Senior Managing Director, Vine Digital Studio

Cantaloupe, Inc.

12d • Remote

About The Position

Vine Digital Studio is seeking a Managing Director / General Manager to lead the strategy, operations, and growth of its full-service digital marketing agency: Vine Digital Studio. This role has overall responsibility for agency performance, including team leadership, client delivery, revenue growth, and operational efficiency.

The ideal candidate is a proven agency leader who understands how to scale services, manage cross-functional teams, and own the full client lifecycle—from business development through delivery and renewal. This role requires a balance of strategic leadership and hands-on operational management.

Requirements

• 7+ years of experience in a digital agency or professional services leadership role
• Demonstrated experience owning or leading a business unit, including responsibility for revenue, margins, and overall performance
• Proven ability to lead and scale cross-functional teams across creative, technical, and client-facing disciplines
• Strong understanding of digital marketing services, including websites, SEO, content, social, and paid media
• Experience owning revenue, pipeline management, and client relationships
• Demonstrated ability to scale operations and improve delivery processes
• Strong communication, leadership, and stakeholder management skills

Responsibilities

• Set and lead the strategic direction of the agency in alignment with business goals
• Establish clear priorities and focus areas across all teams, particularly during periods of growth or organizational change
• Translate high-level strategy into executable plans and measurable outcomes
• Drive accountability for performance, quality, and results across the organization
• Maintain visibility into all work being delivered across the agency
• Oversee resource planning and capacity management across all functions
• Ensure teams are appropriately staffed and workloads are balanced
• Identify and resolve operational risks, bottlenecks, and delivery challenges, including those introduced by growth, new offerings, or changing client needs
• Lead and manage team leads across account management, project management, social media, content, design, development, SEO, analytics, and paid media
• Clarify roles, responsibilities, and expectations across teams
• Support hiring, onboarding, performance management, and professional development
• Foster strong cross-functional collaboration and a culture of ownership
• Lead business development efforts in partnership with internal sales teams
• Own the lead pipeline for new and existing clients
• Support pricing, scoping, and proposal development
• Ensure smooth handoff of new clients into onboarding and delivery
• Oversee the full client lifecycle, including onboarding, ongoing delivery, renewals, and expansions
• Serve as an escalation point for client issues related to scope, deliverables, or billing
• Ensure high levels of client satisfaction, retention, and long-term value
• Own overall financial performance, including revenue growth, retention, and utilization
• Forecast capacity and revenue needs in collaboration with leadership
• Monitor key performance indicators to guide decision-making
• Ensure the agency operates efficiently and sustainably

Benefits

• Medical, Dental, & Vision Benefits coverage, plus additional benefits (Life Assistance Program, Financial Wellness, and Nutritional Counseling)
• 401(K) with employer match effective upon the first day of employment
• 18 days PTO + (9) Observed Company Holidays
• Tuition Reimbursement

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed