About

About Tim Newsom & Dioscuri Executive Services

Tim Newsom, Founder and Fractional CTO

Tim Newsom — Founder & Fractional CTO

29 years building software. 16 years in leadership helping teams scale. 7 years at executive levels as Director and CTO.

I bring comprehensive software engineering expertise to growing companies navigating technical scaling challenges. My career spans leadership roles across fintech, retail analytics, transportation, government, and esports, where I've guided organizations through critical technology decisions and complex transformations.

Throughout my career, I've navigated the challenges that growing companies face when scaling their technology infrastructure and teams. This hard-earned experience enables me to anticipate pitfalls and guide clients toward proven solutions that drive sustainable growth. Graduate studies in AI at UT Austin keep my machine-learning and modern-AI expertise current.



Current Focus

Who I Serve

I'm building a fractional CTO practice focused on three client types:

  • VCs and Investors who need technical support for portfolio companies at critical inflection points — post-seed through pre-Series B credibility building, technical crisis management, and leadership transitions.
  • Founders and CEOs of growth-stage companies who need CTO-level leadership but aren't ready for a permanent $400K+ executive hire.
  • Partner Organizations — consultancies, investment firms, and advisory practices that need technical assessment and execution capabilities for their clients.

Track Record

Career Highlights

Prevented Loss of $24M Multi-Year Contract

Led the team through emergency system stabilization and critical rewrites when a major customer was ready to leave over technical issues. Direct leadership of the technical response saved the relationship and preserved the contract.

Efficiency Through Architectural Innovation

Reduced development time 70% on a critical feature — from 6 months with 5 engineers to 2 months with 1 engineer — through architectural redesign and smart technology choices.

From Losses to Profitability

Helped turn a company losing $4–5M annually into a profitable operation on $24M revenue through technical stabilization, system improvements, and customer retention.

Team Scaling Excellence

Scaled engineering teams from 4 to 20+ members while maintaining delivery excellence and morale. Built hiring pipelines, interview processes, and leadership development programs that attracted and retained senior talent.

Algorithm Design & Cost Optimization

Created optimization algorithms saving clients $10M+ annually, focused on high-impact technical decisions that directly affect the bottom line.

Technical Due Diligence Experience

Participated in technical due diligence during an acquisition, providing detailed assessment of systems, architecture, and technical risks to potential buyers.

Industry breadth: led technical transformations across fintech, retail analytics, transportation, government, and esports.


Philosophy

Leadership Philosophy

Servant leadership is at the core of how I work. I don't build dependencies — I build capabilities. Success isn't measured by how much clients need me, but by what their teams can accomplish after I leave.

I focus on building high-trust, high-performance teams through mentorship, career development, and growth-oriented cultures. The best technical leaders make themselves progressively less necessary as they develop the people around them.

Technical excellence matters, but people matter more. The best technical solutions come from teams that trust each other, understand the mission, and have the autonomy to execute. My job is to create that environment, not just fix systems and processes.


Depth

Technical Background

Deep expertise in distributed systems, microservices architecture, cloud-native solutions (AWS primarily), CI/CD implementation, automated testing strategies, and system reliability engineering. I can have technical conversations with your best engineers and strategic conversations with your board.

I bridge the gap between technical reality and business requirements — translating technical constraints into business language and business objectives into technical strategy.

Current technical focus areas:

  • Distributed systems and microservices architecture
  • Cloud-native design patterns and infrastructure (AWS, some Azure/GCP)
  • AI/ML integration and practical applications in software engineering
  • Engineering team scaling and leadership development
  • Security and compliance (SOC 2, GDPR, HIPAA)
  • System reliability and operational excellence
  • Capital-efficient technology choices and right-sizing infrastructure
  • Embedded / IoT (ESP32 with .NET nanoFramework, MQTT) and on-device computer vision

Model

Why Fractional

After 29+ years, I've seen the same technical problems destroy companies repeatedly. The solution isn't always a permanent CTO. Often it's a few months of focused technical leadership that establishes scalable foundations and prepares companies to hire permanent leadership from a position of strength.

Many companies need CTO-level thinking but aren't ready for the commitment and cost of a full-time executive. Fractional engagement provides the strategic guidance and hands-on execution needed to navigate critical inflection points — then transitions cleanly when objectives are achieved.

Common situations where fractional makes more sense than permanent:

  • Post-Seed to Series A scaling when systems need redesign but the company isn't ready for C-level overhead
  • Pre-Series B when technical credibility is needed but a permanent hire can wait until after the raise
  • Technical crisis requiring immediate expert intervention — can't wait 6 months for a CTO search
  • Bridge period during a CTO search or leadership transition
  • Technical co-founder augmentation — help them scale rather than replace them

Engagement

How We Work

Discovery Phase (Week 1)

Comprehensive assessment of your systems, team, and challenges. We align on the specific problems to solve, success metrics, timeline, and engagement model.

