I get a lot of requests for 1:1 advice, coffee chats, and so forth. It's in my nature to help, but lately I've been unable to say "yes" to so many requests without burning out! Fortunately, I seem to answer the same few questions, over and over.
Here are some of my very best resources and tips.
Grab a cuppa and queue up this playlist of quick videos. They'll make you think, laugh, and grow.
What is a Chief of Staff?
How do I hire one?
How do I become one?
How do I get started with consulting or freelance work?
What advice or tips do you have?
A growing playlist of quick videos to make you think, laugh, and grow your leadership capabilities, including:
Every Chief of Staff role is unique, but some common job responsibilities include:
Watch the video: What (exactly) is a chief of staff, anyway?
Frequent client requests include:
Think about the leader they'll be supporting. You want to find candidates who:
Also, Chiefs of Staff tend to come in one of two molds. You'll need to ask questions to find the "type" that's right for you. Do you want a Chief of Staff who...
(I have a strong bias toward Type 2, but there are situations and leaders for whom Type 1 tends to be a better choice.)
Recruiters & Leaders: Want more personalized advice? Book a time.
Be vocal about your interest in becoming a Chief of Staff, especially to your current manager or the senior leaders and executives within your network.
Look at your current and prior work experiences. What tasks are you already performing--or have you already performed--that are often listed under "chief of staff" duties? See the list above, to spark ideas.
Redesign your resume, cover letters, and LinkedIn profile to highlight those experiences.
Look for opportunities to take on more "chief of staff" responsibilities, within your current or next role, so that you feel confident and prepared for your next move, which is...
Bloom where you're planted. Look for opportunities to "up-level" anything you're asked to work on, and volunteer to take on work that's more strategic than what you might be assigned.
(For example, if you support a Chief Marketing Officer and are asked to plan the annual leadership retreat, you might ask if they've considered making it a Go To Market Leadership Retreat that includes Sales and other related leadership teams. If they're open to that idea, offer to take the lead on bringing everyone together and building the agenda.)
Be vocal with the leader you're currently supporting, and make it clear that you're looking to grow in your role. Tell them you want to become a thought partner and true "right hand" to them, as a leader. Ask for feedback, and accept it as a gift.
Create the time and space for more advanced, valuable work, by paying close attention to how you're currently spending your time and energy. Look for ways to make time-intensive, repeatable activities--such as All Hands preparation--run more smoothly.
(This is what business leaders often refer to as "operationalizing" something. Make it simple, mistake-proof, and easy to hand that task to someone more junior, who will benefit from the chance to work on something new!)
Sure. I make myself available at a reduced hourly rate for these conversations, because I know that sometimes, it helps to get personalized ideas and advice!
If you'd like to talk with me, please schedule 1:1 Coaching: For Chiefs of Staff, current or prospective.
Yes. Of course you can. It's not rocket science, silly. :)
Maybe. It depends on a few factors:
How long is your financial runway? Aim to have at least 6-12 months of living expenses in the bank, so that you aren't stressed about making your rent or mortgage payments. (If you're unemployed and your runway is short, it's wise to explore both new job and freelance opportunities.)
Will you enjoy running your own practice, more than being employed? That's hard to say. It's worth finding out the answer, by giving it a go. You can always find another job, if you don't love it.
Look for existing professional relationships that you can tap into. It's helpful to find an "anchor client" to give you a small amount of steady business, while you build more. Often, this comes from someone you've already worked with, in the past. Focus on cultivating your network. Make clear what kind of work you do, and be open about the fact that you're taking on new clients.
Start small. With all new clients, suggest starting with an engagement or preliminary phase of a project that will be low risk for everyone. Getting the initial budget commitment is nearly always harder than continuing or expanding an engagement when things are going well. So make it easy on everyone. Agree to a few weeks of part-time hours, and test the waters together. In most cases, this will bring clarity for both parties, as to whether working together will be mutually beneficial.
Don't get lost in the details. You can figure it all out, as you go along. I promise. Google is your friend, here. Eventually, it's a good idea to:
First and foremost, recognize that price is rarely the sticking point, if you're having trouble closing deals. Most business clients just aren't that price-sensitive. They either want your services and are ready to spend money... or they're not.
(If they want to work with you, they'll counter-offer or try to find a path forward. So don't sweat it too much!)
But with that being said... I have done freelance work for many years, and when I was first getting started, my pricing methods included:
These days, I use somewhat more scientific methods:
1. Take my estimated annual compensation when employed in a similar job (salary, bonus, stock, 401k match, benefits, etc.) and multiply by 1.5 (to account for overhead costs, self-employment taxes, administrative work, billing, etc.)
2. Divide that number by 2000 (approximate number of full time working hours per year). Round up to get my hourly rate.
3. Multiply by 8 to get my daily rate or by 4 to get my half-day rate.
4. Consider which rate will be most sensible for the project or client. (Usually half-day is best for my type of work.)
5. Make an estimate of how many hours / days / half-days the given request will require. Add 10% more, because I tend to under-estimate. Ask myself if I've factored in edits and changes, rescheduled meetings, indecision, delays, etc.
6. Track my time religiously--including hours spent thinking about the work, rescheduled meetings when I can't recoup the time, etc. This helps me get better at estimating, and prevents me from low-balling my bids.
Signs your prices are too low include:
Signs your prices are too high include:
I've found that if you are easy to work with, and you deliver excellent results, clients will consistently choose your services, without much regard to cost. (If you don't do both of these things, clients will be reluctant to work with you, even if you lower your prices.)
Nope. I'd rather start working with the client immediately, so we can see if the relationship will be a productive one.
I have plenty of good ideas, and I'm much more afraid of committing to the wrong project or client, than I am of "giving away" one or two ideas!
If taking 30-45 minutes to brainstorm initial concepts together ultimately helps us both decide whether we want to embark on this work together, that's a much better use of my time than putting together a formal proposal.
Plus, when it's time to talk numbers, my bid will be much more accurate, because we've done that initial discovery work.
Not much! Most of my business comes from existing clients or their referrals. Beyond that, I have...
It's fastest and easiest for me to just use the client's standard Scope of Work or similar documents. I usually request their paperwork, fill it in (and flag anything I'd like to change), and take things from there.
In general, my approach is to lead a trust-based business. That means I'm slow to engage with a new client, as I want to observe how they do business:
I try not to put either myself or my clients in the business of owing large amounts of money, for long periods of time. Billing early, often, and in steady increments, tends to mitigate risk for everyone.
Sure. I make myself available at a reduced hourly rate for these conversations, because I know that sometimes, more personalized advice or just some validation can give you the nudge to get up and going!
If you'd like to talk with me, please schedule 1:1 Coaching: For New Consultants or Freelancers.
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