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! 
! 
Derwin Dubose’s 
30 for 30 
The top 30 things I’ve learned 
about life and leadership so far 
Derwin Dubose’s Birthday Reflections — September 2, 2014
WWCC 
! 
! 
About me 
I’m Derwin Dubose 
Mild-mannered change agent who 
navigates public policy, advocacy, press, 
and fundraising for nonprofits 
Graduate student at 
Harvard Kennedy School 
! 
Proud son of 
Bobbie Pope-Dubose (pictured with me) 
! 
You can contact me via: 
LinkedIn 
Email 
Derwin Dubose’s Birthday Reflections — September 2, 2014
WWCC 
! 
! 
No one owns you. 
! 
You are the captain of your own ship 
and bear responsibility for the life you 
lead – not your parents, not your 
significant other, not your boss. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
1
WWCC 
! 
! 
Tell your own 
narrative. 
! 
You are both protagonist and author of 
your story. Don’t let others define it or 
tell you how to promote it. 
! 
Hat Tip: Dan Schawbel 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
2
WWCC 
! 
! 
Know your 
competitive 
advantage. 
! 
What can you do that no one else 
can? 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
3
WWCC 
! 
! 
Being weird is 
friggin’ 
awesome. 
! 
What makes me weird makes me 
wonderful. 
Hat Tip: Dave Rendall 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
4
WWCC 
! 
! 
Always be 
planning. 
! 
The ABZ approach to planning has 
guided my career. 
Hat Tip: Reid Hoffman and Ben 
Casnocha 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
5
WWCC 
! 
! 
Take short-term 
losses for long-term 
gain. 
! 
It’s easy to do when you know when to 
quit and when to stick. 
Hat Tip: Seth Godin 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
6
WWCC 
! 
! 
The world 
doesn’t want to 
be changed. 
! 
Well-intentioned people—including 
some of your loved ones—will 
subconsciously fight to the death to 
defend the status quo. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
7
WWCC 
! 
! 
You will make 
enemies. 
! 
If you disrupt the status quo, people 
will fight you. Also, jealousy is one of 
the most powerful, yet most disguised, 
human emotions. 
Hat Tip: Liz Ryan 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
8
WWCC 
! 
! 
Few things are 
personal. 
! 
Thicken your skin for attacks that may 
cut deeply but are simply 
manifestations of numbers 7 and 8. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
9
WWCC 
! 
! 
Troublemakers 
win history. 
! 
Martin Luther King, Jr. was the most 
hated man in the US, but you can now 
visit both his birthplace and monument 
on his federal holiday. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
10
WWCC 
! 
! 
Use tact and 
diplomacy as 
needed. 
! 
I prefer blunt, data-driven discussions 
but had to learn how to deliver 
messages in ways they are most likely 
to be received. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
11
WWCC 
! 
! 
Don’t always pay 
the cost if you’re 
not the boss. 
! 
Knowing when to follow is essential. 
Sometimes you have to use the AMP 
decision making model: “Ain’t my 
problem!” 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
12
WWCC 
! 
! 
Understand family 
pathologies. 
! 
All families pass thoughts, beliefs, and 
behaviors along with genetic traits. Break 
the negative patterns and embrace the 
positive. 
! 
Hat Tip: Iyanla Vanzant 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
13
WWCC 
! 
! 
Don’t forget 
whence you came. 
! 
I am African American, Southern by the 
grace of God, and grew up poor. I’m 
proud that my accent, vernacular, and 
tastes reflect those cultures. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
14
WWCC 
! 
! 
Understand 
privilege. 
! 
Be thankful for the rich blessings that 
have given you opportunities others 
lack. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
15
WWCC 
! 
! 
Defy expectations 
daily. 
! 
As a black male in the US, statistically, I 
should be unemployed, in jail, or dead. 
Those statistics—and anyone who 
carries prejudice based on them—can go 
to hell. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
16
WWCC 
! 
! 
Seek wise 
counsel. 
! 
Mentors have helped me navigate life 
while providing technical assistance on 
specific challenges. 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
17
WWCC 
! 
