Copyright © 2025 NomadPilot. All rights reserved.
NomadLedger is operated by NomadPilot and is not a CPA firm. Tax and accounting services offered through NomadLedger are provided exclusively by independent licensed CPAs and IRS Enrolled Agents. Information on this site is for general educational purposes only and is not a substitute for personalized tax or legal advice.
Frequently Asked Questions
Frequently Asked Questions
When should I switch to an S-Corp?
Most 1099 contractors benefit when their net profit is $50k–$60k+ per year. Below that level, staying a sole proprietor is usually more cost-effective — but we run the numbers to confirm.
What’s the difference between a 1099 contractor and an S-Corp?
I get paid every week and my income jumps around — can an S-Corp still work for me?
Do I get access to an actual CPA or EA?
Do I need bookkeeping?
What tax forms will NomadPilot file for me?
Do I really have to run payroll for myself?
What bookkeeping system do you use?
What if I’ve never filed as a business before?
When should I switch to an S-Corp?
Most 1099 contractors benefit when their net profit is $50k–$60k+ per year. Below that level, staying a sole proprietor is usually more cost-effective — but we run the numbers to confirm.
What’s the difference between a 1099 contractor and an S-Corp?
I get paid every week and my income jumps around — can an S-Corp still work for me?
Do I get access to an actual CPA or EA?
Do I need bookkeeping?
What tax forms will NomadPilot file for me?
Do I really have to run payroll for myself?
What bookkeeping system do you use?
What if I’ve never filed as a business before?
You can save a lot more
money than you think
We find the best transfer options to maximize your
points' value — for free.
What's your annual take home earnings?
(Tax Savings Comparison)
(Tax Savings Comparison)
**These numbers displayed are the average savings (not an exact guarantee), and the exact number will depend on factors like state, deductibles, etc.
If you're a 1099 sales rep making $50k+ annually, you’re likely paying thousands more in taxes than you should.
We help you:
. Pay yourself a legal, low W-2 salary
. Take the rest as tax-free distributions
. Write off your lifestyle (mileage, meals, travel, phone, etc.)
. Stay 100% compliant with the IRS
. Get your taxes filed right (no more guessing)
Calculate how much I could save
Get Started
You can save a lot more
money than you think
We find the best transfer options to maximize your
points' value — for free.
Wha
- This is you currently
- This is you with NomadLedger
**These numbers displayed are the average savings (not an exact guarantee), and the exact number will depend on factors like state, deductibles, etc.
You shouldn’t need to think about your accounting, or taxes
Sales & D2D Experts - You’re overpaying in taxes
START SAVING ON TAXES
Save $5k–$15k per year in taxes
Save $5k–$15k per year in taxes
High-performers don’t DIY their taxes
High-performers don’t DIY their taxes
Write off more of your lifestyle
Write off more of your lifestyle
Done-for-you back office
Done-for-you back office
You shouldn’t need to think about your accounting, or taxes
You shouldn’t need to think about your accounting, or taxes
Sales & D2D Experts - You’re overpaying in taxes
START SAVING ON TAXES
You shouldn’t need to think about your accounting, or taxes
You shouldn’t need to think about your accounting, or taxes
Sales & D2D Experts - You’re overpaying in taxes
START SAVING ON TAXES
Stop Paying 15.3% Self-Employment Tax On Everything.
Get your S-Corp set up right — and keep more of every commission check.
If you're a 1099 sales rep making $50k+ annually, you’re likely paying thousands more in taxes than you should.
If you're a 1099 sales rep making $50k+ annually, you’re likely paying thousands more in taxes than you should.
We help you:
. Pay yourself a legal, low W-2 salary
. Take the rest as tax-free distributions
. Write off your lifestyle (mileage, meals, travel, phone, etc.)
. Stay 100% compliant with the IRS
. Get your taxes filed right (no more guessing)
Calculate how much I could save
Get Started
You can save a lot more
money than you think
You can save a lot more
money than you think
We understand your income
Weekly payouts, 1099s, chargebacks, redlines, overrides, install-based commissions — most tax pros have never seen these.
Full setup + done-for-you management
S-Corp setup, payroll, bookkeeping, quarterly taxes, and end-of-year filing — all handled for you.
Predictable flat pricing
No surprise fees. No April panic. One simple monthly subscription.
100% remote + fast onboarding
Upload your 1099s and commission statements. We handle everything else.
Get Started
Why Top Sales Reps Don’t Do Their Own Taxes
Why Top Sales Reps Don’t Do Their Own Taxes
🧠 Smart reps outsource what doesn’t pay them back
Weekly payouts, 1099s, chargebacks, redlines, overrides, install-based commissions — most tax pros have never seen these.
