development & Client Partnerships

• Develop relationships with media agencies, CMOs, brand managers, and content partners.
• Represent PGG in high-level negotiations with advertisers and strategic partners.
• Collaborate with the Creative and Content teams to develop pitch materials and custom packages that align with client goals.
• Attend industry conferences, client meetings, and quarterly team sessions in person to represent the company and grow the business.

Cross-Departmental Collaboration

• Work closely with the CEO and VP of Content to align sales goals with editorial and audience strategies.
• Partner with Marketing and Insights teams to refine positioning, enhance pitch decks, and optimize campaign performance.
• Ensure seamless communication between Sales and Campaign Operations for delivery and reporting.

Required

• 8+ years of progressive experience in digital media sales, ideally with at least 3 years in a senior leadership role.
• Proven track record of exceeding sales goals and driving growth in the media, content, or lifestyle sector.
• Strong network of brand and agency contacts across entertainment, travel, fashion, lifestyle, and/or tech.
• Deep understanding of digital advertising products including branded content, social distribution, display, programmatic, and native formats.
• Exceptional negotiation, presentation, and communication skills.
• Experience managing remote sales teams and scaling sales organizations.
• Ability to travel quarterly for team meetings and occasional client-facing opportunities.
• Must be based in the U.S.

Preferred

• Experience working with lifestyle or culture-focused media brands.
• Familiarity with media planning and buying cycles, including upfronts and RFP processes.
• Knowledge of CRM tools (e.g., HubSpot, Salesforce), analytics, and sales forecasting.
• Entrepreneurial mindset and experience in a fast-paced, high-growth startup environment.

• Competitive base salary + generous performance-based bonus
• Comprehensive health, dental, and vision insurance
• Paid vacation and company holidays
• Flexible remote work environment
• Company-covered travel for quarterly team meetings and events
• Opportunity to be a foundational leader in a high-growth media company

Submit your resume and a short cover letter outlining why you’re a great fit for the role to. Applications will be accepted until June 30, 2025.

Job Title: Vice President of Sales

Company: Pretty Good Group (Parent Company of Culture Cut Network & Must Do Network)

Location: Remote (U.S.-based)

Type: Full-Time

Schedule: Monday to Friday, 9:00 AM – 5:00 PM (40 hours/week)

Travel: Quarterly in-person team meetings (travel & accommodation covered by the company)

Application Deadline: June 30th, 2025

PGG is a fast-growing media and lifestyle company and the proud parent of Culture Cut Network and Must Do Network, two dynamic digital platforms that explore the pulse of culture, travel, lifestyle, and local experience in real time. As we expand our audience and partner reach, we’re looking for a high-performing Vice President of Sales to lead our sales organization, scale revenue, and help define our next chapter of growth.

The Vice President of Sales is a senior leadership role responsible for the strategic development and execution of all revenue-generating activities across PGG's portfolio, with a primary focus on advertising, partnerships, and branded content sales. You’ll build, lead, and inspire a high-performance sales team, cultivate agency and brand relationships, and drive measurable results across both Culture Cut Network and Must Do Network.

This role reports directly to the CEO and works closely with Marketing, Content, and Strategy to align revenue goals with company priorities.

Sales Leadership & Strategy

• Develop and execute a comprehensive sales strategy for both Culture Cut Network and Must Do Network.
• Identify and prioritize key revenue channels, including brand partnerships, sponsored content, media buys, affiliate programs, and custom campaigns.
• Set and own quarterly and annual sales targets, with full accountability for delivering results.
• Forecast revenue, monitor KPIs, and deliver regular performance reports to executive leadership.
• Build and refine scalable sales processes and pipelines using CRM and sales analytics platforms.

Team Management & Development

• Recruit, train, and manage a team of sales managers and account executives.
• Establish performance benchmarks and coach team members to exceed goals.
• Foster a positive, results-oriented sales culture rooted in accountability and innovation.

Business Development & Client Partnerships

• Develop relationships with media agencies, CMOs, brand managers, and content partners.
• Represent PGG in high-level negotiations with advertisers and strategic partners.
• Collaborate with the Creative and Content teams to develop pitch materials and custom packages that align with client goals.
• Attend industry conferences, client meetings, and quarterly team sessions in person to represent the company and grow the business.

Cross-Departmental Collaboration

• Work closely with the CEO and VP of Content to align sales goals with editorial and audience strategies.
• Partner with Marketing and Insights teams to refine positioning, enhance pitch decks, and optimize campaign performance.
• Ensure seamless communication between Sales and Campaign Operations for delivery and reporting.

Required

• 8+ years of progressive experience in digital media sales, ideally with at least 3 years in a senior leadership role.
• Proven track record of exceeding sales goals and driving growth in the media, content, or lifestyle sector.
• Strong network of brand and agency contacts across entertainment, travel, fashion, lifestyle, and/or tech.
• Deep understanding of digital advertising products including branded content, social distribution, display, programmatic, and native formats.
• Exceptional negotiation, presentation, and communication skills.
• Experience managing remote sales teams and scaling sales organizations.
• Ability to travel quarterly for team meetings and occasional client-facing opportunities.
• Must be based in the U.S.

Preferred

• Experience working with lifestyle or culture-focused media brands.
• Familiarity with media planning and buying cycles, including upfronts and RFP processes.
• Knowledge of CRM tools (e.g., HubSpot, Salesforce), analytics, and sales forecasting.
• Entrepreneurial mindset and experience in a fast-paced, high-growth startup environment.

• Competitive base salary + generous performance-based bonus
• Comprehensive health, dental, and vision insurance
• Paid vacation and company holidays
• Flexible remote work environment
• Company-covered travel for quarterly team meetings and events
• Opportunity to be a foundational leader in a high-growth media company

Submit your resume and a short cover letter outlining why you’re a great fit for the role to. Applications will be accepted until June 30, 2025.