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- šØYour not burned out; youāre always on
šØYour not burned out; youāre always on
AI App & tricks to tamp down constant vigilance

āļøYouāre not overwhelmed. Youāre fatigued. Not from too much work, but from always being on alert. Even on āeasyā weeks, part of your brain is listening for pings, tone shifts, and ājust checking inā emails, so rest never really lands.
This weekās focus: Turning off the internal watchtower: one inbox watcher and one simple rule to stop constant readiness and give the all-clear sign. Fewer checks, cleaner focus, more usable energy. (3-minute read)
š¦ Weekās highlights:
Tool Spotlight: SaneBox and FollowUpThen act as quiet watchersāone filters what matters, the other remembers for you.
Sherpaās Shortcuts: A daily stand-down window and a blunt ādate it or delete itā rule to end constant readiness.
Sherpaās Pack (freebie): Boomerang for Gmail helps shut down constant message checking.
The Ridgeline (news): The Potato Prompt breaks AIās yes-man habit, and cheaper ChatGPT tier arrives.
Tools Gone Wild: Slackās green dot monitor keeps everyone on edge.
ā°ļø Summit wisdom:
āEven the sharpest Sherpas stop listening for avalanches when the trail is clear.ā
āThe Sherpa Whisperer
AI tool spotlight:
Tool Sherpa explores the flood of new AI apps and carefully selects only proven tools.

Source: SaneBox website. Your silent watcher makes sure youāre never out of the loop.
š SaneBox: The inbox watcher
Why it matters:
Youāre fatigued because you keep hovering over your inbox. SaneBox learns which emails actually need you and moves the rest out of sight. No rules to babysit. No folders to fuss over. If something important goes unanswered, it taps you. Otherwise, youāre allowed to stop checking.
Whoās it for
⢠Freelance writers with clients who ājust want to stay in the loopā
⢠Anyone CCād for emotional support
⢠People who open email, close it, then open it again
Best use case:
Going a few hours without checking your inboxāand not imagining a small fire breaking out.
Pros:
Dramatically reduces background vigilance. Filters noise automatically, resurfaces what matters, and cuts the urge to check ājust in case.ā Many users claw back ~5 hours a week of actual focus.
Cons:
Takes a few days to learn your habits. If you enjoy micromanaging folders, this may feel suspiciously calm.
Pricing:
Free trial available. Paid plans start at $4/month.
š Try SaneBox today

Source: FollowUpThen website. Easily track your client followups.
š FollowUpThen: The external brain
Why it matters:
A good chunk of fatigue comes from remembering to remember. Follow up next week. Check back Friday. See if they replied. FollowUpThen lets you forward an email to a future dateālike [email protected]āand immediately stop thinking about it. Emails that require action come back. If not, they vanish quietly, like a problem that solves itself.
Whoās it for
⢠Freelancers waiting on client replies or approvals
⢠Anyone juggling āIāll follow up laterā emails
⢠People whose brains act like unpaid reminder software
Best use case:
The second you think, āI should remember to check this,ā you forward an email to a future date and move on. No flags, lists, or mental hovering. The email returns only when it matters.
Pros:
Closes open loops instantly. Reduces background stress, cuts inbox re-checking, and frees mental energy (often several hours cognitive load hours per week).
Cons:
Itās deliberately simple. If you want dashboards or elaborate systems, this will feel almost too calm.
Pricing:
Free plan available. Paid starts at about $5/month.
Disclaimer: Some links may earn us a small commission with no cost to you.
Sherpaās shortcuts šŖ
Sherpa-approved hacks to streamline your workflow in todayās most popular AI apps.

Source: Microsoft. Silence messaging for productive time blocks.
ā” Hack #1: The daily stand-down window
Problem:
Youāre not overwhelmed by messages. Youāre bracing for them. Even on quiet days, part of your brain is posted at the watchtower.
Solution:
Create one window where you donāt check messages, on purpose, daily. Same time. No negotiations. This gives your brain an official all-clear, so vigilance drops and focus comes back without changing clients or boundaries.
How to set it up (5 minutes, once):
⢠Pick a 60ā90 minute block you can actually keep
⢠Put it on your calendar as āStand-down windowā
⢠Silence email, Slack, and notifications during that block
⢠Do not ājust peekā (peeking re-arms the guards)
š” Sherpa Tip: Donāt announce this to clients. This isnāt a boundary conversationāitās you stepping away from the watchtower.

Source: FollowUpThen website. Your new assistant that watches, so you donāt have to.
ā” Hack #2: Date it or delete it
Problem:
āIāll follow up next week.ā
āIām waiting on them.ā
Those thoughts sit in your head all day, rent-free.
Solution:
If something needs future action, send it to a date using FollowUpThen. If it doesnāt deserve a date, let it go. Nothing stays in your head.
How it works (10 seconds):
⢠Waiting on a client? ā Forward the email to [email protected]
⢠Sending something youāll revisit? ā BCC [email protected]
⢠Not sure it matters? ā Donāt date it.
If it still needs action, it comes back. If not, it disappears.
š” Sherpa Tip: āDonāt forgetā is not a strategy. Dates are.
š Sherpaās Pack
Free stuff to help freelancers get an edge.

Give your inbox permission to forget. Boomerang for Gmail watches sent emails, not incoming noise. If no one replies, it comes back to you. If they do, it stays gone. Different job, same relief: you stop mentally tracking follow-ups.
The Ridgeline newsšļø
The latest on how AI is rewriting the rules for solopreneurs and small teams.

Source: ChatGPT. Some times your harshest critic can lead you to greatest successā¦
š„ Potato prompt, decoded: This oddly effective one-word ChatGPT trick forces better outputs, fewer rewrites, less prompt frustration. š Steal the prompt
šø The middle plan emerges: OpenAI rolled out a cheaper in-between ChatGPT planāmore power than Free, cheaper than Plus. š See the plan breakdown
š PowerPoint, dethroned: One writer ditched PowerPoint for Googleās new free visual doc tool. Cleaner stories, faster builds, fewer crimes against typography. š See the swap
š§ Gemini moves into Gmail: New Gemini features now live inside Gmail and Workspaceāsummaries, replies, and context baked directly into your inbox. š Watch whatās new
š¬ Altman admits slip: Sam Altman said recent ChatGPT updates made things worse. Honest? Yes. Comforting? Not especially. š Read the confession
ā Final Sip:
AI pricing is getting⦠human. Not everyone needs the top shelf. Sometimes ājust enough powerā is the real upgrade.
###
Tools gone wild! š
Letās end with a laugh ā when AI tools take a detour off the happy path.
Source: ChatGPT. āWill you cool it with the whistle? Itās 10:30 p.m.!!ā¦ā
š¢ The green dot problem
Slackās presence dot was meant to be helpful. Instead, it became a tiny supervisor. People stayed āactiveā to avoid looking unresponsive: wiggling mice, reopening apps, checking messages that werenāt there. No emergencies occurred. Everyone was still tired.
š Lesson learned: Presence is not productivity. If a green dot keeps you on edge, turn it off, or stop obeying it. The work was fine. The dot was the drama.
š§ Whatās Next?
Coming up next: More quiet AI wins that give you back hoursāwithout more systems to babysit.
Know a freelancer whoās tired of overthinking, hovering, or second-guessing? Forward this newsletter and help them drop the watchtower.
āYour Sherpa team šļø