Newsletter Infrastructure & Conversion Optimization Specialist (Kit / Email Systems)

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.” --- ## 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 arenaflex 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? Apply tot his job Apply tot his job Apply To this Job