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Business Sarah's Bakery LLC
Tax Year 2024
HeyDrew
HeyDrew

Good morning,

Sarah šŸ‘‹

Tax Year 2024

Sarah's Bakery LLC

Small Business • Retail

Drew

Hey, it's Drew! šŸ‘‹ Let's get to know your business a bit so I can find the best tax strategies for you.

šŸŽÆ

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Drew

Drew

Online
Today
Drew

Hey there! šŸ‘‹ I'm Drew, your tax strategy assistant.

Before we dive in, I'd love to learn a bit about your business so I can find the best strategies for you.

What type of business do you run?

10:30 AM
Experienced Level

The Augusta Rule

Section 280A of the IRS Tax Code

What is it?

The Augusta Rule allows you to rent your home to your business for up to 14 days per year tax-free. You don't have to report the rental income, and your business can deduct the rental expense.

How it works

1

Your business holds legitimate meetings or events at your home

2

You charge your business fair market rent for the space

3

Your business deducts the rent as an expense

4

You receive the rental income tax-free (up to 14 days)

Requirements

  • Legitimate business purpose for using the space
  • Fair market value rent (document with comparables)
  • Written rental agreement between you and your business
  • Meeting minutes or documentation of business use
Potential Savings

Up to $24,000

Based on 14 days at average fair market rental rates

This is general information only. Please consult with your tax professional to determine if this strategy is appropriate for your situation.

āš ļø OVERDUE

Update meeting minutes template
Due Feb 1

šŸ“… UPCOMING

Schedule Q1 board meeting at home
Due Mar 14
Invoice business for Q1 rental fee
Due Mar 19
Schedule Q2 board meeting at home
Due Jun 14
Invoice business for Q2 rental fee
Due Jun 19
Schedule Q3 board meeting at home
Due Sep 14
Invoice business for Q3 rental fee
Due Sep 19
Schedule Q4 board meeting at home
Due Dec 14
Invoice business for Q4 rental fee
Due Dec 19

āœ“ COMPLETED

Document home office space
Due Jan 31
Set rental rate based on comparables
Due Jan 31
5 of 9 documents ready
Auto-Generated Documents
šŸ“„
Formal Rental Agreement
Rental terms between homeowner & business
Sourced from 1040 Return Business Return
āœ“ Ready
šŸ“‹
Corporate Resolution
Board authorization for property rental
Sourced from Business Return Operating Agreement
āœ“ Ready
šŸ’µ
Q1 Rental Invoice
Invoice for Q1 rental days
Sourced from 1040 Return Business Return
āœ“ Ready
šŸ“
Meeting Agenda Template
Pre-filled agenda for business meetings
Sourced from 1040 Return Business Return
āœ“ Ready
šŸ›
Form 1099-MISC
Generated at year-end for tax filing
Sourced from 1040 Return Business Return
Pending
šŸ”
FMV Comparable Research
Rental comps pulled for your zip code
Sourced from 1040 Return Airbnb VRBO
āœ“ Ready
Your Uploads
šŸ’³
Proof of Payment (Q1)
Bank transfer or check image for Q1
Missing
šŸ“’
Meeting Minutes (Q1)
Notes from Q1 business meetings
Missing
šŸ“·
Property Photos
Photos of meeting space used for business
Missing
14-Day Rental Tracker

Rental Day Tracker

3 / 14 days
Days used this tax year
Q1 Board Meeting
Mar 14
1 day
āœ“
Q1 Planning Session
Mar 15
1 day
āœ“
Q1 Client Review
Mar 28
1 day
āœ“
Q2 Board Meeting
Jun 14
1 day
ā—‹

Document Preview

Due Date

What to do

Email Reminders

7 days before
3 days before
1 day before

SMS Reminders

1 day before
Day of task
āœ“ Synced to Google Calendar

Scanning Document

Extracting text and numbers...

Image captured
Reading document
Analyzing data
Drew

Drew is analyzing...

Finding tax strategies that match your documents

Business income detected
Home office expenses found
Matching strategies to profile
3 Potential Strategies

Based on your uploaded documents, Drew identified these potential tax savings opportunities.

Pending Expert Review

A tax professional will verify these strategies for your specific situation.

Augusta Rule

Rent your home to your business tax-free

up to $24,000

Hiring Your Kids

Employ family members for legitimate work

up to $12,000

Home Office Deduction

Deduct a portion of home expenses

up to $5,000
Total Potential Savings

Up to $41,000

Final amounts will be confirmed after expert review

These strategies are AI-generated suggestions based on your documents. A qualified tax professional will review and confirm applicability to your specific situation before any recommendations are finalized.

Communication with your tax review team

SA
Aspire4More 2h ago

Missing Document Needed

Hi! We noticed your submission is missing a Schedule C form. Could you please upload...

1
SA
Aspire4More Yesterday

Document Upload Issue

We had trouble opening one of your uploaded files. Could you re-upload...

HeyDrew System Jan 25

Welcome to HeyDrew!

Your account has been set up and your case is ready. Here's what to expect...

Messages from your review team will appear here

Missing Document Needed

Aspire4More
Today, 10:15 AM
SA
Sarah Chen • Tax Specialist

Hi there! šŸ‘‹

We're reviewing your uploaded documents and noticed that your submission is missing a Schedule C (Form 1040) for your business income.

This form is essential for us to analyze your self-employment deductions and identify potential savings strategies.

SA

Could you please upload this document when you have a chance? You can find it in your tax return from last year, or request a copy from the IRS.

Let us know if you have any questions!

10:15 AM
Document Requested

Schedule C (Form 1040)

Document Upload Issue

Aspire4More
Yesterday, 3:42 PM
SA
Michael Torres • Document Specialist

Hi!

We tried opening the file "Business_Expenses_2024.pdf" but it appears to be corrupted or password-protected.

Could you please re-upload this document? If it's password-protected, please remove the password before uploading or let us know the password.

3:42 PM

Oh sorry about that! I'll re-upload it now without the password.

4:15 PM
SA

Perfect, thank you! We received the new file and can open it now. āœ“

We'll continue reviewing your documents and reach out if we need anything else.

4:30 PM
Issue Resolved

Welcome to HeyDrew!

HeyDrew System
January 25, 2026
HeyDrew System

šŸŽ‰ Welcome to HeyDrew!

Your account has been created and your tax case for 2024 is ready.

Here's what happens next:

  1. Upload your tax documents
  2. Drew AI analyzes for potential strategies
  3. A tax professional reviews the findings
  4. You receive personalized recommendations

If you have any questions along the way, just reply to this message or ask Drew!

9:00 AM

Profile

SB

Sarah's Bakery LLC

[email protected]

Tax Year 2024
Provider Aspire4More
Member Since January 2026

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HeyDrew v1.0.0

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Recommended documents

Prior year tax return (1040, 1120, etc.)
Schedule C (if self-employed)
Business expense records
Any 1099 forms received

Documents Uploaded!

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Progress Timeline

Documents Uploaded

All required files received

Jan 28, 2026 • 10:32 AM

In Review

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Strategy Ready

Your personalized tax strategy is complete

Last updated: January 28, 2026 at 10:45 AM

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