Try this before you hire a Fractional CTO...

It could save you 6 months and 6 figures (that’s 10+ sprints and $100K+)

CTO outsourcing services are expensive and risky. Bloated retainers, questionable “advisory” value, and the weight of execution can set your project back before it starts. Get peace of mind before you put pen to paper with a fractional cto company. Chat with Jeff Winesett, an award-winning technologist who’s spent 20+ years building and scaling software for the biggest brands in the world.

Book a Fractional CTO Fit Check

Book a Fractional CTO Fit Check

Trusted partners getting projects across the finish line

What Changes When You Engage SeeSaw

Technical Audit &
Assessment

Prioritized Product
Roadmap

Team Structure &
Process

Build vs. Buy Clarity

Rendevor Dialysis — Digitizing Data for Better Care

Rendevor is an innovative on-site dialysis solution serving hospitals, correctional facilities, and post-acute care centers. Their operations relied on fragmented spreadsheets and manual reporting. We acted as Rendevor’s technical leadership team, defining architecture and leading full-stack development to digitize facility metrics and automate performance scorecards. Executives now access high-quality data in real time, enabling faster decision-making and improved care outcomes.

Fractional CTO Services for Roadmaps, Architecture, and Execution

CTO-level leadership that turns plans into delivery.

Technology Strategy & Roadmaps (Business-Aligned Decisions)

Turn business goals into clear priorities, sequencing, and a roadmap teams can follow.

Architecture & Modernization (Platforms, Cloud, Integrations)

Assess what you have today and define a practical path to scale, modernize, or integrate.

Delivery Leadership (Execution, Velocity, Quality, Accountability)

Set cadence, standards, and release discipline so delivery becomes predictable.

Data, Reporting & AI Enablement (Dashboards, Pipelines, Automation)

Improve visibility with reporting foundations, dashboards, and automation that supports decisions.

Security, Risk & Compliance (HIPAA, Audit Readiness, Vendor Risk)

Reduce risk early with security posture improvements, governance, and audit readiness.

Hiring, Team Leadership & Vendor Management (Build the Right Org)

Support hiring and team structure, and bring accountability to vendors and outsourced delivery.

How Do You Know You’re Ready for a Fractional CTO Fit Check?

Most teams do not need more meetings. They need clearer ownership and better decisions, especially as systems and teams grow.

The Most Common Triggers: Delivery Delays, Tech Debt, Costs, Security & Compliance

You may be ready for fractional CTO fit check if:

Delivery feels unpredictable

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Immediate Value
Get 60 minutes of unfiltered CTO advice

Tangible Next Steps
Get clear on risks to avoid & actions to take

Peace of Mind
When has a second opinion ever hurt?

Our 5D Process

Discover

Assess goals, architecture, delivery, security, and data to surface risks and quick wins.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

Plans slip, quality drops, and shipping becomes harder to forecast.

What Changes When You Engage SeeSaw

Healthcare and
HealthTech

HIPAA-aware architecture, security and access controls, audit readiness, vendor risk review, integrations, and reporting foundations that leadership can trust.

Hospital and Clinical
Operations

Workflow modernization, clinical data visibility, system governance, and reliable reporting to support operations without increasing risk.

Pharma and Life Sciences

Data governance, compliance-aware platforms, vendor oversight, and scalable systems for regulated teams managing sensitive workflows.

B2B SaaS and Product Companies

Scaling delivery, reliability, security posture, platform decisions, and engineering team structure as you grow.

Startup Fractional CTO Services

MVP to scale guidance, roadmap clarity, hiring support, tech debt control, and delivery cadence that keeps momentum.

Regulated and Complex Operations

Organizations where integrations, data quality, security, and operational workflows are business-critical, and technology decisions have real cost and risk impact

Case Studies

What We Delivered

HPS — Scaling Customer Operations Through Smart Architecture

Hospice Pharmacy Solutions (HPS), a leader in pharmacy benefit management, needed to overhaul its internal tools and customer systems. As interim CTO and product lead, SeeSaw Labs guided a complete rebuild—modernizing architecture, implementing HIPAA-compliant infrastructure, and streamlining communication channels. Medication approvals became 5× faster, customer costs dropped 15%, and HPS scaled operations with fewer resources while delivering higher service quality.

Diet ID — Launching a Scalable Digital Health Platform

Diet ID is redefining nutritional health through a clinically tested digital toolkit. We partnered from inception—defining technical architecture, designing data models, and developing a secure MVP on AWS using React and Clojure. The result: a production-ready product that saves healthcare providers time and cost while empowering patients with personalized nutrition insights.

Diet ID — Launching a Scalable Digital Health Platform

Diet ID is redefining nutritional health through a clinically tested digital toolkit. We partnered from inception—defining technical architecture, designing data models, and developing a secure MVP on AWS using React and Clojure. The result: a production-ready product that saves healthcare providers time and cost while empowering patients with personalized nutrition insights.

Talk to a Fractional CTO
(Free Fit Check + Clear Next Steps)

Get clarity on scope, priorities, and the best next step.

Frequently Asked Question (FAQs)

What is included in SeeSaw Labs fractional CTO services?

We cover strategy, roadmaps, architecture decisions, delivery governance, risk and compliance, vendor oversight, and leadership support.

Pricing depends on involvement level, complexity, and compliance needs, and is usually structured as a monthly retainer or a defined project scope.

It varies by goals, but we align on a clear cadence and ownership level upfront so expectations stay realistic.

Most engagements are multi-month, either as an ongoing retainer or as a phased plan that starts with assessment and roadmap work.

Yes. Many teams begin with an assessment and a 30 to 90-day roadmap to validate priorities and scope.

Yes. Interim CTO services are available to address leadership gaps, stabilize delivery, and support transitions.

Yes. We frequently bring structure, standards, and accountability to mixed delivery teams.

Yes. We support HIPAA-compliant delivery, audit-readiness, vendor risk reviews, and secure architecture decisions for regulated environments.

Yes. We help define roles, interview and evaluate candidates, mentor leads, and shape an org that supports the roadmap.

Yes. We can support AI strategy and delivery, including practical LLM workflows, data readiness, and implementation when it maps to real business outcomes.

Book a Fractional CTO Fit Check

Book a Fractional CTO Fit Check

The Studio

Things We Do

Design & Build Services

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