Showpad · 5 hours ago
Chief Technology Officer
Boston
Full-time
Hybrid
Director/ExecutiveShowpad is redefining the future of revenue enablement by unifying its multi-product portfolio into a modern platform. The CTO will play a pivotal role in shaping the technical strategy, leading a global engineering organization, and driving the modernization of Showpad’s offerings.
AnalyticsContentEnterprise SoftwareMarketingMeeting SoftwareSaaSSales AutomationSales EnablementSoftwareTraining
Responsibilities
Lead and transform Showpad’s global engineering organization, ensuring teams are aligned, high-performing, and executing consistently across geographies
Drive the unification and modernization of Showpad’s multi-product estate (17+ products), consolidating legacy Showpad and BigTinCan systems into a single, scalable, cloud-first, AI-enabled platform
Establish and execute the architectural strategy required to migrate long-tail acquired products toward a modern core platform, balancing near-term customer commitments with long-term simplification
Implement disciplined engineering processes, KPIs, and operating mechanisms to increase development velocity, improve quality, and materially reduce cost across global teams
Strengthen the global delivery model with a particular focus on scaling Pune as a major engineering hub while maintaining Belgium as a center of excellence and Boston as the leadership anchor
Partner closely with Product to translate the commercial strategy into a clear, focused engineering roadmap, ensuring faster innovation around AI, content intelligence, coaching, and buyer engagement workflows
Engage directly with enterprise customers and strategic partners, representing technical credibility and helping shape the evolution of the next-gen Enablement OS
Develop leadership depth and organizational cohesion across distributed teams, mentoring senior engineering leaders and instilling a culture of accountability, transparency, and technical excellence
Support the CEO and investors in future M&A diligence and integration, including tech evaluation, consolidation planning, and organizational integration
Report regularly to the CEO and PE sponsors on engineering performance, platform progress, risk management, and milestones tied to EBITDA improvement and value-creation goals
Qualification
Required
Extensive experience leading globally distributed engineering organizations (150–500+ engineers), ideally across multiple hubs such as the U.S., India, Eastern Europe, and Western Europe
Proven success in unifying and modernizing multi-product SaaS portfolios, particularly in environments with differing tech stacks, mixed architectures, or multiple acquired codebases
Demonstrated ability to drive engineering transformation in a PE-backed or financially disciplined environment, improving velocity, quality, and cost efficiency while supporting EBITDA expansion
Hands-on technical depth across modern cloud architectures, data platforms, and AI/ML-powered product capabilities
Strong customer-facing presence with credibility in enterprise SaaS, capable of representing engineering to strategic customers, partners, and executive stakeholders
Track record of aligning engineering strategy with business outcomes, including platform simplification, customer experience improvements, predictable delivery, and scalable global execution
Experience building leadership depth in global teams and driving cultural cohesion across geographically dispersed engineering organizations
Comfort operating in complex, high-change environments with multiple stakeholders, legacy constraints, and a need for architectural clarity and decisive prioritization
The CTO must have the business acumen, commercial orientation, and overall leadership style to be a key member on a highly collaborative and experienced senior leadership team
Humble and Authentic - Lacks ego and engages colleagues in a transparent and 'real' fashion
Results-Oriented - Focused on achieving success and holding others accountable
Strategic - Ability to understand the big picture and operationalize it
People-oriented - Thinks about how people will be affected and skilled at dealing with others
Communication - Exceptional EQ and knows how to communicate effectively with all levels of the company
Intellectual Curiosity - Demonstrates the ability to learn quickly and has a high mental capacity
Decisive - Clearly defines a path forward and is comfortable taking action to achieve a goal
Benefits
Paid parental leave
Paid holidays (including Juneteenth and paid time off to vote)
Paid time off to volunteer at non-profit organizations
Personal development opportunities
Professional stretch assignments
Company
Showpad
The best thing to ever happen to your sales team
Founded in 2011
501-1000 employees
Funding
Current Stage
Late StageTotal Funding
$159.5MKey Investors
Insight PartnersDawn CapitalHummingbird Ventures
2025-08-26Acquired
2019-06-25Series D· $70M
2018-01-24Series C· $25M
Leadership Team
Matt Miller
Chief Financial Officer
Patrick Debois
Vice President of Engineering - cms and apps foundations
Recent News
2025-11-04
Crowdfund Insider
2025-11-02
2025-11-01
Company data provided by crunchbase