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- š§ Second Brain, First Move
š§ Second Brain, First Move
PLUS: AR glasses pitch while Smart Folders scheme.

š§ Your client sent a Google Doc, a voice note, three emails, and a āquick updateā via Slack. You? You just want to find the one thing that matters, without turning into your own project manager.
This week, weāre focused on smarter systems that make you look organized (even if youāre working in sweatpants). Tools and tricks to help you find files faster, pitch better, invoice without flinching, and yesātransform your notes into a podcast while walking the dog. (3-minute read)
Weekās Highlights:
Tool Spotlight: Notebook LM turns your doc pile into a searchable brain with an audio overview option.
Sherpaās Shortcuts: Auto-fill your monthly invoice with one click + never dig for client files again.
The Ridgeline News: ChatGPT follows up, and your face might be your next desktop.
šTools Gone Wild: Tidy inputs, epic AI outputs=teenās secret success sauce.
ā°ļø Summit wisdom:
āThe wise freelancer carries many clientsābut only one brain. The second one lives in the cloud, and never forgets a brief.ā
āThe Sherpa Whisperer
AI tool spotlight:
Tool Sherpa explores the flood of new AI apps and carefully selects only proven tools.

Source. Google NotebookLM website. Upload & query your notes, files, videos.
š NotebookLM: Your Client Brain, On Demand
Why It Matters
Freelancers juggle a lotābriefs, decks, feedback, transcripts, and 28 tabs open at once. NotebookLM (Googleās clever and totally free AI assistant) neatly gathers all your files into tidy, queryable Notebooks.
You upload PDFs, emails, slides, transcripts and even YouTube videos. Notebook LM reads only your stuff, never guesses, and answers your questions instantly.
Make a Notebook per client, per project, or just one giant āAll My Stuffā folder. The more you feed it, the smarter it gets. Bonus: turn any Notebook into a quick podcast you can listen to while walking the dog (mobile app available). You can also query the podcast host for answers.
Who Should Use This
Freelancers who want better organization
Writers juggling multiple client voices
Anyone who knows āitās here somewhereā isn't a workflow
Best Use Case
šMake a Notebook per client. Add their docs, briefs, and notes. Ask quick, practical questions. NotebookLM can comb through scores of pages instantly:
āWhatās this client secretly obsessed with?ā
āSummarize their tone in 3 bullets.ā
āHave I covered this before?ā
āWhat new ideas jump out from their past materials?ā
āWhich files matter most right now?ā
Pros:
NotebookLM turns messy files into smart, searchable Notebooks. Its mobile app creates podcasts from your uploaded content, ideal for absorbing info hands-free while out and about.
Cons:
It wonāt write drafts, and rather just sorts, remembers, and helps you think.
Pricing:
Totally free. Just log in with Google.
š Try Notebook LM here
6 Ways Freelancers Actually Use Notebook LM:
Quickly nail new client proposals or job posts: Match your past work examples to new client needs instantly. Land more gigs faster.
Instant contract decoder: Spot red flags in NDAs without needing a lawyer (or becoming one). āSummarize this legalese in bullets a 12 year old could understand.ā
Turn doc dumps into drafts: Drop in briefs and docs, ask what matters, and get a quick outline before coffee cools.
Pitch before they ask: Identify content gaps from your clientās files to pitch new collateral or projects they need.
New client onboarding: Turn new-client docs into podcasts. Glean insights while walking the dog.
Disclaimer: Some links may earn us a small commission, but they never affect what we recommend.
Sherpaās shortcuts šŖ
Sherpa-approved hacks to streamline your workflow.

