Accelerate your company’s transformation
Improve technological infrastructure and embrace organizational change management with realistic recommendations that deliver impactful, sustainable, and cost-effective solutions.
Digital expertise
PRODUCT DEVELOPMENT
Enhance innovation across your product suite
Speed up your development journey with comprehensive solutions to transform ideas into successful products through an agile and collaborative methodology that enhances innovation and efficiency.
DATA, ANALYTICS, AND AI
Create actionable, data-driven insights
Transform your tech operations with data-driven insights and advanced artificial intelligence (AI) capabilities that optimize performance, enhance decision-making, and drive sustainable growth.
CLOUD
Modernize operations and achieve scalability
Boost business agility through cloud transformation and optimized infrastructure.
EXPERIENCE DESIGN
Build technology that drives customer behavior
Craft human-centered experiences that curate customer loyalty and accelerate business outcomes.
SOFTWARE ENGINEERING
Elevate your engineering efforts
Achieve robust, scalable applications tailored to your business needs, propelling your growth in a competitive market.
ENTERPRISE SOLUTIONS
Drive operational excellence
Design and deliver enterprise-grade applications to streamline operations and spur innovation.
QUALITY ENGINEERING
Deliver exceptional product performance
Create a flawless digital experience through modern testing strategies and AI-powered quality solutions.
MANAGED DIGITAL OPERATIONS
Focus on growth and outsource your digital
backbone
Ensure operational excellence and ongoing innovation through proactive digital infrastructure management.
Introducing Highspring Labs
Highspring Labs is where innovation meets execution. Labs delivers measurable results in weeks, not years.
Our solutions and services are stronger together
Discover how our integrated approach delivers greater value and drives better results for your business.
Expertise across key industries
Aerospace and Defense
Create sustainable strategies to address complex regulatory compliance, achieve cost efficiencies, and optimize processes and technology.
Consumer Goods
and Retail
Tackle challenges with rapid, sustainable strategies that address rising costs, demand shifts, and evolving customer preferences.
Financial Services
Adapt to market shifts, encourage innovation, and evolve for sustained growth. Gain insights drawn from deep expertise across fintech, banking, capital markets, and insurance.
Healthcare
Delivering holistic solutions that make healthcare more effective by integrating strategy, technology, and leadership.
Manufacturing
Address challenges such as supply chain disruptions, demand variability, and capacity constraints through strategic, practical solutions that drive growth and network resiliency.
Private Equity
Leverage our expertise to maximize value, accelerate growth, and strengthen your leadership teams, processes, and operations at every stage of the deal lifecycle.
Technology
Scale systems, processes, and teams to excel during pivotal moments like expansion periods, regulatory shifts, and transactions.
Our Digital leaders
Jake Shepherd is the Senior Managing Partner for Highspring’s Digital Services and Labs, leading AI innovation, software engineering, and enterprise transformation.
With over 15 years in venture funding, innovation strategy, platform modernization, and business transformation, Jake advises C‑level executives across financial services, health‑tech, SaaS, non‑profits, and manufacturing. His expertise aligning technology with strategic goals helps enterprises navigate disruption, unlock growth, build digital capabilities, and achieve measurable results.
Through Highspring Labs, he accelerates AI‑driven engineering and next‑gen solutions that help clients modernize at scale and achieve success.
Jake’s people‑centric leadership empowers bold ideas with cutting‑edge technology at the speed of thought. He believes that when human potential meets innovation, extraordinary outcomes follow—a mindset that fuels Highspring’s culture and shapes the future of business.
Kurt Dowswell
Principal Delivery Lead, AI Accelerated Engineering
Kurt Dowswell is a seasoned Software Architect and technology leader with over 13 years of experience delivering secure, scalable enterprise solutions. As Principal Delivery Lead for AI Accelerated Engineering at HighSpring, he drives AI-powered engineering practices that enhance productivity and solution quality.
A published author of Programming with GitHub Copilot (Wiley, 2024), Kurt is recognized for his expertise in AI-assisted development, responsible AI practices, and security considerations. His deep technical knowledge spans cloud platforms, modern development frameworks, and AI tools, enabling clients to navigate digital transformation with cutting-edge solutions. Kurt holds a BS in Computer Science from James Madison University.
Ben Mickey is a technology executive with deep expertise in building and scaling managed services that accelerate digital transformation for enterprise organizations. With a background in software product development and leadership roles across various technology companies, Ben has helped organizations productize their delivery models and modernize operations through cloud, data, and AI-driven solutions. At Highspring, he focuses on delivering outcome-based managed services that combine technical excellence with business impact. His approach emphasizes agility, continuous improvement, and long-term value for organizations navigating complex technology landscapes.
Greg Leonardo
Principal Solutions Architect
Greg is a seasoned Cloud Architect and Microsoft MVP, helping organizations navigate the complexities of cloud adoption, innovation, and digital transformation. With a deep passion for cutting-edge technology, he specializes in architecting scalable, secure, and high-performing cloud solutions, particularly within the Azure ecosystem.
Greg’s journey in IT began in the military, where he developed a strong foundation in leadership, strategy, and technical execution. Over the years, he has held diverse roles across the industry, providing him with a well-rounded perspective on cloud engineering, automation, and AI-driven optimization.
Beyond architecture, Greg is a Microsoft Certified Trainer and a Certified Solutions Architecture Expert, dedicated to mentoring the next generation of cloud professionals. As an early adopter, speaker, and thought leader, he thrives on exploring emerging technologies and driving innovation. Whether optimizing multi-cloud environments, enabling FinOps strategies, or spearheading AI-powered cloud efficiencies, his mission is to empower businesses with future-ready cloud solutions.
Outside of his professional work, Greg is a proud father, veteran, and lifelong educator—always eager to share knowledge, challenge the status quo, and push the boundaries of what’s possible in the ever-evolving cloud landscape.
Kevin Baynes
Head of Technical Delivery
Brant Elliot
Principal Delivery Lead, IT and Infrastructure
Brant Elliot, Principal Engagement Lead in Solutions Architecture, specializes in guiding small and medium-sized businesses through complex technology challenges. With a focus on aligning technological solutions with business objectives, he ensures clients achieve optimal outcomes. Brant’s expertise enables organizations to navigate the evolving tech landscape effectively. Outside of work, Brant is a passionate mentor of early-stage startup cofounders, enjoys playing baseball, and staying curious about emerging tech trends.
Ready to grow?
Let’s work together to seize your next opportunity and solve your next challenge.