Vice President of Sales; SMB

About Us

At Office Ally, we've been revolutionizing healthcare administration since our inception. What started as a clearinghouse focused on simplifying insurance claims processing for healthcare providers has grown into a full-suite healthcare technology company. We offer a range of affordable, cloud-based solutions, from practice management to electronic health records (EHR), that help providers streamline operations and reduce administrative burdens so they can focus on what matters most: patient care.

• Ownership
  :
  We take pride in our responsibilities, driving results and taking accountability for the success of our projects.
• Empowerment
  :
  We believe in giving our team the autonomy and support to make decisions that lead to innovative solutions.
• Innovation
  :
  We continuously seek new and better ways to improve healthcare administration, embracing creativity and forward-thinking technology.
• Transparent Communication
  :
  Open, honest communication is at the heart of our collaborations, internally and with our clients, ensuring alignment and trust.

We are looking for a VP of Sales (SMB) to lead and scale our SMB organization. This role will own SMB go‑to‑market strategy, develop a high‑performance sales culture, and drive full‑funnel execution across direct and partnership channels. This leader will also partner closely with Product, Marketing, Customer Success, Sales Enablement, and Rev Ops to ensure alignment, forecasting accuracy, and sales execution.

• Lead, coach, and develop a multi‑layer SMB sales organization, including frontline managers, AEs, SDRs, and partnership specialists.
• Build hiring profiles, organizational structure, onboarding programs, and talent management frameworks for a rapidly scaling team.
• Foster a high‑performance, accountable, and collaborative sales culture centered on measurable revenue outcomes.

• Build and operationalize a scalable SMB go‑to‑market strategy for both direct sales and integrated clearinghouse partnerships.
• Design and execute segmentation strategies, territory models, and repeatable sales motions for providers, billing companies, MSOs, RCM vendors, and healthcare partners.
• Own full‑funnel execution across new business, upsell, cross‑sell, and account expansion opportunities.

• In partnership with the CRO, define KPIs, compensation plans, forecasting frameworks, and sales process standards for a high‑performing revenue organization.
• Implement systems and processes that ensure accurate pipeline visibility, strong forecasting hygiene, and consistent deal execution across all teams.
• Collaborate closely with Rev Ops to ensure Salesforce accuracy, data integrity, and measurement discipline.

• Work with Product, Marketing, Customer Success, and Partner/Integration teams to ensure seamless onboarding, adoption, and expansion of Office Ally solutions.
• Provide structured market feedback on customer trends, competitive intelligence, and healthcare regulatory considerations to guide product strategy.

• Bachelor’s degree in business administration, Communications, Finance, or related field.
• 10+ years of progressive sales leadership experience, ideally within SMB sales.
• 5+ years managing multi‑layer teams (managers, account executives, inside sales representatives, and business development representatives).
• Proven success building and scaling sales teams in growth‑stage or transformation environments.
• Deep understanding of the healthcare ecosystem, including provider workflows, clearinghouse/EDI processes, RCM, or healthcare IT.
• Demonstrated ability to design GTM strategies, segmentation models, and scalable sales processes.
• Advanced analytical skills in forecasting, pipeline management, and KPI‑driven leadership.
• Excellent communication and executive presence with the ability to influence multiple teams and stakeholder groups.
• Entrepreneurial, resourceful, and resilient mindset with a bias for action and a passion for building.

• MBA or equivalent preferred.
• Experience in working with teams growing to 100 people.