Company Overview

For more than 33 years, Complete Custom Itinerary Service (CCIS Travel) has helped thousands of students experience the educational impact of travel through customized performance tours, educational trips, and group travel programs across the United States.

As a Certified Student Travel Organization (CSTO) and proud member of the Student & Youth Travel Association (SYTA), CCIS has built a reputation for transparency, exceptional service, and unforgettable travel experiences. From high school band trips to Orlando to educational tours of Washington, D.C., every itinerary is thoughtfully designed to meet the unique goals of each group.

Today, CCIS is entering an exciting new phase of growth. With a strong foundation, loyal client base, and nearly $7 million in annual revenue, the company is investing in leadership, technology, and strategic expansion. This is a unique opportunity for an experienced sales and marketing executive to help shape the future of a respected, family-owned organization while making a meaningful impact on student travel experiences nationwide.

Position Summary

CCIS Travel is seeking a Vice President of Sales & Marketing to lead the next chapter of growth for our organization.

This newly created executive leadership role will be responsible for developing and executing the company's overall sales and marketing strategy while leading an established team of four sales professionals, including the current Director of Sales. Working closely with ownership and the Vice President of Operations, this leader will modernize our sales and marketing systems, strengthen customer acquisition efforts, improve revenue forecasting, and expand our presence within the student travel and group travel markets.

The ideal candidate is a strategic, results-oriented leader who thrives on building scalable systems, improving performance, and driving measurable growth. They combine strong analytical thinking with decisive leadership and are energized by solving complex business challenges, implementing new technologies, and creating structure that supports sustainable growth. This individual is proactive, achievement-oriented, and comfortable managing multiple priorities while maintaining high standards for themselves and their team. They are equally capable of developing long-term growth strategies and executing the day-to-day initiatives required to achieve ambitious business goals.

Key Responsibilities

Strategic Growth & Marketing

• Develop and execute a comprehensive sales and marketing strategy to drive revenue growth and market expansion

• Identify and pursue new geographic territories and customer segments within the group travel industry

• Build and manage modern lead-generation campaigns across digital advertising, email marketing, SEO, social media, and industry events

• Refresh and strengthen the company's market positioning while honoring its 33-year legacy and reputation

• Oversee website management, content strategy, and social media initiatives

• Manage referral, research team, frequent traveler, scholarship, and grant programs

Sales Leadership & Team Development

• Lead, coach, and develop a high-performing sales team of four professionals

• Partner with the Director of Sales to identify growth opportunities and future staffing needs

• Establish a structured sales process with clear accountability and performance expectations

• Implement consultative selling methodologies tailored to educators, school administrators, and parent organizations

• Improve conversion rates, sales effectiveness, and overall team performance

• Foster a culture of accountability, continuous improvement, and performance excellence

• Establish clear expectations, measurable goals, and consistent standards across the sales organization

• Drive strategic initiatives while balancing multiple priorities and growth opportunities

• Mentor and develop team members through coaching, performance management, and leadership development

Technology & Data Strategy

• Partner with the Vice President of Operations to evaluate, select, and implement a modern CRM platform

• Develop reporting dashboards to monitor pipeline health, marketing performance, booking trends, and revenue forecasts

• Utilize data and analytics to identify growth opportunities, improve conversion rates, and optimize sales performance

• Develop structured reporting processes that support informed decision-making and accurate forecasting

• Design customer retention and lifecycle marketing programs that increase repeat bookings and client loyalty

Financial & Executive Leadership

• Manage sales and marketing budgets across digital, print, trade show, and event initiatives

• Develop accurate revenue forecasts and executive reporting for ownership

• Ensure alignment between sales projections, operational capacity, and customer delivery expectations

• Serve as a key member of the executive leadership team, contributing to overall company growth and strategic planning

Required Qualifications

• 7+ years of sales and marketing leadership experience, including at least 3 years in a Director, Vice President, or comparable senior leadership role

• Experience leading sales growth for a small to mid-sized business generating approximately $5M–$15M in annual revenue

• Proven experience implementing, migrating, or optimizing CRM platforms such as Salesforce, HubSpot, or similar systems

• Experience managing complex B2B consultative sales cycles involving multiple decision-makers and customized solutions

• Strong understanding of digital marketing, lead generation, content marketing, email automation, and customer acquisition strategies

• Demonstrated success leading, coaching, and developing sales teams

• Demonstrated ability to lead organizational change, implement new systems, and successfully drive adoption across teams

• Strong strategic planning, analytical problem-solving, and decision-making capabilities

• Proven ability to manage multiple high-priority initiatives while maintaining exceptional attention to detail and execution quality

• Results-oriented leadership style with a track record of building accountable, high-performing teams

• Experience using data, reporting, and performance metrics to guide business decisions and revenue growth

• Excellent communication, leadership, and relationship-building skills

• Ability and willingness to travel nationally for client meetings, conferences, industry events, and business development activities

Preferred Qualifications

• Experience within the travel, tourism, hospitality, or student travel industries

• Experience selling to K-12 schools, educational organizations, performing arts programs, or related markets

• Familiarity with group travel operations, tour planning, or educational travel services

• Experience leading organizational growth, modernization, or digital transformation initiatives

Compensation, Benefits & More

Compensation

• $125,000 annual salary with performance based bonus opportunities up to 40,000 for a total on-target earning (OTE) of 165,000.

Benefits

• Health Insurance

• Dental Insurance

• Vision Insurance

• Life Insurance

• Retirement Benefits

• Paid Time Off

• Flexible Work Environment

• Additional Workplace Perks

Job Type/Schedule

• Full Time, Monday – Friday, 9:00 AM–5:00 PM

Location

• Oakland, Florida

• On-site executive leadership position