Vice President of Retail Sales

Calendar Holdings•Austin, TX

37d

About The Position

This is an exciting opportunity for a seasoned sales leader with a proven track records of building high-performing retail teams. If you are passionate about selling, developing talent, and driving results at scale, this role is for you. As the Vice President of Retail Sales, you will provide strategic and operational leadership for 650+ stores nationwide. You will lead a retail leadership organization that includes Directors, District Managers, Area Managers and a retail operations team. This role is ideal for a driven, competitive leader with a strong desire to win in the retail market place. This position reports directly to the CEO and COB and partners closely with a highly collaborative executive team. You will have a true seat at the table and direct access to company leadership. The successful candidate thrives in a fast-paced environment, brings positive energy, and values humor and teamwork.

Requirements

Proven ability to build strong, long-term relationships with retail leadership teams and executives
Demonstrated credibility and professionalism in representing a brand internally and externally
Strong leadership presence with the ability to influence at all levels of an organization
Highly collaborative, adaptable, and solutions-oriented leadership style
Strong analytical and financial acumen with data-driven decision-making skills
Proficiency with Microsoft Office tools (Outlook, Excel, PowerPoint, Word, Teams); SQL experience is a plus
7–10 years of multi-site retail operations experience, including at least 7 years in senior management
Experience leading retail growth and expansion across multiple markets; pop-up retail experience preferred
Proven project management and strategic planning capabilities
Sales-driven, high-energy, resilient, and entrepreneurial mindset
Demonstrated success building and leading high-performance teams
Ability to thrive in a fast-paced, dynamic environment and adapt to changing priorities
Strong problem-solving skills and ability to manage multiple initiatives simultaneously
Awareness of market trends and the ability to pivot strategies accordingly
Positive attitude with the ability to connect, influence, and “read the room”

Nice To Haves

SQL experience is a plus
Experience leading retail growth and expansion across multiple markets; pop-up retail experience preferred

Responsibilities

Develop and execute strategic action plans to achieve and exceed sales goals.
Create, manage, and deliver against sales and financial targets
Partner with merchandising teams to launch new products and sales programs that maximize performance
Lead, mentor, and inspire a high-performing retail sales organization, setting clear and measurable objectives
Oversee sales operations and retail partner relationships
Establish and execute a strategic vision for retail presence across all U.S. locations
Provide weekly executive reporting and midweek/final sales updates
Build strong relationship with store managers and operators to drive operational discipline
Design and deliver metrics-driven sales training programs for operators and store teams
Respond to market trends by capitalizing on opportunities and correcting underperformance
Plan, execute, analyze and report on retail promotions
Test, innovate, and continuously improve sales strategies