Job Title: CTO / Founding Engineer

Company Name: WaySky Technologies

Job Url: https://wellfound.com/jobs/3827831-cto-founding-engineer-hands-on-full-stack

Job Description: 
WaySky Technologies
We help businesses get recommended by chatGPT
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CTO / Founding Engineer (Hands-on Full-Stack)
$200k – $250k • 1.0% – 3.0%
|
Remote (
North America
)
 • 
Florida
|6 years of exp
|Full Time
Posted: yesterday• Recruiter recently active
Job Location
Florida
Remote Work Policy
Onsite or remote

Hires remotely in
North America
Visa Sponsorship
Not Available

Preferred Timezones
Eastern Time
Relocation
Allowed
Skills
API
TypeScript
React.js
postgres
LLMs
About the job
This is a true builder CTO role. We’re currently on Base44 with no custom backend. You’ll lead us into a scalable product: choose the stack, build the backend + data model, and ship a portal that feels world-class.

What you’ll do:

Architect + build v1 backend (auth, database, APIs, background jobs)

Ship core product experiences:
Run Analysis flow (start → progress → results)
Prompt management + daily runs + 7-day history + export
Trend + diff views (what changed, when, and why)

Design the analysis pipeline:
LLM API integration + structured extraction
Rate limits, retries, idempotency, cost tracking

Implement security + tenancy:
Work email/domain verification, workspace access boundaries

Own production readiness:
Logging/monitoring, alerts, error handling, deployment, backups

Set engineering culture:
simple process, high shipping velocity, clean code, pragmatic testing
Hire the first engineers (as we grow)

What success looks like (first 60–90 days):
A clean, consistent portal UI that matches the marketing site quality
“Run Analysis” is reliable, fast, and produces structured results every time
A solid data model + API surface so adding new prompts/metrics/sources is easy
Basic production guardrails in place: observability + cost control + tenant security

Requirements (Must-have):
6+ years building and shipping web products (startup pace)
Strong full-stack skills (frontend + backend + database + deployment)
Comfortable owning architecture decisions end-to-end with ambiguity
Experience integrating LLM APIs and building “prompt harness + parsing” systems
Multi-tenant SaaS fundamentals: auth, roles, permissions, secure isolation
High bar for UX polish and user trust

Nice-to-have:
Background jobs/queues + async processing
Analytics dashboards + time-series diffs
Growth/product instincts (onboarding, activation, retention)
Experience taking a product from prototype → production
Tech stack (flexible)

We’re on Base44 today. You’ll help choose what we build on next (examples):
Frontend: React / Next.js
Backend: Node/TypeScript or Python (FastAPI)
DB: Postgres
Jobs: queue + workers
Hosting: Vercel + managed DB, or AWS/GCP

Compensation:
North America (senior hands-on CTO): $200k–$250k + 1%–3% equity

How we work:
Small team, high ownership, fast shipping
Clear priorities, short cycles, direct feedback
No politics, no meetings for the sake of meetings

Hiring process:
20–30 min intro
Deep dive on product + architecture decisions
Paid build exercise or a real “ship-with-us” task (small + scoped)
Final decision