CTO Technical Assessment

Step 01

Data & Systems

Mapping your legacy operational data systems.

Where is your primary operational data stored?

Cloud CRMs & SaaS (HubSpot, Notion, Salesforce)

Managed Databases (RDS, PostgreSQL, SQL Server)

Legacy On-Premises (Local network attached storage, local file servers)

Distributed Spreadsheets (Excel / Google Sheets across teams)

Which operational tools are critical to your team treadmill?

Communication Suites (Slack, MS Teams)

Task & Project Management (Jira, Monday, Trello)

Customer Support Tools (Zendesk, Intercom)

Document Storage (Google Drive, SharePoint)

Step 02

Model & Privacy

Your deployment maturity and data protection constraints.

Which LLMs or AI APIs do you currently run in production or testing?

Public Commercial APIs (GPT, Claude, Gemini)

Hosted Enterprise Instances (Azure OpenAI, Vertex AI, Bedrock)

Open-weights / Self-hosted models (Llama 3, Mistral, Qwen)

No active model deployments (Off-the-shelf tools only)

What is your posture regarding AI training and data privacy?

Convenience Priority: We send data to public APIs if they don't train on it

Hybrid Constraint: We use commercial APIs but mask sensitive client data

Strict Autonomy: Zero data leaves our network. Private model instance required

Step 03

Hosting & Hardware

Target infrastructure environment and dedicated GPU/CPU availability.

What is your preferred hosting architecture for private stacks?

Private VPS: Secure European cloud instances (Hetzner, OVH)

Corporate Private Cloud: Our AWS VPC / GCP / Azure Private Link

Bare-Metal On-Premises: Dedicated co-located server racks

Edge Hardware nodes: Running in physical offices (Mac Studio/NVIDIA RTX)

Do you have existing hardware resources that can run local inference?

Dedicated NVIDIA GPUs (RTX 4090, A100, H100, RTX A6000)

Apple Silicon workstations (M2/M3 Max/Ultra nodes)

Standard CPU instances (No dedicated local GPU inference hardware)

None — We need NativeWorks to specify and procure hardware

Step 04

Compliance & Verification

Confirm regulatory frameworks and project contact details.

Which compliance frameworks govern your data storage? (Select 1 or more)

GDPR (European Data Privacy)

HIPAA (Healthcare data privacy compliance)

SOC 2 Type II / ISO 27001 Security standards

Internal operational corporate security only

How do you prefer to grant setup engineers deployment access?

Direct Remote (Secure VPN, Bastion host, Tailscale, SSH keys)

Co-Working (Screen sharing session under continuous supervision)

Zero-Access (NativeWorks packages container builds; our team deploys)

Name *

Technical Role *

Company Name *

Technical Email *

Phone (optional)

Core system targets, database versions, or custom constraints? (Optional)