Congratulations on developing and launching this new strategy!
I’m Chief of Staff at CEA, and as we wrote in our own recently-published strategy post, we’re making diversifying EA funding a central part of our efforts to steward the community in the coming years, and I’m excited about us exploring more ways to collaborate on making pledges a big piece of that puzzle.
“Chief of Staff” models from a long-time Chief of Staff
I have served in Chief of Staff or CoS-like roles to three leaders of CEA (Zach, Ben and Max), and before joining CEA I was CoS to a member of the UK House of Lords. I wrote up some quick notes on how I think about such roles for some colleagues, and one of them suggested they might be useful to other Forum readers. So here you go:
Chief of Staff means many things to different people in different contexts, but the core of it in my mind is that many executive roles are too big to be done by one person (even allowing for a wider Executive or Leadership team, delegation to department leads, etc). Having (some parts of) the role split/shared between the principal and at least one other person increases the capacity and continuity of the exec function.
Broadly, I think of there being two ways to divide up these responsibilities (using CEO and CoS as stand-ins, but the same applies to other principal/deputy duos regardless of titles):
Split the CEO’s role into component parts and assign responsibility for each part to CEO or CoS
Example: CEO does fundraising; CoS does budgets
Advantages: focus, accountability
Share the CEO’s role with both CEO and CoS actively involved in each component part
Example: CEO speaks to funders based on materials prepared by CoS; CEO assigns team budget allocations which are implemented by CoS
Advantages: flex capacity, gatekeeping
Some things to note about these approaches:
In practice, it’s inevitably some combination of the two, but I think it’s really important to be intentional and explicit about what’s being split and what’s being shared
Failure to do this causes confusion, dropped balls, and duplication of effort
Sharing is especially valuable during the early phases of your collaboration because it facilitates context-swapping and model-building
I don’t think you’d ever want to get all the way or too far towards split, because then you functionally have one more department-lead-equivalent, and you lose a lot of the benefits in terms of flex capacity and especially continuity
Both approaches depend on trust, and maximising them depends on an unusually high degree of trust
CEO trusting CoS to act on their behalf
In turn, this depends on trusting their judgement, and in particular trusting their judgement of when it’s appropriate to act unilaterally and when it’s appropriate to get input/approval from CEO
Others trusting that CoS is empowered to and capable of acting on CEO’s behalf
Doesn’t work if CEO and CoS disagree or undermine each other’s decisions in view of others, or if others expect CoS decisions to be overturned by CEO
It being easier to burn credibility than to build it is something close to an iron law, which means CoS should tread carefully while establishing the bounds of their delegated authority
It’s not a seniority thing: an Executive Assistant having responsibility for scheduling is an example of splitting the role; a Managing Director doing copyedits for the CEO’s op-ed is an example of sharing the role
I don’t think the title “CoS” matters, but I do think maximising the benefits of both models requires the deputy to have a title that conveys that they both represent and can act unilaterally on behalf of the principal to some meaningful degree
Managing Director and Chief of Staff do this; Project Manager and Exec Assistant do not