Delivery & Transformation

Because the right plan deserves flawless execution

Delivery & Transformation

Turn strategic visions into measurable, lasting results

From Blueprint to Reality – Accelerate Your Transformation

 

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Diagnose and Stabilize Your Program’s Foundation

Uncover hidden risks and refine your program’s stability with our comprehensive health check, evaluating scope, schedule, budget, and team capabilities to deliver actionable insights and ensure sustainable success

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Simplifying Complex Program Delivery

Seamlessly orchestrate large-scale initiatives with precision and alignment, leveraging robust governance, agile methodologies, and data-driven decision-making to turn complexity into measurable success

“Cuesta’s work consistently delivered unique, high value outcomes.”

 

— John Dailey
COOFlinn Scientific (PE Owner Distribution Company)

“They were with us from the beginning

I truly felt that the team at Cuesta had our long-term interests in mind, and saw every detail along the way.”

— Director of PMO
Freight Forwarding Logistics
Delivery & Transformation

Confident Software Selection & Seamless Implementation

Navigate the intricate process of software selection with expert guidance, from tailored RFPs to vendor evaluations, and prepare for smooth implementation with detailed planning and stakeholder alignment

Tech Strategy & Optimization

Transforming Ideas into Market-Ready Products

Bring your products to life with end-to-end product management, driving innovation, streamlining processes, and enhancing user satisfaction to deliver real market impact

Our Capabilities

Program Health Check

Quickly diagnose your program’s trajectory with a unbiased view of scope, schedule, financials, and largest areas of risk

We evaluate critical elements such as schedule adherence, milestone achievability, and the capability of key team members to deliver on program goals. Additionally, we assess organizational enablement processes, ensuring that the right structures and participants are in place to support smooth transitions and fortify adoption.

By identifying critical risks and pinpointing root causes of stagnation, our Program Health Check delivers actionable insights to improve program stability and help guide successful outcomes.

Complex Program Delivery

Mastering complex program delivery: precision, alignment, success

At Cuesta Partners, we excel in navigating the intricacies of large-scale, multifaceted initiatives. Our seasoned team of technologists and operators orchestrate multiple workstreams, ensuring seamless execution and strategic alignment. We establish robust governance structures, manage vendor relationships, and provide data-driven insights for informed decision-making. Our approach combines best practices in program and product management with delivery methodologies, tailored to your unique needs. We embed ourselves within your team, fostering transparency and accountability at every level.

With Cuesta, complex programs transform into measurable, sustained success stories.

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Software Selection & Implementation Planning

Navigating software selection: from vision to implementation 

At Cuesta Partners, we guide you through the complex journey of selecting and implementing the right software solutions for your business. Our comprehensive approach begins with a thorough assessment of your current landscape and future needs. We craft tailored RFPs, facilitate vendor evaluations, and create detailed scorecards that balance functional requirements with strategic objectives. Our team expertly navigates stakeholder perspectives, weighing quantitative and qualitative criteria to ensure the best fit. We don’t stop at selection – we prepare you for successful implementation with structured guidance on requirements, process mapping, and deployment planning.

With Cuesta, you’ll confidently choose and implement solutions that drive operational efficiency and long-term growth.

Product Management 

Elevating product management: from vision to market success 

We transform your product management practices to drive innovation and business growth. Our approach spans the entire product lifecycle, from market research and customer discovery to go-to-market strategies and product analytics. We help you define clear product visions, set measurable goals, and align them with broader business objectives. Our expert product managers streamline backlogs, prioritize initiatives, and synchronize capabilities across programs. We emphasize user-centric solutions, continuous improvement, and data-driven decision-making to enhance product quality and customer satisfaction.

Whether you’re scaling through high growth or revitalizing established products, we work alongside your team to build robust product organizations that deliver tangible business value and market success.

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Impact Enablement

Driving impact from assessment to sustainable transformation

We transform organizational change into a strategic advantage through our Impact and Enablement approach. Starting with a comprehensive readiness assessment, we lay the foundation for successful transformation. Our methodology encompasses executive alignment, strategic communications, and engagement enablement. We conduct detailed impact assessments, design tailored strategies, and develop robust organizational structures with cross-functional governance models. By identifying skill gaps and addressing training needs, we ensure your workforce is prepared for new challenges. Whether navigating post-merger integrations or implementing large-scale technology programs, we guide you through each phase, focusing on internal resource planning and allocation.

By aligning leadership and enabling your teams, we help you achieve lasting transformation and measurable business value.

Agile Transformation

Accelerating value delivery in a complex world

We guide organizations through comprehensive agile transformations, aligning technology delivery with business strategy. Our approach breaks down complex initiatives into manageable increments, fostering rapid response to market changes and continuous improvement. We establish cross-functional teams that work in short cycles, prioritizing customer-centric solutions and data-driven outcomes. By blurring traditional boundaries between business, data, and technology, we create a fluid, transparent network that values individuals and interactions.

Our services encompass team alignment, program increment planning, and agile metrics implementation, ensuring your organization can deliver instant, frictionless value at scale while navigating technological and organizational complexities.

Rapid Technology Assessment

Gain clarity and control: rapid evaluation of your technology landscape

In just 1-4 weeks, Cuesta delivers a comprehensive evaluation of your technology landscape. Our expert team assess key areas including applications, data posture, integrations, cybersecurity, infrastructure, and team effectiveness. Through a customized, rapid discovery period, we benchmark your current technology against industry best practices to deliver actionable insights.

This process equips decision-makers with the knowledge needed to optimize technology investments, prepare for potential company sale, or drive alignment prior to and through significant strategic shifts.

