There is a kind of person who seems, on initial acquaintance, to be
astonishingly in agreement with us on all major and minor topics.
Whatever political statement we make wins their accord. Wherever we want
to go chimes with their wishes. They have come to identical conclusions
on every book and film we mention. They find exactly the same things
funny; they were just about to suggest exactly the same kind of sandwich
filling for lunch.
It seems as if we have chanced upon a long-lost twin or divine
soulmate, but the reality is more prosaic and complicated. The other’s
boundless propensity to be aligned with us springs not from some magical
twinship of the psyche, but from their terror of the consequences of
disagreement. The people pleaser has imbibed an impression that voicing
contrary opinions, from what to eat to how to run a company or a nation,
will be met with titanic fury or vengeful disappointment. They agree
with us from a sense that it would be impossible to say authentically
what they thought and survive as an object of regard and affection.
The people pleaser is likely to have started life as the offspring of
a parent with particular ruthlessness around diverging views. In the
initial family setting, there might have been only one right way to
organise a meal, one right place to go on holiday and one right way to
polish shoes, and it was certainly not for a child to decide which these
might be. Alternatively, a beloved but fragile-seeming parent might
have collapsed at the slightest sign of protest or independence, and
implicitly accused a child of endangering their sanity or life through
their ‘wilfulness’.

As a result, the people pleaser labours under a punishing internal
directive never to utter their own thoughts. Or, worse, they may have
stopped even having them; they aren’t just keeping quiet, they have
nothing left to keep quiet about. They still have ringing in their ears,
perhaps many decades after they first heard them, voices that advise
them in the sternest ways not to be so silly, to shut up and listen, to
not get above their station and to obey their betters. Self-hatred has
destroyed the development of their own minds.
Liberation begins with an idea that might at first sound disorienting
and frightening: that whatever the people pleaser’s early experience
might have taught them, most humans do not in fact find those who agree
with them on everything very pleasing. Despite the occasional charms of
compliance, an unbounded servility grates, and for good reason: we sense
the danger in such passivity, we know that someone who will tell us
only what we want to hear will be a risk to our understanding of the
world and keep us blind to vital sources of challenging information.
Paradoxically, people pleasing doesn’t please.
Along the way, these unfortunates must be given a chance to trust in
an idea that would at one time have seemed deeply taboo: that they can
afford to think of themselves as centres of original perception and
novel thoughts, some of which may be of supreme importance and validity,
even when they don’t immediately align with fashionable opinion or
received wisdom.
Through the case of people pleasers, we glimpse the surprising
origins of good thinking in the experience of love. Feeling loved is
what enables us to use our minds imaginatively and freely. To have felt
truly cared for is to have surmised that we do not need to toe the line
faithfully at all points in our speculations and that others can cherish
us even as we raise contrasting or challenging points of view. What the
lucky ones among us understood from the outset, people pleasers must
learn painfully and intellectually: that with sufficient self-love, it
need not always feel like an impossible gamble to nurture and disclose
the contents of our own minds.