Source: Google website: Quick invoicing trick triggered by your calendar alert.
ā” Hack #1: Auto-Draft Invoices With a Calendar Trigger
Problem:
You forget to create invoices, or scramble to recreate the same one every month.
Solution:
Set up a recurring Google Calendar event that links to a pre-filled invoice template (Google Docs or FreshBooks, Wave, etc.). When the reminder hits, click ā update ā send.
How to set it up:
Create a clean, fill-in-the-blanks invoice template in Google Docs or your invoicing tool.
Copy the direct link to that template.
In Google Calendar, create a monthly event titled āInvoice [Client Name]ā
Paste the link into the calendar description. (Fill in details & send).
š” Sherpa Tip:
If you use an accounting tool like Wave, you can also duplicate last monthās invoice insteadālink to that in the calendar, skip the copy-paste dance.
ā” Hack #2: Auto-Find Client Attachments (Without Digging)
Problem:
A client says, āItās in the file I sent you,ā and your inbox turns into a panic room.
Solution:
Use Gmailās built-in filters to instantly surface every email from that client with an attachment. Zero scrolling. One click.
How to set it up:
In Gmail, type:
from:[email protected] has:attachment
Save as a āBookmarkā named āš [Client Name] Filesā from your browser pulldown menu
Repeat for your top 3ā5 clients.
Tap āBookmarksā tab pulldown to locate easily.
š” Sherpa Tip:
Yes, you could query your clientās folder in Notebook LMābut for those quick grabs, this trick is faster than a search bar and smarter than a memory lapse.
The Ridgeline šļø
News on how AI is rewriting the rules for solopreneurs and small teams.

Source: Tool Sherpa AI. Pitching from the laundromat in AR glasses? Questionable.
ChatGPTās getting nosy, Google wants to ghost your tabs, and your next device might perch on your nose. Letās trek:
š§ Pick Your ChatGPT Brain: Still defaulting to GPT-3.5 and hoping for magic? This quick cheat sheet helps you pick the right model like a pro
š Find your perfect model
š Glasses You Might Write On: Googleās new XR glasses might actually be wearable. If you write, pitch, or edit from cafĆ©s and co-ops, this oneās worth a squint.
š Peek at the specs
šļø Talk to Your Browser: Gemini Live lands in Chrome. Now you can whisper āsummarize this web page,ā like youāve got a personal assistant in your tabs.
š Test it out
š¬ Prompts That Snap You Out of It: Six ChatGPT prompt styles every stuck solopreneur should keep in their back pocketāright next to the snack drawer.
š Save these now
šļø Your Macās Best-Kept Secret: Smart Folders = criminally underrated. Mac freelancers are using them to build zero-cost CRMs, client dashboards, and makeshift second brains.
š Organize like a pro
š¤ No Staff? No Problem. One founder thinks AI agents can build a billion-dollar businessāno employees, no overhead, no awkward team Zooms.
š Read the bold claim
š„ Final Sip:
Prompts are smarter, glasses are cooler, and your AI might finally stop interrupting.
###
Tools gone wild! š (Success edition)
Letās end with a laugh ā when AI tools take a detour off the happy path.

Source: Tool Sherpa AI. Tap into your second brain in the cloud.
Teen AI Who Knows Data Is King
Meet Charlotte Rosario, the high-school founder behind SearchMentalHealth, a slick AI chat that zeroes in on the right mental-health resource in under 30 seconds. She grabbed public directories, scrubbed and labeled every entry, then fine-tuned her model on real user FAQ. No gimmicks, just solid prep. The payoff? Thousands of users in its first weeks and a hefty grant from Girls Who Code. Today, Charlotteās creation serves over 25,000 Californians each month, and keeps growing.
š Lesson Learned:
You can query your own files for amazing insightsāor spend your days digging through inbox archives. Tidy your client docs in Notebook LM (or any folder system) and let your āsecond brainā shine.
š§ Whatās Next?
Youāve seen a teen build AI magic, tamed your own file chaos, and set up systems that work while you walk the dog. Now itās your turn: fire up Notebook LM, corrall those client docs, and uncover insights.
š¬ Like this edition? Forward it to a fellow freelancer, share your favorite tool or wild AI moment, or hit replyāyour Sherpa reads every note. Until next time, stay curious and keep climbing.
ā Your Sherpa Team
Millions of video insights. One hour. Zero excuses.
Tune into Wistia's State of Video live show on Wed, April 15 at 1 PM EDT. Itās going to be filled with video tips, trends, and insights from Wistiaās 2025 State of Video Report. Youāll learn how to scale your video strategy for less money with AI, how to repurpose your webinars into evergreen content, and lots more. Plus, Wistia will fill you in on the latest video learnings from top-tier companies like Semrush, Dropbox, Superside. You wonāt want to miss it.