Head of Sales (VP/SVP)

Who We Are

Searchspring provides e-commerce retailers with the industry-leading software platform for site search, product merchandising, and personalization. With offices in San Antonio, Denver, Colorado Springs, Portland, Bangalore, London, Melbourne, and remote across the globe, Searchspring employees are dedicated to fostering an environment that enables everyone to thrive, both personally and professionally, and feel supported, engaged, and valued every step of the way.

Backed by a growth equity firm with extensive resources and expertise in helping software and technology companies navigate transformational growth, Searchspring helps our customers, like PuraVida, Fabletics, SKIMS, West Elm, Specialized, and RipCurl increase cart size, conversion, and repeat customers. Join us as we change the way the world shops online and achieve our mission to deliver the ultimate shopper experience.

What You’ll Do

The Vice President of Sales reports to the CEO and is pivotal in leading, developing, and motivating a high-performing sales team to drive growth and position Searchspring as the top search, merchandising, and personalization platform for ecommerce. This role requires managing a team of 4 Account Executives, focusing on consistent month-over-month performance to meet revenue goals. You will be responsible for designing and executing effective sales strategies, building a robust sales playbook, and scaling the organization through a fast-paced, high-growth environment.

Your key responsibilities include achieving monthly, quarterly, and annual sales targets, optimizing the sales process, and implementing data-driven strategies. You will also lead by example, participating in the sales process, coaching your team, and aligning closely with the Marketing and Partnerships teams to ensure a coordinated approach to market expansion. The VP of Sales must possess strong leadership skills, a deep understanding of sales methodologies, and a proven ability to drive results.

How You Will Succeed

• Develop & run strategic sales programs that successfully met business objectives; was responsible for growing pipeline and meeting revenue targets through outbound outreach and inbound lead management.
• Scale a high-performing and growing team; recruit, train and develop team members for success; iterate the sales process and methodology to optimize performance.
• Maintain forecasting models with a confidence of /- 10% to beginning of month commitments.
• Manage a sales team in a structured sales environment to ensure goals are met, nurturing your team to have a genuine desire to be the best and fostering a culture of “winning together,” transforming the sales team through proactive leadership and team empowerment.
• Inspire, engage, motivate, and enable your team; coach them on best practices; provide product knowledge, review and assess performance; build employee capacity; support their professional development and optimize their contribution to the company. Assess the strengths and weaknesses of the sales team and manage each individual accordingly.
• Lead daily, weekly, and monthly meetings with the sales team, peers in other functional areas, and company leadership.
• Manage reports and dashboards to ensure your results can be easily understood by your team and the stakeholders throughout the organization.
• Ensure the team is consistently leveraging our value-selling methodology and has a deep command of the message; regularly shadow and debrief calls across the team to ensure ongoing development and adoption of current key messaging and priorities.
• Foster a "win together" culture, empowering the sales team through coaching, best practices, and personal development plans.
• Lead regular team meetings, sales reviews, and one-on-one coaching sessions to ensure consistent growth and adoption of key messaging.
• Collaborate cross-functionally with Marketing, Partnerships, and Revenue Operations to drive pipeline growth and optimize sales velocity.
• Ensure value-based selling is at the core of the sales process, positioning the company’s offerings effectively to address customer needs.
  
  

Your Work DNA

• You’re an articulate, natural leader who can inspire and motivate a team to achieve goals.
• You’re passionate about developing your team, aligning personal development with professional aspirations.
• Data-driven and strategic, you’re comfortable with detailed planning, hypothesis development, and execution based on insights.
• You thrive in a fast-paced, growth-oriented environment, embracing a hands-on approach.
• Both a player and a coach, you are ready to perform high-level leadership duties while actively participating in the sales process when needed.
• You have a deep understanding of the modern sales cycle, from prospecting to closing, and how to manage teams to success across each stage.
• You can build and scale sales programs from scratch, iterating on existing processes for continuous improvement.
  
  

What We’re Looking For

• 10+ years of sales experience, with at least 5 years in a sales management role in B2B SaaS (SMB & Mid-market are a plus).
• Proven success in scaling a sales team and driving significant revenue growth.
• Strong understanding of the sales pipeline and lead funnel, with the ability to manage prospects through every stage.
• Proficient in using Salesforce and other sales prospecting tools to manage and forecast opportunities.
• Demonstrated ability to create a culture of learning and collaboration while also leading by example in performance and best practices.
• Experience managing KPIs and leveraging data to drive performance and sales results.
• A customer-first approach that aligns business value with customer needs to deliver successful outcomes.
  
  

Benefits and Perks

• Open PTO
• Company-paid health, dental, and vision insurance
• 401(k) plan with employer match
• Company-paid life, disability, and AD&D insurance
• Flexible spending accounts for medical and dependent care
• Voluntary benefits including critical illness, accident insurance, legal services, and pet insurance
• Remote work