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Technology Roadmap

Strategic technology roadmaps: charting your path to digital success 

We craft comprehensive technology roadmaps that align your tech investments with business goals, providing a clear path to your organization’s digital future. Our expert team evaluates your current technology foundation and explores multiple growth avenues to create an objective, data-driven blueprint. We prioritize projects based on impact and feasibility, outline detailed implementation timelines, plan resource allocation and budgets, and develop risk mitigation strategies. Our roadmaps ensure your technology investments drive predictable, meaningful business outcomes.

Let us help you navigate the complex digital landscape with a strategic roadmap that transforms your vision into actionable, long-term success.

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Post Merger Integration

Maximizing value: seamless post-merger integration

Cuesta’s post-merger integration expertise ensures a smooth transition and accelerated value realization for your M&A investments. Our seasoned team of technologists and operators delves deep into critical areas, including technology assessment, data integration, cybersecurity, and cultural alignment. We establish a robust Integration Management Office, develop tailored integration playbooks, and provide data acceleration services to streamline operations. From strategic roadmap definition to execution of complex workstreams,

Cuesta acts as the glue binding all aspects of your integration. We focus on minimizing disruption, optimizing synergies, and aligning integration efforts with your overall business strategy, ensuring long-term success beyond the initial merger.

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Cuesta Partners offers a comprehensive suite of complementary services

From Mergers & Acquisitions and Technology Strategy to Delivery & Transformation and Data & AI, we’ve designed our services to support you through every stage of your technology journey. Our team has the expertise and experience to get you from where you are to where you want to be.

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Mergers & Acquisitions

Holistically view your portfolio, maximize investment returns, and drive sustainable growth

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Execution & Orchestration

Technology Strategy

As you think about the future, let’s create a strategic approach for your next idea

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Data & AI

Prioritize and streamline adjacent data initiatives alongside your delivery efforts

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SOME Of The Brands that Trust Us

“As the CIO at three different global organizations, I’ve partnered with Cuesta at each of them, and they have consistently delivered unbiased, strategic technology advice. Their ability to align IT initiatives with business goals has helped me transform my business.”

— Benn Reynolds
Global CIOAerospace Company

How We Work

Your Path to Seamless Execution

At Cuesta, we’re more than consultants—we’re your co-pilots in turning challenges into opportunities. Whether you’re navigating complex program delivery, implementing new software, or orchestrating organizational change, we bring deep expertise and a collaborative approach to every engagement. We roll up our sleeves, dive into the details, and tailor solutions that fit your unique needs. Our process is designed to streamline operations, align teams, and deliver tangible outcomes, all while keeping the journey as smooth as the destination.

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Clarity that Drives Action

We kick off by understanding your world—evaluating program health, technology gaps, and operational readiness. This clarity allows us to align strategies with what matters most to you, ensuring every initiative is grounded in real-world insights.

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Precision in Every Detail

From agile transformations to post-merger integrations, we manage the moving parts with precision. Our team designs robust roadmaps, coordinates cross-functional efforts, and tackles obstacles head-on, ensuring seamless execution every step of the way.

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Results that Speak for Themselves

Our success is your success. With a focus on measurable success, we deliver solutions that not only meet immediate needs but also set the stage for long-term growth. It’s about elevating your capabilities and empowering your team to thrive.

Insights

Explore our blogs, informed by cutting-edge research, real-world project experience, and the latest industry trends, to gain valuable insights and stay ahead in your field. Discover expert perspectives and actionable advice that can enhance your knowledge and skills.

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Our Team

Technology is our backbone. Engineers. Operators. Owners. Entrepreneurs. We come from the same backgrounds as our clients — and use that perspective to understand your goals. This experience and flexibility means that we’re a team full of leaders who work differently. There’s no hierarchy. We teach each other, and we learn lessons from every project and each client.

Meet Our Team

Tom Derhake
Partner
Tom Derhake

Tom is a Partner with a software background focused on using technology to transform organizations. At Cuesta, he is responsible for both client sales and delivery.

Justin Sheridan
Principal
Justin Sheridan

Justin has a passion for helping organizations use technology to capture value. He leads Cuesta’s Software Systems and Platforms practice, where he helps organizations define and deliver technology strategies that enable growth and drive efficiencies.

Erin Markowski
Principal
Erin Markowski

Erin has a passion for guiding and supporting organizations that seek to change their trajectory by utilizing technology in new ways. She is an authentic and empathetic leader that prioritized people and process alongside the technology for sustained impact.

Jeff Jbara
Principal
Jeff Jbara

Jeff is a seasoned consulting and industry leader focused on delivering impactful business​ results underpinned by practical technology solutions. Jeff has developed a unique skillset​ blending deep operational expertise with broad technology exposure enabling him to help clients​ solve an array of complex challenges ranging from technology strategy and product management to large-scale transformation. ​

Kristi Pihl
Principal
Kristi Pihl

Kristi Pihl is a go-to-market and product strategy expert with over 15 years of experience in management consulting, entrepreneurship, and startup COO roles. She is an accomplished professional with a collaborative approach, listening to clients and colleagues to develop effective solutions that drive growth. She is passionate about helping clients use data and technology to build products and experiences that delight their customers.​

David Federico
Senior Manager
David Federico

David is an experienced senior executive who enjoys working with clients to tackle their most difficult problems by leveraging technology to drive sound business outcomes.

Brett Ellison
Senior Manager
Brett Ellison

Brett partners with individuals and organizations to co-create solutions in their quest to become more efficient and effective operators.

Jack Keller
Senior Manager
Jack Keller

Jack excels at using technology and process to transform manufacturing organizations.

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Let’s Chat – Your Technology Can’t Wait.

Deliver complex programs with confidence. Start your transformation today.