Director, Inside Sales

Why Winebow?

At Winebow, we are strongly committed to creating an environment that fosters diversity, equity, and inclusion. We are intentional in our efforts to ensure that every employee has a sense of value and opportunity in our company, and we work tirelessly to promote a culture of inclusion where our team feels safe, respected, and valued. We want our Winebow family to feel at home and to be empowered to bring their best selves forward.

We seek talent from all backgrounds to join our organization and are dedicated to achieving a diverse workforce in all aspects of employment including but not limited to recruiting, hiring, promotion, training, benefits, wage and salary equity.

This position can be based in either Schiller Park, IL, Pompano Beach, FL or Glen Allen, VA.

Essential Functions:

Lead, mentor, and manage a team of inside sales representatives to meet or exceed sales goals

Develop and execute sales strategies to drive pipeline growth and revenue

Create team performance KPIs, metrics, and reporting tools to monitor team performance; provide regular feedback and coaching

Establish and maintain sales processes, scripts, and best practices to improve efficiency and conversion rates

Collaborate with field sales and portfolio teams to align on campaigns and customer outreach strategies

Conduct regular pipeline reviews and forecast sales performance accurately

Recruit, train, and onboard new sales team members

Identify opportunities for process improvement and implement solutions to enhance productivity

Ensure excellent customer experience through effective communication and problem resolution

Stay informed on industry trends, market conditions, and competitor activity

Represent the company with professionalism and enthusiasm in all customer interactions.

Meets agreed upon goals and objectives effectively and in a timely manner.

Arrives at work, appointments, meetings, and all work-related functions on time and as scheduled.

Other Functions:

Follows all safety policies and procedures; communicate hazards and/or suggest improvements to Manager

Other duties as assigned

Working Conditions:

Normal office environment

Equipment/Machinery Used:

Telephone, copier, computer (or tablet), fax machine, calculator.

Physical Requirements:

Sitting, standing, manual dexterity, reaching, visual acuity

Minimum Requirements:

Bachelor’s degree in Business, Marketing, or a related field (or equivalent experience)

3–7 years of inside sales experience, with at least 2 years in a leadership role; wine industry experience preferred

Proven track record of meeting or exceeding sales targets

Strong leadership, coaching, and team development skills

Experience in managing remote teams strongly preferred

Experience with CRM systems (e.g., Salesforce, HubSpot) and sales analytics tools

Excellent communication, negotiation, and interpersonal skills

Ability to analyze data and make strategic decisions

Highly organized with strong time management skills

Hybrid Work Schedule: Required in-office Tuesday–Thursday, with additional in-office attendance required as needed for special meetings or business needs on non-designated in-office days.