💼 You sell — we handle the back office
Bookkeeping, payroll, S-Corp setup, quarterly payments, and annual filing. Zero spreadsheets. Zero stress. Zero guesswork.
🚀 The top 1% operate like businesses
They minimize self-employment tax, structure their income, and keep more of every commission check. That’s not luck — it’s strategy.
⏳ Your time is too valuable
D2D reps work long hours. Spending nights doing admin costs you energy and thousands in missed deductions.
Federal 1040
State Return’s (all 50 states)
Prior Year Tax Filing
Tax Optimization Checklist
One time consultations with an EA or CPA
Bookkeeping Clean-Up
Payroll Setup
End-of-Year Tax Projection Meeting
Multi-State Tax Return Filing
Quarterly Estimated Tax Calculations
Federal 1040
State Return’s (all 50 states)
Prior Year Tax Filing
Tax Optimization Checklist
One time consultations with an EA or CPA
Bookkeeping Clean-Up
Payroll Setup
End-of-Year Tax Projection Meeting
Multi-State Tax Return Filing
Quarterly Estimated Tax Calculations
Contact Us For Pricing
Speak with Us
Contact Us For Pricing
Speak with Us
Additional Services
Additional Services
Stop Paying 15.3% Self-Employment Tax On Everything.
Stop Paying 15.3% Self-Employment Tax On Everything.
Get your S-Corp set up right — and keep more of every commission check.
Discounted
Yearly
Monthly
LLC Bookkeeping
For the Sales Reps who value their time, and spend less than $8k per month
$700
$79
/month
Save $248
For the Sales Reps who value their time, and spend less than $8k per month
Includes
Monthly bookkeeping & transaction categorization
Tax-ready year-end financial package
Secure receipt storage & upload tool
Estimated tax reminders
Email support for bookkeeping questions
Email support for bookkeeping questions
Recommended
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$3000
$300
/month
Save $600
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Everything in the LLC Bookkeeping Plan
Expense review to ensure maximum deductions
Annual S-Corp tax return filing (Form 1120-S
Shareholder Schedule K-1 preparation
W-2 filing for owner salary (via payroll partner)
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$1550
$155
/month
Save $110
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Annual S-Corp tax return filing (Form 1120-S)
Shareholder Schedule K-1
Dedicated account manager
Owner W-2 filing (through partnered payroll software)
Quarterly payroll filings (federal + state via payroll system)
Discounted
Yearly
Monthly
LLC Bookkeeping
For the Sales Reps who value their time, and spend less than $8k per month
$700
$79
/month
Save $248
For the Sales Reps who value their time, and spend less than $8k per month
Includes
Monthly bookkeeping & transaction categorization
Tax-ready year-end financial package
Secure receipt storage & upload tool
Estimated tax reminders
Email support for bookkeeping questions
Email support for bookkeeping questions
Recommended
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$3000
$300
/month
Save $600
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Everything in the LLC Bookkeeping Plan
Expense review to ensure maximum deductions
Annual S-Corp tax return filing (Form 1120-S
Shareholder Schedule K-1 preparation
W-2 filing for owner salary (via payroll partner)
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$1550
$155
/month
Save $110
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Annual S-Corp tax return filing (Form 1120-S)
Shareholder Schedule K-1
Dedicated account manager
Owner W-2 filing (through partnered payroll software)
Quarterly payroll filings (federal + state via payroll system)
Speak with Us
Speak with Us
Additional Services
Additional Services
Frequently Asked Questions
Frequently Asked Questions
Discounted
Yearly
Monthly
LLC Bookkeeping
For the Sales Reps who value their time, and spend less than $8k per month
$700
$79
/month
Save $248
For the Sales Reps who value their time, and spend less than $8k per month
Includes
Monthly bookkeeping & transaction categorization
Tax-ready year-end financial package
Secure receipt storage & upload tool
Estimated tax reminders
Email support for bookkeeping questions
Email support for bookkeeping questions
Recommended
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$3000
$300
/month
Save $600
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Everything in the LLC Bookkeeping Plan
Expense review to ensure maximum deductions
Annual S-Corp tax return filing (Form 1120-S
Shareholder Schedule K-1 preparation
W-2 filing for owner salary (via payroll partner)
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$1550
$155
/month
Save $110
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Annual S-Corp tax return filing (Form 1120-S)
Shareholder Schedule K-1
Dedicated account manager
Owner W-2 filing (through partnered payroll software)
Quarterly payroll filings (federal + state via payroll system)
Discounted
Yearly
Monthly
LLC Bookkeeping
For the Sales Reps who value their time, and spend less than $8k per month
$700
$79
/month
Save $248
For the Sales Reps who value their time, and spend less than $8k per month
Includes
Monthly bookkeeping & transaction categorization
Tax-ready year-end financial package
Secure receipt storage & upload tool
Estimated tax reminders
Email support for bookkeeping questions
Email support for bookkeeping questions
Recommended
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$3000
$300
/month
Save $600
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Everything in the LLC Bookkeeping Plan
Expense review to ensure maximum deductions
Annual S-Corp tax return filing (Form 1120-S
Shareholder Schedule K-1 preparation
W-2 filing for owner salary (via payroll partner)
Full S-Corp & Bookkeeping
For Sales reps who understand leveraging their time (bookkeeping’s not worth your time).