Execution Phase

Hands-on fractional CTO work delivered as a scalable monthly engagement. The cadence flexes to the work — lighter strategic guidance in some months, more intensive presence in others — so you get exactly the level of leadership each phase demands. A mix of strategic planning, hands-on technical work, team mentorship, and process establishment.

Transition Phase (Final Month)

Knowledge transfer, documentation, internal-leader development, and a clean exit. You're positioned for a permanent CTO hire, a scaled technical co-founder, or self-sufficient operation.

Throughout: Measured by DORA Metrics

Regular progress reporting using DORA metrics and business outcomes. Clear metrics, honest assessment of what's working and what needs adjustment, and weekly reviews with approach adjustments based on results.


Principles

Paul Graham Startup Principles

My approach to fractional CTO work is informed by Paul Graham's essays on startups and growth. Key principles I follow:

Do Things That Don't Scale

Manual, high-touch service initially. Exceptional results over process automation. Free technical assessments to build trust. Conversations to understand networks.

Startup = Growth

Use growth as the decision compass. Measure everything. Compound improvement beats linear thinking. Focus on the 20% of technical problems causing 80% of growth friction.

Founder Mode

Stay hands-on technically. Don't default to traditional management-consulting approaches. Code reviews, architecture decisions, team mentorship — not just PowerPoint strategy.

Be Good

Client success as the primary metric drives sustainable growth and referrals. Do right by every engagement. Build reputation through delivered outcomes, not marketing.

Live in the Future

Focus on real problems. Build what's actually missing, not what's trendy. Apply 29+ years of experience to anticipate challenges before they become crises.


Personal

Beyond the Work

Based in Carmel, in the Indianapolis area. When I'm not helping companies scale their technical operations, I'm building my own ventures focused on AI applications and exploring investment opportunities that generate reliable passive income. I'm active in the Indianapolis startup and VC ecosystem, focused on building relationships and trust.

Current builds — alongside client work, I'm developing three projects of my own:

Praetor — a GPU scheduling system, built in C#, that migrates live processes between GPUs on the fly, and oversubscribes GPUs by checkpointing workload state to disk and restoring it in seconds — running more work than the hardware could otherwise hold, without losing progress.

Celerity — a high-performance LLM engine built in C#, designed for parallel training across GPUs as well as inference. On identical hardware and configuration it runs inference roughly 48% faster than vLLM (about 145 tokens/sec vs. ~98). It splits models across GPUs by layer, runs tensor parallelism on uneven head counts — distributing attention heads unevenly across cards, which no off-the-shelf TP framework does today — and ships custom DFlash and TurboQuant implementations tuned for its initial target models — Gemma 4 26B and Qwen 3.6 35B‑MoE — that aren’t available elsewhere for those architectures.

Caili — a custom local AI harness with a windowing UI, built in C# on the Uno Platform. I use it to explore context engineering and put my local models to work on real tasks.


Our Story

Why Dioscuri

In ancient Greek mythology, the Dioscuri — Castor and Pollux — were twin brothers known as the protectors of sailors and guardians of those navigating treacherous waters. When storms threatened to destroy ships, these divine twins would appear as guiding lights, leading vessels safely to harbor. They were called upon not just in moments of crisis, but as trusted companions for any perilous journey across uncharted seas.

At Dioscuri Executive Services, we embody this same spirit of guidance and protection for modern enterprises navigating the turbulent waters of technology transformation.

Your Technology Guardian

Just as the mythological twins provided safe passage through storms, we serve as your fractional CTO partner, illuminating the path through complex technical challenges. Whether you're a startup charting your first course or an established company venturing into new technological territories, we provide the strategic leadership and technical expertise to guide you safely to your destination.

Twin Pillars of Success

Our approach rests on two fundamental strengths, like the divine twins themselves:

  • Strategic Vision — We chart the course, identifying opportunities and navigating around technological pitfalls before they become costly mistakes. Our fractional CTO services provide the high-level strategic thinking that transforms your technology from a cost center into a competitive advantage.
  • Practical Execution — Vision without action is merely dreaming. We guide your team, ensuring strategic initiatives translate into real results. From architecture decisions to team building, we're partners in your success.

When the Storms Come

Every business faces technological storms — system failures, scaling challenges, security threats, or the need for rapid digital transformation. Like the Dioscuri appearing as beacons in the darkness, we're there when you need us most. Our fractional model means you get CTO-level expertise precisely when and how you need it, without the overhead of a full-time executive.

Guiding You Home

The ancient mariners knew they could count on the Dioscuri to bring them safely home. Today's business leaders can count on Dioscuri Executive Services to navigate them through their technology challenges and deliver them safely to their goals — whether that's successful product launches, seamless digital transformations, or building world-class engineering teams. Your journey through the digital landscape doesn't have to be perilous. Let us be your guiding lights.


Contact

Connect

Tim Newsom — Founder & Fractional CTO

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