Pricing

Simple plans for people who want client work to move faster and feel less messy.

Three subscription tiers plus one-time bundles. The goal is simple: help account managers and client-service leads try Upskill with low pressure, then grow with it when it starts saving real time.

Start small, then upgrade when you know which workflows are helping your client work most.

Free

$0forever

Start with a small set of beginner-friendly workflows and see how Upskill fits into your workday.

Best for trying Upskill on your own with low-risk repeat work.

Upgrade when you want more workflows and a stronger weekly habit.

  • 5 starter workflows
  • Beginner guides for ChatGPT and Claude
  • Simple examples you can copy and adapt
Start free

Starter

$29/month

Unlock a larger library of practical workflow packs, plugins, and reusable templates for everyday work.

Best for solo operators, account managers, and team leads using AI every week.

Upgrade when AI is becoming part of your normal workflow and you want more ready-made help.

  • Full workflow library for solo use
  • Prompt packs and beginner-friendly plugins
  • New workflow drops each month
  • Email support
Choose Starter

Pro

$99/month

For people leading teams or building repeatable AI habits across a business function.

Best for managers rolling repeatable AI workflows out across a team.

Upgrade when you want team-ready templates, requests, and priority support.

  • Everything in Starter
  • Advanced workflow packs and team-ready templates
  • Priority support and workflow requests
  • Monthly releases for high-value repeat work
Go Pro

Choose Free if...

You are still figuring out where AI fits into client work, want a low-pressure first step, or only need a few workflows to test on your own.

Choose Starter if...

You handle meetings, follow-up, updates, and client communication every week and want more ready-made help instead of improvising each time.

Choose Pro if...

You lead a client-service team, want more consistency in how people use AI, or need higher-touch support and reusable templates across the function.

Tier comparison

What changes as you go from trying it to using it every week.

Read the getting started guide
FeatureFreeStarterPro
Workflow library5 starter workflowsExpanded libraryEverything in Starter
Prompt packsBasicIncludedIncluded
Plugins and installsOptionalBeginner-friendly plugin accessFull access
Team templatesIncluded
GuidesGetting startedFull guide libraryFull guide library
SupportSelf-serveEmailPriority
New releasesMonthlyPriority monthly drops

Supplemental bundles

One-time packs for a specific kind of work.

Meeting Reset Pack

$49

Templates and workflows for agendas, recaps, action items, and clean follow-up.

Content Helper Pack

$99

Friendly writing tools for blog drafts, newsletters, social posts, and repurposing.

Operations Toolkit

$149

Repeatable workflows for SOPs, weekly updates, planning docs, and messy process cleanups.