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Checklist: 5 Automations To Save Freelancers Time

Tired of wasting time on administrative tasks? Here are 5 simple and effective automations to free up your time and focus on your core business!

Tired of wasting time on administrative tasks? Here are 5 simple and effective automations to free up your time and focus on your core business!

1. Automatic Appointment Scheduling

No more endless back-and-forth emails to schedule a meeting!

Recommended tools:

Calendly → Send a link to your client, they pick an available time slot.
Google Calendar + Zapier → Automatic appointment synchronization with reminders.
Acuity Scheduling → Advanced options for invoicing and client intake forms.
➡️ Impact: Fewer emails, more time for your business!

Tool✅ Pros❌ Cons
Calendly– Easy to use and share with clients 
– Syncs with Google Calendar, Outlook
– Option to add pre-qualification questions
– Some advanced features are paid 
– May feel impersonal to some clients
Google Calendar + Zapier– Perfect integration with Gmail and other tools 
– Automatic reminders and notifications
– Free if you stay within Google ecosystem
– Less customization than a dedicated tool 
– Zapier can be a bit technical at first
Acuity Scheduling– Advanced payment and questionnaire options 
– Ideal for coaches, consultants 
– Customizable client interface
– Slightly more complex user interface 
– Limited free version

2. Automatic Follow-Ups After Sending a Quote

Never miss an opportunity because of a forgotten quote!

Recommended tools:

HoneyBook / Dubsado → Sends an automatic follow-up 48 hours after no response.
Zapier + Gmail → Triggers an automatic follow-up email.
HubSpot CRM → Smart tracking of leads and proposals.
➡️ Impact: More signed contracts without lifting a finger!

Tool✅ Pros❌ Cons
HoneyBook / Dubsado– All-in-one CRM (quotes, invoicing, client management) 
– Advanced follow-up automation 
– Modern, intuitive interface
– Paid (monthly subscription)
– Initial setup takes time
Zapier + Gmail– Full customization of follow-ups 
– Works with all your existing tools 
– Unlimited automation with proper setup
– Requires some setup knowledge 
– Needs a Zapier subscription for advanced workflows
HubSpot CRM– Lead and follow-up management in one place 
– Powerful free version 
– Automatic tracking of interactions
– Paid for advanced features
– Can be complex for beginners

3. Automatic Invoicing & Payment Reminders

No more late payments or manually managing invoices!

Recommended tools:

QuickBooks / Wave / FreshBooks → Automatically generates invoices and tracks payments.
Stripe / PayPal Business → Sends automatic recurring invoices.
Zapier + Notion → Real-time payment tracking.
➡️ Impact: Less financial stress and better cash flow.

Tool✅ Pros❌ Cons
QuickBooks / Wave / FreshBooks– Complete financial management (invoices, VAT, payments) 
– Automatic payment reminders – Compatible with Stripe and PayPal
– Monthly subscription for some advanced features 
– Interface more accounting-focused than user-friendly
Stripe / PayPal Business– Easy and secure payment 
– Ability to create recurring payments 
– Highly reliable for online transactions
– Transaction fees apply 
– Customer support can be slow
Zapier + Notion– Real-time invoice tracking 
– Full automation with client databases 
– Great if you already use Notion
– Requires Zapier (subscription recommended) 
– Needs some configuration

4. Automatic Client File Organization

Keep all your documents well-organized without effort!

Recommended tools:

Google Drive + Zapier → Automatically creates a client folder for each new project.
Notion / Trello → Centralizes briefs, contracts, and client interactions.
Dropbox / OneDrive → Automatically shares deliverables with clients.
➡️ Impact: An organized business, accessible anywhere, with no lost information!

Tool✅ Pros❌ Cons
Google Drive + Zapier– Automatic creation of client folders 
– Easy integration with other tools 
– Free version sufficient for most freelancers
– Zapier can be a bit technical at first 
– Limited storage in the free version
Notion / Trello– Centralized briefs, contracts, and notes
– Intuitive and collaborative interface 
– Free and infinitely customizable
– Not ideal for storing large files 
– May require time to properly set up
Dropbox / OneDrive– Ideal for file storage and sharing 
– Fast synchronization across devices 
– More flexibility than Google Drive
– Very limited free version
– Dropbox is paid for more storage

5. Automated Follow-Up Emails & Newsletters

Stay in touch with your clients and keep them engaged effortlessly!

Recommended tools:

MailerLite / ConvertKit → Automates welcome and retention email sequences.
ChatGPT + Jasper AI → AI-powered automated email and newsletter writing.
Zapier + Gmail → Automatically follows up after a project to request client feedback.
➡️ Impact: More responsiveness and a long-term optimized client relationship!

Tool✅ Pros❌ Cons
MailerLite / ConvertKit– Perfect for sending automated email sequences 
– Very easy to use 
– ConvertKit is great for content creators
– Limited free version 
– ConvertKit can be expensive for small email lists
ChatGPT + Jasper AI– Automated email and newsletter writing 
– Huge time saver 
– High-quality content with slight personalization
– Requires tweaking to sound natural 
– Jasper AI is paid
Zapier + Gmail– Automatically sends follow-ups after a project 
– Integrates with any client management tool 
– Very flexible
– Requires some technical setup 
– Needs a Zapier subscription for advanced workflows

How to Choose the Right Tools?

If you want an all-in-one system, go for: Calendly, QuickBooks, HoneyBook, ConvertKit
If you prefer free and flexible solutions, choose: Google Drive, Notion, Zapier + Gmail
If you want advanced automation, prioritize: Zapier, HubSpot, Stripe, DocuSign

Still not sure where to start? 

Take our free quiz: Otto will recommend the best tool for your needs!

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