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1 
FIVE STEPS TOWARD 
DIGITAL SANITY 
by @jeremycaplan 
CUNYJ Orientation ‘14 
2 
FIVE STEPS TO A SUCCESSFUL 
FIRST SEMESTER 
by @jeremycaplan 
CUNYJ Orientation ‘14 
SIMPLIFY 
Step 1 
4 
STREAMLINE YOUR STUFF 
Image By Justin Leibow 
5 
Pick. Stick. Dig. 
Image By Justin Leibow 6
Evernote 
A powerful, flexible, easy-to-use digital file cabinet 
Desktop: Store and Find Notes 
Web: Clip and Save Anything 
Email: Forward Key Messages 
Mobile: Collect on the Go 
7 8 
9 
Evernote 
10 
11 
EVERNOTE = NOTES 
GDRIVE = DOCS 
DROPBOX = BACKUP 
12
TOODLEDO Simple Task Lists 
Specific, Small Next Steps 
Imminent vs. Someday 
Google Calendar Google Calendar 
Trello 
18 
Trello
TOODLEDO = TASKS 
GCAL = CALENDAR 
TRELLO = PROJECTS 
19 
Key Tools 
Some of the services I find useful 
20 
‣ Dropbox 
‣ Evernote 
‣ Toodledo 
! 
! 
‣ Gmail 
‣ GDrive 
‣ GCalendar 
‣ GContacts 
‣ GVoice 
SIMPLIFY 
Step 1 
Step 2 
BE AN EMAIL NINJA 
23 
Search, Don’t File 
Finding a message by hunting through folders 
takes 3.4 times as long as searching for it. 
FOLDERS 
Source: IBM Research 24
25 
Find Web Info 
= Google Search 
26 
Find Email Info 
= EMail Search 
27 
Use Email Tags: 
#fms 
#projectx 
@pat 
28 
Send @ 6am Not 4pm 
A message sent at 6am is three times as likely 
to have a link clicked on than one sent at 4pm 
Source: ReviveYourInbox.com 
29 
Be Super Brief 
73 Seconds 
Email replies take an average of 73 secs to compose 
! 
47% of emails are read 
on a mobile device 
! 
! 
! 
! 
! 
Source: Litmus Email Analytics Report April 2014 
Source: ReviveYourInbox.com 30
31 
See 
five.sentenc.es 
= a plea for short email 
32 
4 Useful Searches: 
has:attachment 
from:caren 
subject:budget 
newer_than:2d 
33 
Or use a combo: 
has:attachment budget 
4 Gmail Shortcuts 
C"="Compose" 
R"="Reply" 
A"="Reply"All" 
F"="Forward 
34 
35 
Batch, Don’t Squirrel 
Focus on one thing at a time. 
Your attention is valuable. 
Don’t squander it. 
36
Check email every hour, 
not every minute 
Schedule Email Time 
12 substantial messages per day take an 
average of 90 minutes for reading & response 
Source: ReviveYourInbox.com 
37 38 
39 
Act, Don’t Postpone 
40 
37% % of emails on which 
recipients defer action 
Source: Carnegie Mellon Research 
Do, Defer or Dump Inbox Diet = Filters 
41 
Do = <2 Min Reply 
Defer = Sked/Delegate 
Dump = Archive 
Sender’s Name or Address 
Subject Line 
Keywords 
42
43 
Unroll.me 
44 
Use Email to Send to: 
Evernote 
Instapaper 
Pocket 
Dropbox 
Toodledo 
super.cc = Add to calendar by email 
45 
SendToDropbox.com = Email into Dropbox 
46 
Email Adoption Curve 
The hottest thing in email keeps evolving... 
Sparrow, Mailbox, Boxer 
New email tools are recognizing 
how email has changed 
47 
Hotmail 
The first mass-email product that 
got the attention of the masses 
The Chasm 
AOL 
The first email account many of us 
had: not fancy, but eye-opening 
Gmail 
Revolutionary. Rethought everything - from 
account size to conversations. 
