April 15, 2026
Managing parallel Claude Code sessions: When your workflow stops scaling
Running multiple Claude Code sessions at once sounds powerful until you lose track of what each one is doing. Here's what actually breaks and how to fix it.
Blog
Thoughts on side projects, developer momentum, and building in public.
April 11, 2026
The architectural decision layer AI agents need (and why it's not optional)
AI coding agents give confidently wrong advice on complex projects because they have no memory of the decisions that shaped your architecture. Here's what's actually missing.
April 10, 2026
How to prevent your AI coder from following outdated documentation
When your project's rules and architecture evolve, AI coding assistants keep following the old patterns. Here's why cursor rules go stale between sessions and how to fix it.
April 8, 2026
Why professionals max out at 2-3 projects (and how to get back faster)
Experienced developers know the unwritten rule: 4+ concurrent projects and something slips. The culprit isn't time, it's the mental model you lose every time you switch.
April 5, 2026
The hidden cost of manually maintaining project context for Claude Code
CLAUDE.md files start useful and end up a maintenance burden. They go stale, eat tokens, and need constant updates. Here's what that actually costs you.
April 4, 2026
Why your AI assistant forgets what you were building (and how to fix it)
Every Claude Code session starts from zero. No memory of the architectural decisions you made yesterday, the constraints you established last week, or why you chose that approach. Here's why it happens and what to do about it.
April 3, 2026
Getting the Most Out of Continue On: Token-Aware Briefings
KeepGoing now generates briefings in three tiers sized to fit any AI tool's context window. Here is how token-aware briefings work and when to use each one.
April 1, 2026
Keeping Context When You Juggle Multiple Repos
Switching between repos costs 15-25 minutes of re-orientation every time. KeepGoing captures your context in each repo independently, so switching back is instant.
March 31, 2026
Desktop Tray update: session counts are now free for everyone
The KeepGoing Desktop Tray now shows condensed session counts to all users. See how many coding sessions are active, idle, or done in each project, no license required.
March 30, 2026
Install KeepGoing Desktop Tray with Homebrew
The KeepGoing Desktop Tray is now available as a Homebrew Cask. One command installs the macOS menu bar app that shows re-entry briefings, live session status, and momentum across all your projects.
March 28, 2026
How to Use KeepGoing from the Terminal
Not everyone lives in VS Code. The KeepGoing CLI gives terminal-first developers full access to session checkpoints, momentum checks, briefings, and decision history without opening a GUI.
March 26, 2026
KeepGoing for Cursor and Windsurf: Stay in Context Between AI Coding Sessions
Cursor Composer and Windsurf Cascade forget everything when you start a new thread. KeepGoing captures your session context and briefs your next AI session automatically.
March 23, 2026
KeepGoing now greets you when you start a session
The new global statusline and session start experience show what you were working on, what comes next, and where you left off. No searching, no scrolling, no lost context.
March 21, 2026
Decision Detection is now always-on
Decision detection no longer requires VS Code to be open. A global git post-commit hook detects high-signal commits after every commit, in every repository.
March 21, 2026
Desktop Tray update: live sessions in the dropdown, auto-briefing, and Continue On
The KeepGoing Desktop Tray now shows live session details directly in the dropdown menu. See which agents are active, what branches they are on, and how recently they checked in, all without opening a window.
March 17, 2026
Continue On: Export Your Dev Context to Any AI Tool
Continue On gathers your KeepGoing session data and formats it as a markdown prompt you can paste into ChatGPT, Gemini, Claude, Copilot, or any other AI tool. Local-first, free, and no account required.
March 7, 2026
KeepGoing Desktop Tray: your project context, always one glance away
The KeepGoing Desktop Tray is a free macOS menubar companion that shows re-entry briefings for all your projects. Editor-agnostic, always accessible, and no cloud account required.
March 3, 2026
KeepGoing is now available for JetBrains IDEs
The KeepGoing plugin for IntelliJ IDEA, WebStorm, PyCharm, and other JetBrains IDEs is live on the JetBrains Marketplace. Get re-entry briefings, session history, and one-click file restore without leaving your IDE.
February 27, 2026
Your side project has no team, and that is the real problem
At work, a whole team keeps your project moving. On side projects, you are the PM, the dev, the tester, and the one who forgot what you were doing last weekend. Here is why that matters.
February 24, 2026
Beating Context Loss: Capture Decisions, Not Just Commits
A practical way to avoid re-learning your own work after days or weeks away: save intent, decisions, and rationale with lightweight checkpoints and smart prompts.
February 19, 2026
The solo developer's toolkit: tools that actually help you ship
A curated list of the best tools for solo developers, organized by workflow stage. From planning to building to deploying to resuming, these are the tools that help indie developers actually finish projects.
February 12, 2026
How to code on side projects after a full day of work
Coding side projects with a full time job is hard. Here is how to make evening sessions productive without burning out, even when you only have 45 minutes.
February 5, 2026
Scoping side projects so you actually ship them
Side project scope creep is why most weekend projects never launch. Learn how to scope a side project small enough to finish, with practical techniques for keeping your MVP honest.
January 23, 2026
How to actually finish a side project
Most developers never finish side projects. Here is a practical framework for how to ship a side project by tackling scope creep, perfectionism, lost context, and accountability.
January 15, 2026
Context Debt: The Silent Killer of Weekend Projects
Every time you step away from a side project, you accumulate context debt. Eventually the cost to reload exceeds the time you have. Here is what that looks like, and how to stop it.
January 8, 2026
Why side projects die
Side projects rarely fail because the idea was bad. They fail because momentum breaks, and getting back in is harder than starting fresh.