Technology strategy · Leadership · Execution

Technology decisions.
Business outcomes.

Kenna Technology Group gives executives the leadership, evidence, and execution plan to modernize technology, reduce risk, and move the business forward.

Executive technology leadershipManufacturing & distributionNonprofit & multi-site operationsInfrastructure, cloud & security

Where we create value

When technology becomes an executive problem, the answer is not another product.

It is clear ownership, an honest view of the current state, and a plan that connects technology work to business priorities.

We step into environments where risk has accumulated, priorities are competing, leadership is changing, or a major platform decision cannot afford to go wrong.

Advisory services

Leadership from assessment
through execution.

Every engagement is structured around decisions and deliverables—not vague advice.

01

Fractional CIO & Technology Leadership

Executive ownership for technology strategy, priorities, teams, vendors, budgets, and risk—aligned directly to the leadership agenda.

Typical outputsExecutive technology roadmapOperating model and accountabilityBudget and investment priorities
02

Technology Assessments

A business-first examination of infrastructure, security, applications, people, vendors, cost, and operational resilience.

Typical outputsCurrent-state findingsRisk-ranked recommendationsSequenced modernization plan
03

Infrastructure & Cloud Modernization

Practical modernization of networks, servers, identity, cloud, backup, and recovery—without losing sight of uptime or operational reality.

Typical outputsTarget-state architectureMigration and cutover planResilience and recovery design
04

Cybersecurity & Resilience

Security programs that connect identity, devices, email, recovery, governance, and user behavior into a defensible operating model.

Typical outputsSecurity control roadmapIdentity and endpoint strategyGovernance and recovery priorities
05

ERP & Business Systems Strategy

Independent leadership for stabilizing, selecting, integrating, or replacing the systems the business depends on most.

Typical outputsBusiness requirementsPlatform and vendor evaluationImplementation governance
06

AI Strategy, Adoption & Governance

Executive guidance for prioritizing AI opportunities, setting responsible-use guardrails, and moving from experiments to governed adoption.

Typical outputsAI use-case portfolioPolicy and decision rightsResponsible adoption roadmap

Operational expertise

Technology leadership for high-volume, compliance-sensitive operations

Kenna brings executive technology judgment to operating environments where customer interactions, sensitive information, workflow reliability, and responsible automation directly affect business performance.

01

Contact centers and customer operations

Align contact-center platforms, communications, workflow, workforce tools, reporting, and continuity planning around the customer and the operating model.

Relevant technology areasTelephony and omnichannel platformsCRM and workflow integrationWorkforce and quality-management technologyReporting and operational visibilityResilience and continuityVendor and platform decisions
02

Debt collection and receivables operations

Modernize the systems, integrations, controls, and reporting that support responsible, efficient receivables and collection operations.

Relevant technology areasCollection-management platformsCommunications and dialer integrationsPayment and account workflowsData quality and reportingAccess controls and securityPlatform modernization and vendor evaluation
03

Background screening and verification

Improve the technology foundation behind screening, verification, client service, and candidate experiences while protecting sensitive information.

Relevant technology areasScreening and verification platformsProvider and data integrationsIdentity and verification workflowsClient and candidate portalsOperational quality and turnaround reportingPrivacy, security, and vendor evaluation

Kenna advises on the technology, controls, vendors, and operating model supporting these environments. Engagements do not include legal advice, collection services, or background-screening services.

Technology assessment

Know what you have.
Know what matters.
Know what comes next.

A Kenna assessment turns a complicated environment into an executive decision framework. Technical depth is translated into business impact, investment priorities, and accountable next steps.

01

Executive findings brief

A plain-language view of what matters, why it matters, and what leadership should decide.

02

Technology risk register

Business impact, urgency, dependencies, and ownership—not a generic vulnerability list.

03

Current-state architecture

A visual inventory of core platforms, connectivity, dependencies, and points of fragility.

04

12–24 month roadmap

Sequenced initiatives that distinguish immediate stabilization from strategic modernization.

05

Investment framework

Budget ranges, vendor considerations, licensing opportunities, and the cost of delay.

06

Operating model

Roles, decision rights, staffing or partner needs, governance cadence, and success measures.

Selected experience

Evidence over theater.

Anonymized examples of the kind of complexity we help leadership teams make actionable.

01 / Multi-site nonprofit

From reactive infrastructure to an executive modernization program

Before

Aging network and server infrastructure, fragmented ownership, inconsistent security controls, and technology priorities competing for attention.

Intervention

Built a risk-based roadmap spanning network modernization, identity, cloud recovery, endpoint security, service management, and operating accountability.

Outcome

Leadership gained a sequenced investment plan, clearer ownership, and a defensible path from immediate risk reduction to long-term modernization.

02 / Enterprise manufacturing

Turning operational data into decision-ready visibility

Before

Critical warehouse and operational reporting depended on disconnected systems and data that was difficult to reconcile during enterprise integration.

Intervention

Led data-platform and reporting work that connected business requirements, WMS operations, and enterprise integration needs.

Outcome

Teams gained more reliable operational visibility and a stronger reporting foundation for cross-business decision-making.

03 / Specialty manufacturer

Making technology risk visible to the executive team

Before

Legacy switching and server platforms, concentrated ERP knowledge, unclear priorities, and leadership concerns that were difficult to translate into action.

Intervention

Completed an executive IT assessment covering leadership capability, infrastructure, cybersecurity, support, ERP dependencies, and modernization economics.

Outcome

The organization received a prioritized action plan, leadership recommendations, and a defined scope for stabilizing and modernizing the environment.

Leadership

Executive judgment,
grounded in the work.

Gregory Robertson brings executive technology leadership experience across nonprofit and multi-site organizations as well as operational environments supporting contact centers, debt collection, and background screening.

That experience helps Kenna connect platforms, data, security, vendors, continuity, and operating accountability to the decisions senior leaders need to make. The emphasis stays on practical judgment: what matters, what can wait, and what execution will require.

View Gregory Robertson on LinkedIn
Enterprise IT leadershipCompliance-sensitive operationsNetwork & infrastructure architectureCybersecurity & resilienceData, integration & reportingERP and operating systems

How we work

A direct path from ambiguity
to accountable action.

01

Listen

Clarify the business context, leadership concerns, and decisions that cannot wait.

02

Examine

Review the technology, evidence, economics, operating model, and points of risk.

03

Decide

Frame options, tradeoffs, priorities, investment levels, and accountable owners.

04

Execute

Lead the roadmap, vendors, team, governance, and communication needed to deliver.

Kenna Labs

Advisory identifies the friction.
Labs builds what should exist.

Kenna Labs is our applied software and automation studio. It turns recurring operational problems into focused tools using thoughtful product design, AI, and automation.

Explore Kenna Labs

Start a conversation

Make the next technology decision
with clarity.

Tell us what decision you are facing, what is changing, and any timing or operating constraints. Kenna will use that context to frame an initial conversation and determine whether an assessment, focused project, or ongoing advisory relationship is the right fit.