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The Slash Worker
How careers and income are diversified 

and how we need to manage it.
/
40% of workers will 

be independent by 2020.
Freelancers Union
1099
Traditional career:
Modern career:
Parent’s career:
Baby Boomers (born 1946-1964) and prior generations often worked in the
same industry, for same company, their entire professional life.
Generation X-ers (born 1961-1981) became more mobile, staying at a job for 3
to 5 years before switching employers.
Millennials are trying out different professions and refusing to commit to a
single employer. Modern careers are based on a diversification of income.
Designer/Writer/Photographer
at
SportsMag/Hudson Agency/MyWeddingPhotos LLC
People are increasingly diversifying their income sources. They are “Slash Workers.”
Contrary to prior generations, Slash Workers have shrugged the “single profession, single
employer” model in favor of building a portfolio of career opportunities for themselves.
The Core Differences:
Job security by remaining
loyal to the same company
for 30+ years
In the past, job security came from commitment to the
employer and “cashing in” on that pension payment.
Job security by
diversifying your income
and opportunities
Now, job security comes from the strength of your
network and the ability to diversify your income through
multiple sources, not just one.
— THE WORKER —
Résumés
A linear view on your past jobs and responsibilities.
Focus is on building a case for the length and quality of
your professional experience.
Portfolios
A holistic view on your achievements.
Objective is to tell a compelling and coherent story about
your professional abilities, not stints, using anecdotes,
data, referrals and actual work produced.
— THE WORKER —
9-to-5
Clocking in, clocking out: Job performance is closely tied
to time spent on the job. Workers commit their time
(generally 40 hours/week) to the employer and have
tasks assigned to be completed in set windows of time.
Essentially, the worker trades personal freedom for
predictable pay.
Project-Based
In the Slash Worker economy, contracts center upon
deliverables, not time spent. Workers commit to a
specific output of work to produce over a mutually-
agreed upon time period.
The worker gains personal freedom for the potential of
less predictable future work.
— THE WORKER —
Job mind
A career is a series of employments. The worker is solely
part of the structure of the organization.
Business mind
A career is viewed as a business. It has its own branding,
positioning, phases, legal structure and clients, one of
which can be a full-time employment.
— THE WORKER —
Staffing for positions
Companies staff for open responsibilities within the
organization, sometimes without defined future tasks
and often for “eternity.”
Staffing for projects
Companies follow a Hollywood-like model, where they
staff for projects, not positions. They bring together
specialists for a limited period of time, which can be
three weeks or three years.
— THE COMPANY —
Employee relationship
over lifetime of full-time
employment
The worker is unlikely to return working with the
company once the full-time employment ended.
Companies invest in the relationship solely over the
lifetime of the full-time employment.
Employee relationship
over lifetime of career
The worker is likely to work again with the company once
a project has ended successfully. Companies will invest in
the relationship over time, even if the worker is not
actively working with them at the time.
— THE COMPANY —
The Slash Worker’s Issue:
Benefits and back office work used to be
managed by the organization.
The worker’s job was to focus on their specialized area of work, and
nothing else. In a world where the employee is committed to just one
company, this model of managing workers was efficient.
Benefits
Taxes
Payments
Government
But when the worker is part of many organizations,
not just one, this model starts to weaken.
Government
“Benefits? Not for short
term gigs!”
“Sorry, we don’t withhold
your taxes for you”
Worker classifications were constructed from the
company’s perspective, not the worker’s.
The difference in 1099 versus W2 is mostly on the employer’s side. It
dictates if the company has to pay taxes for the worker, and if the worker
falls under certain protective labor laws that might make it harder or
more costly to terminate the employment. “For me, you’re W2”
• You work 9 to 5
• You report into a manager
• I really need you onsite
“For me, you’re 1099”
• You work on a special
assignment
• You work on your own time
• Therefore you’re not an
employee!
“Hmm… Ok.”
Now, people are discussing if we should
have a third worker classification.
"I think it's not 1099 versus W-2. I think the right
answer is a third class of worker.”
Simon Rothman, Greylock
Class TBD
In a modern career, a slash worker can hold
multiple classifications at the same time.
This is highly dependent on the company employing the person and the nature of
the specific project. Therefore, many people won’t just be one, they will be many.
W2
1099
1099
TBD
The problem with the modern career is that it’s more
complex to handle than your typical full-time job.
As your income diversifies across projects and partners, the admin work piles up.
Suddenly, it’s not just about the work you’re doing, but also about how you
structure yourself as a business. From your base setup to managing your day-to-day.
Everyone will have to run their career like a business.
Instead of a third worker classification, 

there should be just one.
Let’s use technology to create a system that eliminates the
complexities of these classifications and their admin work—a
system that emulates how it would be if there is just one worker
classification.
For the worker, it should never make a difference what form was
filed when they started the gig. 1099
W2
TBD
Let’s make it easy for people to have a modern
career by creating this emulation of a single
worker classification.
Government
Benefits
Taxes
Payments
W2

