“More grounded, more humble, more selfless makes us more opportunistic.”

From the 2013 speech at Pecha Kutcha referring to his "Dilip for Malkajgiri" campaign.
Speech at Pecha Kutcha, Hyderabad http://www.youtube.com/watch?v=u3MRP2afrYg
Politics

Preface
1910s, The Doctor's Dilemma (1911)
Variant: A life spent making mistakes is not only more honorable but more useful than a life spent doing nothing.
Context: Attention and activity lead to mistakes as well as to successes; but a life spent in making mistakes is not only more honorable but more useful than a life spent doing nothing.

Source: Vignette

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Darwin Among the Machines
The Note-Books of Samuel Butler (1912), Part III - The Germs of Erewhon and of Life and Habit
Context: Day by day, however, the machines are gaining ground upon us; day by day we are becoming more subservient to them; more men are daily bound down as slaves to tend them, more men are daily devoting the energies of their whole lives to the development of mechanical life. The upshot is simply a question of time, but that the time will come when the machines will hold the real supremacy over the world and its inhabitants is what no person of a truly philosophic mind can for a moment question.

Interview by David Remnick at the American Magazine Conference (23 October 2006) http://www.mediabistro.com/fishbowlny/magazines/barack_obama_i_inhaled_that_was_the_point_46068.asp
2006

Canto XXX, lines 118–120 (tr. C. E. Norton).
The Divine Comedy (c. 1308–1321), Purgatorio

Remarks by President Obama and President Kenyatta of Kenya in a Press Conference at Kenyan State House in Nairobi, Kenya (July 25, 2015) https://www.whitehouse.gov/the-press-office/2015/07/25/remarks-president-obama-and-president-kenyatta-kenya-press-conference
2015