! 
The 48 Laws of 
Power rule every 
institution. 
! 
From street-corner drugs to the halls of 
Harvard. 
! 
Hat Tip: Robert Greene 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
! 
18
WWCC 
! 
! 
Forgive. 
! 
I’ve wasted too much time holding 
grudges. Forgive early and often, but it’s 
impossible to show compassion to others 
until you first forgive yourself. 
! 
Hat Tip: TD Jakes 
! 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
19
WWCC 
! 
! 
Take care of 
yourself. 
! 
Physical, emotional, and financial fitness 
is required to navigate life. 
! 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
20
WWCC 
! 
! 
You never know 
people’s private 
struggles. 
! 
I try to be compassionate with everyone, 
despite tension between us. Who knows 
the battles they face behind closed 
doors? 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
21
WWCC 
! 
! 
Sometimes, s#*t 
just doesn't work 
out. 
! 
Inevitably jobs, relationships, and friendships 
will fail. Those failures don’t mean that you— 
or the other folks involved—are 
fundamentally flawed or broken. 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
22
WWCC 
! 
! 
Be ready to start 
over. 
! 
When my life hasn’t been in alignment with 
my values, identity, and dreams—or when 
s#*t just doesn’t work out—I’ve had to make 
decisive changes without looking back. 
! 
Hat Tip: Srinivas Rao 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
23
WWCC 
! 
! 
Trust your 
instinct. 
! 
Most drama in my life has derived from 
me ignoring gut feelings. When 
something doesn’t feel right, don’t do it! 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
24
WWCC 
! 
! 
Always be 
authentic. 
! 
Sometimes I’ve tried to be what others 
expected in order to land jobs and 
relationships. Inevitably, everyone was 
disappointed when the veneer faded. 
Just be yourself from jump! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
25
WWCC 
! 
! 
Live life on your 
own terms. 
! 
As a strong introvert, I’ve struggled with 
not being more outgoing or social, but 
now I do things my own way and have a 
lot more fun! 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
26
WWCC 
! 
! 
Own your 
mistakes. 
! 
Regardless of intent, my actions and 
words have hurt others and myself. I 
carry that burden daily and try to make 
amends when possible. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
27
WWCC 
! 
! 
Show love while 
you can. 
! 
Unexpectedly, I lost my stepfather and a 
best friend without telling them how 
much they meant to me. Make sure the 
people you love know how much you 
care. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
28
WWCC 
! 
! 
You are enough. 
! 
I finally learned to accept myself, as I am 
—imperfections and all. 
! 
Now, I only let people who accept me 
into my life. People who try to change 
me have to go. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
29
WWCC 
! 
! 
Time is your most 
precious resource. 
! 
Once you lose a second, you can never 
get it back. Take risks. Have fun while 
you can. YOLO. 
Derwin Dubose’s Birthday Reflections — September 2, 2014 
30
WWCC 
! 
! 
Shouts Out 
To the institutions who’ve invested in me… 
Derwin Dubose’s Birthday Reflections — September 2, 2014
WWCC 
! 
! 
Shouts Out 
And to some really cool people who’ve invested in me… 
Kerra Bolton 
Milly Cowles 
Debra Derr 
Benee Dixon 
Mariano Gonzalez Roglich 
Susan and Speed Hallman 
Lynn Holmes 
Lula Larkin 
Bettye Maye 
Janice McAdams 
Cynthia O’Neal (in memoriam) 
Lonzy Randolph (in memoriam) 
Carlotta Russell 
! 
