An introduction to the world's first "portable benefits package" for independent contractors.

1. The First Autopilot for Self-Employment Finance

2. We are a smart bank account that
automates saving for self-
employment taxes & 1099 benefits
management.

3. The Freelance Economy
By 2020, 45% of US workers will be independent contractors.
55 millionAmericans are independent contractors today.
(They earn $1 trillion annually)

4. Stress Ignorance Savings
Over 40% of independent
contractors cite taxes as their
#2 issue (after finding work).
Over 40% of independent
contractors have no idea how much
they’ll owe in self-employment taxes.
70% of Americans can’t
cover a minor ($500 - $1000)
emergency.
! ? $
1099er Problems

5. $
$
$
$
$
$
$
$
$
$
$
$
$
$$
$$
$
$
$
$$
$$
$
$
$
Step 1
Income from multiple clients can be
deposited directly to Painless1099.
Step 2
Money for taxes is separated and held safe
in the user’s Painless1099 account.
Step 3
Spendable income (less taxes) is
sent directly to an account of the
user’s choosing.
How it Works

6. Direct to Consumer (B2C)
Marketing/content direct to
contractors about pains of
1099 taxes.
Current CAC < $100
Partnerships (B2B2C)
Notable Partners
First enterprise partner
Direct integration to Dream Town
Real Estate agent dashboard
Our partners say offering Painless1099 will
make hiring easier (it’s a value add) and
aid in retention (it’s a perk to drive loyalty).
Acquisition Channels
In a growing network of
content, channel, & small biz
CPA partnerships

7. Revenue Model
~$50 per referral
Partner
Referrals
Use income, cashflow, & credit data to refer
users to financial service & benefit partners
Contractor Perk
Have enterprises pay to have their
contractors to utilize Painless1099
Ideal depending on
the type of partner
Subscription
Charge users a flat monthly rate for benefits
facilitated through the Painless platform
Viable in the long
term w/ multiple benefits
Subscription
Charge users a percentage for usage meaning
they only pay when they earn
Interest Earn interest on assets held at Painless1099 Interest rate dependent
~$100 annually
per avg user

8. Qualified Leads in an Untapped Demo
Signup & usage allows us to collect income, cashflow, and
credit data to vet/qualify each user before selling a lead.
Mitigated Risk For Fraud & Credit
Rich data also helps monitor for fraud, while assets held for a user
can help set credit limits or collateralize access to new products.
Engagement
Critical high value touch points (earning, filing & reporting) through
lifetime provide ample opportunity to build trust and convert leads.
Why Will Partners Pay for Our Leads?

9. unemployment
insurance
healthcare
401k
The Future of Freelance Benefits
We designed the brand to extend beyond tax withholding as the core
offering. Our current technology easily connects with other platforms to
function as the very first “portable benefits package” for the 1099 world.

10. Projected customer lifespan of 5 years with subscription,
quarterly filing, and referrals equates to an LTV of $1,000.
Which makes Painless1099 attractive to a host of potential acquirers:
Platform Potential

11. Ace Callwood
Co-Founder & CEO
Justin Kauszler
Co-Founder & Head of Product
Co-founder, Coffitivity - TIME Top 50 Sites (2013)
Former Entrepreneur in Residence, Faculty at VCU
School of Business
Strategy, brand, & innovation consultant
Co-founder, Coffitivity - 3.5M+ Users
Former Lead, VCU Venture Group
Faculty technology commercialization expert,
VCU Innovation Gateway
Management

12. Brian Monbouquette,
CPA
Joe Kunkel Art Espey
Former Partner,
Price Waterhouse Cooper
(23 Years)
CPA
Fractional Startup CFO
Former SVP Marketing & Strategy,
CarMax
Marketing Expert
Executive Advisor,
New Richmond Ventures
Managing Director,
Paladin Global Services
Management Consultant &
Strategy Expert
Former Fortune 500 COO
Advisors

13. Saving/Withholding
Tax Calculation
Deposit to IRS
Automation
Competitive Watchlist

14. Total Accounts Opened
700+
Total Dollars Deposited
$2,500,000+
Average Account Balance
$2,400
Partner Bank
Lincoln Savings Bank
Startup Competition
43North
Runner up, 11,000 Applicants, $500K Prize
Powered by Techstars
Barclays Accelerator
Traction
Launch Date
April 2016

15. The First Autopilot for Self-Employment Finance
hello@painless1099.com

16. Appendix A: Prospective Referral Matrix
$
$
Invoicing
Retirement &
Unemployment
Business Banking
& Credit AccessHealthcare
Tax Prep
Income
Smoothing