Innovators Early Adopters Early Majority Late Majority Laggards 
Boomerang 
48
Boomerang 
49 50 
Nudgemail 
51 
Nudgemail 
52 
Rapportive 
54
Rapportive 
55 
WiseStamp 
56 
WiseStamp email 
signature 
57 
Step 2 
BE AN EMAIL NINJA 
Step 3 
SHARPEN YOUR PHONE
8 Handy Mobile Apps for Efficiency 
Additional Notes: bit.ly/ninjamobile 
TASKS EMAIL CALENDAR READING 
TOODLEDO BOXER REFRESH INSTAPAPER 
NOTES PODCASTS CAMERA PHOTO EDITING 
EVERNOTE DOWNCAST CAMERA+ SNAPSEED 
62 
Snapseed 
63 
Quora 
Up to a two line subtitle, generally used to describe the takeaway 
for the slide 
65 
Step 4 
UPDATE YOUR TOOLKIT
picmonkey.com bufferapp.com 
quickcast.io otranscribe.com 
typeform.com GetCloudApp.com
73 
otixo.com 
New Sites and Startups 
Useful resources for staying up to date 
74 
BetaLi.st ProductHunt.co JournalismTools 
New Sites and Resources New Startups Ranked pinterest.com/JournalismTools 
ProductHunt 
BetaLi.st 
76 
BetaLi.st 
pinterest.com/journalismtools 
77 
Tech Updates 
Useful resources for staying up to date 
78 
Netted Lynda.com MakeUseOf 
A daily tech tools newsletter Top-notch online learning Free guides and tip sheets
Netted 
Useful Tech Resources 
Top news sources for new sites, apps, and tools 
80 
ReadWriteWeb The Next Web Alltop 
Smart tech industry news Rising star in tech coverage Aggregator of top blogs 
Figuring Stuff Out 
Help for queries 
81 
Quora Lifehacker Mashable 
Expert questions and answers Great tech pointers Social media news 
82 
A good toolkit has more than 
a single hammer 
Image By Justin Leibow 
Step 5 
CREATE TIME 
84
86 
Agileroute.com/clipboardhistory 
87 
Up to a two line subtitle, generally used to describe the takeaway 
for the slide 
88 
Automate Typing 
Type something once, fine. 
Type it twice, fine. 
Type the same thing 50 times? 
You’re wasting time. 
89 90
TextExpander 
IFTTT (IF This, Then That) 
The best way to create triggers to automate common tasks 
91 92 
93 94 
95 96
97 
IFTTT (IF This, Then That) 
The best way to create triggers to automate common tasks 
98 
someone who gets things done 
Image By Justin Leibow 
99 
someone who has time to be creative 
… and time to savor life 
Image By Justin Leibow Image By Justin Leibow 
100 
First Things First 
Start the day with the most important project 
“Launching my work day by 
focusing first on whatever I've 
decided the night before is the 
most important activity I can do 
that day. Then taking a break 
after 90 minutes to refuel...”! 
! 
- Tony Schwartz, ! 
Harvard Business Review
! 
Tech Sabbath 
No-Tech Saturday Morning 
No Tech 1 Hour Before Bed 
No Tech Before Breakfast 
104 
jeremy@jeremycaplan.com 
Slides from this 
Schedule a Meeting: bit.ly/meetjeremy 
Follow Me on Twitter: @jeremycaplan 
Today’s Notes and Links 
bit.ly/ninjasanity 
@jeremycaplan

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5 Steps Toward Digital Sanity

  • 1. 1 FIVE STEPS TOWARD DIGITAL SANITY by @jeremycaplan CUNYJ Orientation ‘14 2 FIVE STEPS TO A SUCCESSFUL FIRST SEMESTER by @jeremycaplan CUNYJ Orientation ‘14 SIMPLIFY Step 1 4 STREAMLINE YOUR STUFF Image By Justin Leibow 5 Pick. Stick. Dig. Image By Justin Leibow 6
  • 2. Evernote A powerful, flexible, easy-to-use digital file cabinet Desktop: Store and Find Notes Web: Clip and Save Anything Email: Forward Key Messages Mobile: Collect on the Go 7 8 9 Evernote 10 11 EVERNOTE = NOTES GDRIVE = DOCS DROPBOX = BACKUP 12
  • 3. TOODLEDO Simple Task Lists Specific, Small Next Steps Imminent vs. Someday Google Calendar Google Calendar Trello 18 Trello
  • 4. TOODLEDO = TASKS GCAL = CALENDAR TRELLO = PROJECTS 19 Key Tools Some of the services I find useful 20 ‣ Dropbox ‣ Evernote ‣ Toodledo ! ! ‣ Gmail ‣ GDrive ‣ GCalendar ‣ GContacts ‣ GVoice SIMPLIFY Step 1 Step 2 BE AN EMAIL NINJA 23 Search, Don’t File Finding a message by hunting through folders takes 3.4 times as long as searching for it. FOLDERS Source: IBM Research 24
  • 5. 25 Find Web Info = Google Search 26 Find Email Info = EMail Search 27 Use Email Tags: #fms #projectx @pat 28 Send @ 6am Not 4pm A message sent at 6am is three times as likely to have a link clicked on than one sent at 4pm Source: ReviveYourInbox.com 29 Be Super Brief 73 Seconds Email replies take an average of 73 secs to compose ! 47% of emails are read on a mobile device ! ! ! ! ! Source: Litmus Email Analytics Report April 2014 Source: ReviveYourInbox.com 30