Derwin Dubose’s Birthday Reflections — September 2, 2014

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Derwin Dubose's 30 for 30

  • 1. ! ! Derwin Dubose’s 30 for 30 The top 30 things I’ve learned about life and leadership so far Derwin Dubose’s Birthday Reflections — September 2, 2014
  • 2. WWCC ! ! About me I’m Derwin Dubose Mild-mannered change agent who navigates public policy, advocacy, press, and fundraising for nonprofits Graduate student at Harvard Kennedy School ! Proud son of Bobbie Pope-Dubose (pictured with me) ! You can contact me via: LinkedIn Email Derwin Dubose’s Birthday Reflections — September 2, 2014
  • 3. WWCC ! ! No one owns you. ! You are the captain of your own ship and bear responsibility for the life you lead – not your parents, not your significant other, not your boss. Derwin Dubose’s Birthday Reflections — September 2, 2014 1
  • 4. WWCC ! ! Tell your own narrative. ! You are both protagonist and author of your story. Don’t let others define it or tell you how to promote it. ! Hat Tip: Dan Schawbel Derwin Dubose’s Birthday Reflections — September 2, 2014 2
  • 5. WWCC ! ! Know your competitive advantage. ! What can you do that no one else can? Derwin Dubose’s Birthday Reflections — September 2, 2014 3
  • 6. WWCC ! ! Being weird is friggin’ awesome. ! What makes me weird makes me wonderful. Hat Tip: Dave Rendall Derwin Dubose’s Birthday Reflections — September 2, 2014 4
  • 7. WWCC ! ! Always be planning. ! The ABZ approach to planning has guided my career. Hat Tip: Reid Hoffman and Ben Casnocha Derwin Dubose’s Birthday Reflections — September 2, 2014 5
  • 8. WWCC ! ! Take short-term losses for long-term gain. ! It’s easy to do when you know when to quit and when to stick. Hat Tip: Seth Godin Derwin Dubose’s Birthday Reflections — September 2, 2014 6
  • 9. WWCC ! ! The world doesn’t want to be changed. ! Well-intentioned people—including some of your loved ones—will subconsciously fight to the death to defend the status quo. Derwin Dubose’s Birthday Reflections — September 2, 2014 7
  • 10. WWCC ! ! You will make enemies. ! If you disrupt the status quo, people will fight you. Also, jealousy is one of the most powerful, yet most disguised, human emotions. Hat Tip: Liz Ryan Derwin Dubose’s Birthday Reflections — September 2, 2014 8
  • 11. WWCC ! ! Few things are personal. ! Thicken your skin for attacks that may cut deeply but are simply manifestations of numbers 7 and 8. Derwin Dubose’s Birthday Reflections — September 2, 2014 9
  • 12. WWCC ! ! Troublemakers win history. ! Martin Luther King, Jr. was the most hated man in the US, but you can now visit both his birthplace and monument on his federal holiday. Derwin Dubose’s Birthday Reflections — September 2, 2014 10
  • 13. WWCC ! ! Use tact and diplomacy as needed. ! I prefer blunt, data-driven discussions but had to learn how to deliver messages in ways they are most likely to be received. Derwin Dubose’s Birthday Reflections — September 2, 2014 11
  • 14. WWCC ! ! Don’t always pay the cost if you’re not the boss. ! Knowing when to follow is essential. Sometimes you have to use the AMP decision making model: “Ain’t my problem!” Derwin Dubose’s Birthday Reflections — September 2, 2014 12
  • 15. WWCC ! ! Understand family pathologies. ! All families pass thoughts, beliefs, and behaviors along with genetic traits. Break the negative patterns and embrace the positive. ! Hat Tip: Iyanla Vanzant Derwin Dubose’s Birthday Reflections — September 2, 2014 13
  • 16. WWCC ! ! Don’t forget whence you came. ! I am African American, Southern by the grace of God, and grew up poor. I’m proud that my accent, vernacular, and tastes reflect those cultures. Derwin Dubose’s Birthday Reflections — September 2, 2014 14
  • 17. WWCC ! ! Understand privilege. ! Be thankful for the rich blessings that have given you opportunities others lack. Derwin Dubose’s Birthday Reflections — September 2, 2014 15