1099

TBD
Interested in helping to build it?
We’re hiring.
www.and.co

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The /Slash Worker

  • 1. The Slash Worker How careers and income are diversified 
 and how we need to manage it. /
  • 2. 40% of workers will 
 be independent by 2020. Freelancers Union 1099
  • 3. Traditional career: Modern career: Parent’s career: Baby Boomers (born 1946-1964) and prior generations often worked in the same industry, for same company, their entire professional life. Generation X-ers (born 1961-1981) became more mobile, staying at a job for 3 to 5 years before switching employers. Millennials are trying out different professions and refusing to commit to a single employer. Modern careers are based on a diversification of income.
  • 4. Designer/Writer/Photographer at SportsMag/Hudson Agency/MyWeddingPhotos LLC People are increasingly diversifying their income sources. They are “Slash Workers.” Contrary to prior generations, Slash Workers have shrugged the “single profession, single employer” model in favor of building a portfolio of career opportunities for themselves.
  • 6. Job security by remaining loyal to the same company for 30+ years In the past, job security came from commitment to the employer and “cashing in” on that pension payment. Job security by diversifying your income and opportunities Now, job security comes from the strength of your network and the ability to diversify your income through multiple sources, not just one. — THE WORKER —
  • 7. Résumés A linear view on your past jobs and responsibilities. Focus is on building a case for the length and quality of your professional experience. Portfolios A holistic view on your achievements. Objective is to tell a compelling and coherent story about your professional abilities, not stints, using anecdotes, data, referrals and actual work produced. — THE WORKER —
  • 8. 9-to-5 Clocking in, clocking out: Job performance is closely tied to time spent on the job. Workers commit their time (generally 40 hours/week) to the employer and have tasks assigned to be completed in set windows of time. Essentially, the worker trades personal freedom for predictable pay. Project-Based In the Slash Worker economy, contracts center upon deliverables, not time spent. Workers commit to a specific output of work to produce over a mutually- agreed upon time period. The worker gains personal freedom for the potential of less predictable future work. — THE WORKER —
  • 9. Job mind A career is a series of employments. The worker is solely part of the structure of the organization. Business mind A career is viewed as a business. It has its own branding, positioning, phases, legal structure and clients, one of which can be a full-time employment. — THE WORKER —
  • 10. Staffing for positions Companies staff for open responsibilities within the organization, sometimes without defined future tasks and often for “eternity.” Staffing for projects Companies follow a Hollywood-like model, where they staff for projects, not positions. They bring together specialists for a limited period of time, which can be three weeks or three years. — THE COMPANY —
  • 11. Employee relationship over lifetime of full-time employment The worker is unlikely to return working with the company once the full-time employment ended. Companies invest in the relationship solely over the lifetime of the full-time employment. Employee relationship over lifetime of career The worker is likely to work again with the company once a project has ended successfully. Companies will invest in the relationship over time, even if the worker is not actively working with them at the time. — THE COMPANY —
  • 13. Benefits and back office work used to be managed by the organization. The worker’s job was to focus on their specialized area of work, and nothing else. In a world where the employee is committed to just one company, this model of managing workers was efficient. Benefits Taxes Payments Government
  • 14. But when the worker is part of many organizations, not just one, this model starts to weaken. Government “Benefits? Not for short term gigs!” “Sorry, we don’t withhold your taxes for you”
  • 15. Worker classifications were constructed from the company’s perspective, not the worker’s. The difference in 1099 versus W2 is mostly on the employer’s side. It dictates if the company has to pay taxes for the worker, and if the worker falls under certain protective labor laws that might make it harder or more costly to terminate the employment. “For me, you’re W2” • You work 9 to 5 • You report into a manager • I really need you onsite “For me, you’re 1099” • You work on a special assignment • You work on your own time • Therefore you’re not an employee! “Hmm… Ok.”
  • 16. Now, people are discussing if we should have a third worker classification. "I think it's not 1099 versus W-2. I think the right answer is a third class of worker.” Simon Rothman, Greylock Class TBD
  • 17. In a modern career, a slash worker can hold multiple classifications at the same time. This is highly dependent on the company employing the person and the nature of the specific project. Therefore, many people won’t just be one, they will be many. W2 1099 1099 TBD
  • 18. The problem with the modern career is that it’s more complex to handle than your typical full-time job. As your income diversifies across projects and partners, the admin work piles up. Suddenly, it’s not just about the work you’re doing, but also about how you structure yourself as a business. From your base setup to managing your day-to-day. Everyone will have to run their career like a business.
  • 19. Instead of a third worker classification, 
 there should be just one. Let’s use technology to create a system that eliminates the complexities of these classifications and their admin work—a system that emulates how it would be if there is just one worker classification. For the worker, it should never make a difference what form was filed when they started the gig. 1099 W2 TBD
  • 20. Let’s make it easy for people to have a modern career by creating this emulation of a single worker classification. Government Benefits Taxes Payments W2
 1099
 TBD
  • 21. Interested in helping to build it? We’re hiring. www.and.co