  • 6. 31 See five.sentenc.es = a plea for short email 32 4 Useful Searches: has:attachment from:caren subject:budget newer_than:2d 33 Or use a combo: has:attachment budget 4 Gmail Shortcuts C"="Compose" R"="Reply" A"="Reply"All" F"="Forward 34 35 Batch, Don’t Squirrel Focus on one thing at a time. Your attention is valuable. Don’t squander it. 36
  • 7. Check email every hour, not every minute Schedule Email Time 12 substantial messages per day take an average of 90 minutes for reading & response Source: ReviveYourInbox.com 37 38 39 Act, Don’t Postpone 40 37% % of emails on which recipients defer action Source: Carnegie Mellon Research Do, Defer or Dump Inbox Diet = Filters 41 Do = <2 Min Reply Defer = Sked/Delegate Dump = Archive Sender’s Name or Address Subject Line Keywords 42
  • 8. 43 Unroll.me 44 Use Email to Send to: Evernote Instapaper Pocket Dropbox Toodledo super.cc = Add to calendar by email 45 SendToDropbox.com = Email into Dropbox 46 Email Adoption Curve The hottest thing in email keeps evolving... Sparrow, Mailbox, Boxer New email tools are recognizing how email has changed 47 Hotmail The first mass-email product that got the attention of the masses The Chasm AOL The first email account many of us had: not fancy, but eye-opening Gmail Revolutionary. Rethought everything - from account size to conversations. Innovators Early Adopters Early Majority Late Majority Laggards Boomerang 48
  • 9. Boomerang 49 50 Nudgemail 51 Nudgemail 52 Rapportive 54
  • 10. Rapportive 55 WiseStamp 56 WiseStamp email signature 57 Step 2 BE AN EMAIL NINJA Step 3 SHARPEN YOUR PHONE
  • 11. 8 Handy Mobile Apps for Efficiency Additional Notes: bit.ly/ninjamobile TASKS EMAIL CALENDAR READING TOODLEDO BOXER REFRESH INSTAPAPER NOTES PODCASTS CAMERA PHOTO EDITING EVERNOTE DOWNCAST CAMERA+ SNAPSEED 62 Snapseed 63 Quora Up to a two line subtitle, generally used to describe the takeaway for the slide 65 Step 4 UPDATE YOUR TOOLKIT
  • 12. picmonkey.com bufferapp.com quickcast.io otranscribe.com typeform.com GetCloudApp.com
  • 13. 73 otixo.com New Sites and Startups Useful resources for staying up to date 74 BetaLi.st ProductHunt.co JournalismTools New Sites and Resources New Startups Ranked pinterest.com/JournalismTools ProductHunt BetaLi.st 76 BetaLi.st pinterest.com/journalismtools 77 Tech Updates Useful resources for staying up to date 78 Netted Lynda.com MakeUseOf A daily tech tools newsletter Top-notch online learning Free guides and tip sheets
  • 14. Netted Useful Tech Resources Top news sources for new sites, apps, and tools 80 ReadWriteWeb The Next Web Alltop Smart tech industry news Rising star in tech coverage Aggregator of top blogs Figuring Stuff Out Help for queries 81 Quora Lifehacker Mashable Expert questions and answers Great tech pointers Social media news 82 A good toolkit has more than a single hammer Image By Justin Leibow Step 5 CREATE TIME 84
  • 15. 86 Agileroute.com/clipboardhistory 87 Up to a two line subtitle, generally used to describe the takeaway for the slide 88 Automate Typing Type something once, fine. Type it twice, fine. Type the same thing 50 times? You’re wasting time. 89 90
  • 16. TextExpander IFTTT (IF This, Then That) The best way to create triggers to automate common tasks 91 92 93 94 95 96
  • 17. 97 IFTTT (IF This, Then That) The best way to create triggers to automate common tasks 98 someone who gets things done Image By Justin Leibow 99 someone who has time to be creative … and time to savor life Image By Justin Leibow Image By Justin Leibow 100 First Things First Start the day with the most important project “Launching my work day by focusing first on whatever I've decided the night before is the most important activity I can do that day. Then taking a break after 90 minutes to refuel...”! ! - Tony Schwartz, ! Harvard Business Review
  • 18. ! Tech Sabbath No-Tech Saturday Morning No Tech 1 Hour Before Bed No Tech Before Breakfast 104 jeremy@jeremycaplan.com Slides from this Schedule a Meeting: bit.ly/meetjeremy Follow Me on Twitter: @jeremycaplan Today’s Notes and Links bit.ly/ninjasanity @jeremycaplan