  • 18. WWCC ! ! Defy expectations daily. ! As a black male in the US, statistically, I should be unemployed, in jail, or dead. Those statistics—and anyone who carries prejudice based on them—can go to hell. Derwin Dubose’s Birthday Reflections — September 2, 2014 16
  • 19. WWCC ! ! Seek wise counsel. ! Mentors have helped me navigate life while providing technical assistance on specific challenges. ! Derwin Dubose’s Birthday Reflections — September 2, 2014 17
  • 20. WWCC ! ! The 48 Laws of Power rule every institution. ! From street-corner drugs to the halls of Harvard. ! Hat Tip: Robert Greene ! Derwin Dubose’s Birthday Reflections — September 2, 2014 ! 18
  • 21. WWCC ! ! Forgive. ! I’ve wasted too much time holding grudges. Forgive early and often, but it’s impossible to show compassion to others until you first forgive yourself. ! Hat Tip: TD Jakes ! ! Derwin Dubose’s Birthday Reflections — September 2, 2014 19
  • 22. WWCC ! ! Take care of yourself. ! Physical, emotional, and financial fitness is required to navigate life. ! ! Derwin Dubose’s Birthday Reflections — September 2, 2014 20
  • 23. WWCC ! ! You never know people’s private struggles. ! I try to be compassionate with everyone, despite tension between us. Who knows the battles they face behind closed doors? ! Derwin Dubose’s Birthday Reflections — September 2, 2014 21
  • 24. WWCC ! ! Sometimes, s#*t just doesn't work out. ! Inevitably jobs, relationships, and friendships will fail. Those failures don’t mean that you— or the other folks involved—are fundamentally flawed or broken. ! Derwin Dubose’s Birthday Reflections — September 2, 2014 22
  • 25. WWCC ! ! Be ready to start over. ! When my life hasn’t been in alignment with my values, identity, and dreams—or when s#*t just doesn’t work out—I’ve had to make decisive changes without looking back. ! Hat Tip: Srinivas Rao ! Derwin Dubose’s Birthday Reflections — September 2, 2014 23
  • 26. WWCC ! ! Trust your instinct. ! Most drama in my life has derived from me ignoring gut feelings. When something doesn’t feel right, don’t do it! ! Derwin Dubose’s Birthday Reflections — September 2, 2014 24
  • 27. WWCC ! ! Always be authentic. ! Sometimes I’ve tried to be what others expected in order to land jobs and relationships. Inevitably, everyone was disappointed when the veneer faded. Just be yourself from jump! Derwin Dubose’s Birthday Reflections — September 2, 2014 25
  • 28. WWCC ! ! Live life on your own terms. ! As a strong introvert, I’ve struggled with not being more outgoing or social, but now I do things my own way and have a lot more fun! Derwin Dubose’s Birthday Reflections — September 2, 2014 26
  • 29. WWCC ! ! Own your mistakes. ! Regardless of intent, my actions and words have hurt others and myself. I carry that burden daily and try to make amends when possible. Derwin Dubose’s Birthday Reflections — September 2, 2014 27
  • 30. WWCC ! ! Show love while you can. ! Unexpectedly, I lost my stepfather and a best friend without telling them how much they meant to me. Make sure the people you love know how much you care. Derwin Dubose’s Birthday Reflections — September 2, 2014 28
  • 31. WWCC ! ! You are enough. ! I finally learned to accept myself, as I am —imperfections and all. ! Now, I only let people who accept me into my life. People who try to change me have to go. Derwin Dubose’s Birthday Reflections — September 2, 2014 29
  • 32. WWCC ! ! Time is your most precious resource. ! Once you lose a second, you can never get it back. Take risks. Have fun while you can. YOLO. Derwin Dubose’s Birthday Reflections — September 2, 2014 30
  • 33. WWCC ! ! Shouts Out To the institutions who’ve invested in me… Derwin Dubose’s Birthday Reflections — September 2, 2014
  • 34. WWCC ! ! Shouts Out And to some really cool people who’ve invested in me… Kerra Bolton Milly Cowles Debra Derr Benee Dixon Mariano Gonzalez Roglich Susan and Speed Hallman Lynn Holmes Lula Larkin Bettye Maye Janice McAdams Cynthia O’Neal (in memoriam) Lonzy Randolph (in memoriam) Carlotta Russell ! Derwin Dubose’s Birthday Reflections — September 2, 2014