Newsletter Infrastructure & Conversion Optimization Specialist (Kit / Email Systems)
Excellent. This is a *very* hireable brief. You’re going to attract the right operator with this.
Below is a **ready-to-post Upwork job description** written in a **founder-to-operator** voice, scoped exactly to your needs, budget, and working style. You can copy/paste this as-is.
After the posting, I’ve included **screening questions** and a **short optional test task** that will quickly separate real builders from “tool tinkerers.”
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## UPWORK JOB POST (COPY / PASTE)
### **Title**
Newsletter Infrastructure & Conversion Optimization Specialist (Kit / Email Systems)
Overview
I’m a writer and strategist building a high-quality B2B newsletter brand.
What I am **not** good at — and don’t want to be — is the infrastructure side of email tools, landing pages, confirmation flows, and conversion optimization.
I’m looking for an experienced **email systems operator** who can:
• Audit my current Kit setup
• Optimize the subscriber journey end-to-end
• Clean up friction, confusion, and dead ends
• Build something simple, durable, and future-proof
This starts as a **one-time project**, with the likelihood of **periodic check-ins** as the newsletter grows.
Current Stack
• Kit (ConvertKit) — primary platform
• Newsletter landing page
• Double opt-in flow
• Public archive of past issues
No website. No complicated funnel. Clean fundamentals done right.
What I Need Help With (Scope)
Phase 1 – Audit & Recommendations**
• Review my current Kit setup:
• Landing page settings
• Incentive / confirmation flow
• Archive access
• Subscriber experience
• Identify friction, confusion, or missed conversion opportunities
• Propose a clean, future-proof structure (written + Loom walkthrough)
Phase 2 – Execution
• Implement approved changes directly in Kit
• Optimize:
• Landing page UX & copy flow
• Confirmation → archive experience
• Settings for returning subscribers
• Structural decisions that won’t break as the list grows
• Document what was done and why (brief, clear)
Phase 3 – Light Future-Proofing
• Set things up so future tools (Notion, Typeform, Zapier, etc.) can plug in later
• No over-engineering — just smart defaults
How We’ll Work
• I approve direction → you execute
• Communication via email or Google Chat
• Back-and-forth as needed, clear ownership
What I’m Looking For
You are:
• Comfortable owning email infrastructure, not just clicking buttons
• Opinionated *in a helpful way* (you can explain tradeoffs)
• Focused on **clean architecture**, not hacks
• Someone who thinks “how will this age in 6–12 months?”
You’ve likely:
• Built or optimized newsletter systems before
• Worked inside Kit / ConvertKit extensively
• Helped creators or founders simplify their stack
What I’m NOT Looking For
• Agencies
• General VAs
• People who need step-by-step instructions
• Over-engineers who want to rebuild everything
To Apply
Please answer the questions below clearly and concisely.
SCREENING QUESTIONS
1. **Describe a newsletter or email system you’ve optimized.**
What was broken, and what did you improve?
2. **How do you think about “future-proofing” an email system** without over-engineering it?
3. Are you comfortable **executing directly inside Kit** after approval?