$1550
$155
/month
Save $110
Requirement: Must be making minimum $50k+ in take home annually
Everything in Starter, plus:
Annual S-Corp tax return filing (Form 1120-S)
Shareholder Schedule K-1
Dedicated account manager
Owner W-2 filing (through partnered payroll software)
Quarterly payroll filings (federal + state via payroll system)
You can save a lot more
money than you think
We understand your income
Weekly payouts, 1099s, chargebacks, redlines, overrides, install-based commissions — most tax pros have never seen these.
Full setup + done-for-you management
S-Corp setup, payroll, bookkeeping, quarterly taxes, and end-of-year filing — all handled for you.
Predictable flat pricing
No surprise fees. No April panic. One simple monthly subscription.
100% remote + fast onboarding
Upload your 1099s and commission statements. We handle everything else.
Get Started
Why Top Sales Reps Don’t Do Their Own Taxes
🧠 Smart reps outsource what doesn’t pay them back
Weekly payouts, 1099s, chargebacks, redlines, overrides, install-based commissions — most tax pros have never seen these.
💼 You sell — we handle the back office
Bookkeeping, payroll, S-Corp setup, quarterly payments, and annual filing. Zero spreadsheets. Zero stress. Zero guesswork.
🚀 The top 1% operate like businesses
They minimize self-employment tax, structure their income, and keep more of every commission check. That’s not luck — it’s strategy.
⏳ Your time is too valuable
D2D reps work long hours. Spending nights doing admin costs you energy and thousands in missed deductions.
Copyright © 2025 NomadPilot. All rights reserved.
NomadLedger is operated by NomadPilot and is not a CPA firm. Tax and accounting services offered through NomadLedger are provided exclusively by independent licensed CPAs and IRS Enrolled Agents. Information on this site is for general educational purposes only and is not a substitute for personalized tax or legal advice.
Why Top Sales Reps Don’t Do Their Own Taxes
🧠 Smart reps outsource what doesn’t pay them back
Weekly payouts, 1099s, chargebacks, redlines, overrides, install-based commissions — most tax pros have never seen these.
💼 You sell — we handle the back office
Bookkeeping, payroll, S-Corp setup, quarterly payments, and annual filing. Zero spreadsheets. Zero stress. Zero guesswork.
🚀 The top 1% operate like businesses
They minimize self-employment tax, structure their income, and keep more of every commission check. That’s not luck — it’s strategy.
⏳ Your time is too valuable
D2D reps work long hours. Spending nights doing admin costs you energy and thousands in missed deductions.
Federal 1040
State Return’s (all 50 states)
Prior Year Tax Filing
Tax Optimization Checklist
One time consultations with an EA or CPA
Bookkeeping Clean-Up
Payroll Setup
End-of-Year Tax Projection Meeting
Multi-State Tax Return Filing
Quarterly Estimated Tax Calculations
Federal 1040
State Return’s (all 50 states)
Prior Year Tax Filing
Tax Optimization Checklist
One time consultations with an EA or CPA
Bookkeeping Clean-Up
Payroll Setup
End-of-Year Tax Projection Meeting
Multi-State Tax Return Filing
Quarterly Estimated Tax Calculations
When should I switch to an S-Corp?
Most 1099 contractors benefit when their net profit is $50k–$60k+ per year. Below that level, staying a sole proprietor is usually more cost-effective — but we run the numbers to confirm.
What’s the difference between a 1099 contractor and an S-Corp?
I get paid every week and my income jumps around — can an S-Corp still work for me?
Do I get access to an actual CPA or EA?
Do I need bookkeeping?
What tax forms will NomadPilot file for me?
Do I really have to run payroll for myself?
What bookkeeping system do you use?
What if I’ve never filed as a business before?
When should I switch to an S-Corp?
Most 1099 contractors benefit when their net profit is $50k–$60k+ per year. Below that level, staying a sole proprietor is usually more cost-effective — but we run the numbers to confirm.