Executive coaching in Boston.
I am an executive coach for CEOs, founders and senior executives in Boston, and I held the seats before I coached them: founder and CEO of the company that became Web.com, taken to a Nasdaq IPO; EVP at New Relic while it grew from $300M to $500M; VP at Unqork, where I led implementations for Goldman Sachs, Marsh and State Street; COO in a VC-backed turnaround. I am CEC and ICF certified, with a BS in Psychology and a master’s in CMHC underway.
My practice runs nationally: standing coaching calls on video with leaders everywhere, and on-site work, offsites, working sessions and consulting, anywhere in the country when the engagement books time for it. Boston companies get the same terms and the same operator.
Three ways to work with a Boston company.
Executive coaching, on a standing cadence
A standing cadence on video, weekly, every other week or monthly, with access between calls, on the same terms as all my executive coaching: a practical, candid thought partner who has held the seat you sit in. Executive coaching in Boston for CEOs, founders and senior executives, and leadership team coaching when the team is the unit.
Offsites, in your room
Executive offsites, strategic planning sessions, retreats and leadership alignment workshops, run by an operator, not a moderator. See facilitation for how the room works. Executive offsite facilitation in Boston: strategic planning sessions, leadership retreats and executive team alignment, in your room or the venue your team chooses.
Consulting, on your site
Operational work happens where the work is: your floor, your standups, your board meeting. From strategy consulting to AI consulting, on site when the engagement calls for it. Strategy consulting for Boston companies: transformation leadership, a stalled transformation restarted, board counsel and work with private equity and venture portfolio companies.
What you get from executive coaching.
Executive coaching is leadership development built around the seat you are in, not a course. Here is what an engagement delivers, as leadership development for Boston executives built around the company you actually run.
Success, defined up front
Before the work starts we agree what success looks like and how we will both know, and we check the work against that measure at set points along the way, not only at the end.
A thinking partner who has held the seat
Standing calls weekly, every other week or monthly, in person or on video, and access between calls, because the hard things do not wait for the calendar.
A sharper view of your own patterns
Blind spots named early, and a clear view of how you lead under pressure. We can work on the board meeting and the person walking into it in the same hour.
Executive presence and stakeholder management
Presence with a board, investors, PE operating partners and the peers who wanted your job, and a plan for the transition into a bigger seat before it arrives.
Progress on the problems that do not fit on a slide
The team that worked at the last size and does not at this one. The difficult conversation you have been putting off. Accountability that does not backfire. Alignment across a leadership team.
Habits that outlast the coaching
The right formula, the right tactics, and repeatable actions: the rhythm that keeps the change alive after we finish. Insight alone does not survive a real quarter.
Your company can fund it. Most of my clients are funded by their company as leadership or professional development, because companies invest in the leaders they intend to keep. If you need to make that case internally, I will help you build it.
Who I work with in Boston.
I have sat on every side of the table, so I understand how the whole organization moves, not just the seat you are in.
Technology founders and CEOs
CEO coaching for founders and first-time CEOs: scaling past the team you started with, investor expectations, and the move from founder-led to a real leadership team. I have made that move myself, and I was EVP at New Relic while it grew from $300M to $500M.
Leaders of PE- and VC-backed companies
A sponsor with a playbook and a clock, and a board that wants the plan delivered. I spent a decade as a managing partner at a venture firm, and I was COO in a VC-backed turnaround.
Executives inside Boston’s financial institutions
Fidelity Investments helped make Boston one of the top financial centers in the country, and State Street, one of the world’s largest asset managers and custodians, is headquartered here. As a VP at Unqork I led implementations for Goldman Sachs, Marsh and State Street.
Leadership teams
Leadership team coaching: the team as a unit, not only its leader. Executive team alignment, clear decision rights, and an offsite that turns into follow-through. More on facilitation.
COOs, presidents and product leaders
The second in command, whether the title is chief operating officer or president, and the most senior product leader. I have held the COO seat and the product seat. More on coaching for COOs and coaching for Chief Product Officers.
Founders and venture-backed CEOs
Greater Boston and the Route 128 corridor remain a major center for venture capital, with nearly 5,000 startup companies. I founded the company that became Web.com and took it to a Nasdaq IPO, and spent a decade as a managing partner at a venture firm. See coaching for startup CEOs.
What is different about leading a company in Boston.
Boston is one of the top financial centers in the country. Boston-based Fidelity Investments helped popularize the mutual fund, and State Street, headquartered here, is one of the world’s largest asset managers and custodians. Change inside institutions like those moves at the pace of the regulators and the risk function as much as the plan. As a VP at Unqork I led implementations for Goldman Sachs, Marsh and State Street, and as EVP at New Relic, while it grew from $300M to $500M, I sold to 15,000-plus enterprise accounts.
Boston is also one of the largest biotechnology hubs in the world, rated the top life sciences cluster in the country by the Milken Institute, and Greater Boston and the Route 128 corridor remain a major center for venture capital, with nearly 5,000 startup companies; General Electric moved its headquarters to the Seaport District. I founded Interland, the company that became Web.com, took it to 650 people and a Nasdaq IPO, spent a decade as a managing partner at a venture firm and board member across 35 deals and 18 exits, and sat in the COO seat of a VC-backed turnaround. When we talk about your Boston company, the seats are the ones I have held.


Executive coaching in Boston: the questions people actually ask.
How do I choose the right executive coach in Boston?
Start with which seat the coach has held and what happened to the company, then the credentials, then how the cadence works week to week. I wrote up six questions to ask any executive coach, including me.
How is your coaching different from other Boston executive coaches?
I held the seats before I coached them: founder and public-company CEO, EVP, VP and COO. You work with me directly for the whole engagement, not a matched associate. I am CEC and ICF certified, with a BS in Psychology and a master’s in CMHC underway, a member of the APA, ACA and LPCA, and the author of the Amazon best seller Business Breakthrough 3.
What is the cost of executive coaching in Boston?
Most of my clients are funded by their company. The price depends on cadence, length and how much of the work is on site; you get a scope and a number on the discovery call. What the market charges is in my guide to executive coaching costs.
Is executive coaching worth it?
It is when there is a real problem on your desk and a leader willing to change how they work. The discovery call is where we find out, and if coaching is not the answer, I will tell you.
Which Boston leaders do you coach?
Executives inside financial institutions, leaders at technology and life sciences companies scaling fast, founders and CEOs of venture-backed companies, COOs, presidents and product leaders, and whole leadership teams.
What is different about leading a company in Boston?
Money and science. Boston is one of the top financial centers in the country and one of the largest biotechnology hubs in the world, with a deep venture market around both. The section above walks through both and the seats I held that map to them.
Can executive coaching help leaders in healthcare and finance?
Yes. The coaching is about the seat you hold: the board, the regulators’ pace, the risk function, the peers and the team. As a VP at Unqork I led implementations for Goldman Sachs, Marsh and State Street, and at New Relic I led the FedRAMP work that protected $40M of public-sector revenue.
Our transformation has stalled. Can a coach help?
Yes, if the leaders own the restart. Most stalled transformations stall on decision rights and follow-through, not on the plan. I wrote up how to restart a stalled transformation.
Do you coach founders and venture-backed CEOs?
Yes. I founded the company that became Web.com and took it public, spent a decade as a managing partner at a venture firm and board member across 35 deals and 18 exits, and sat in the COO seat of a VC-backed turnaround. See coaching for startup CEOs.
Is executive coaching confidential?
Yes. If your company is funding the engagement, it will know the engagement is happening and may want to agree the goals up front, but what is said in a session stays in the session.
Do you work with Boston clients remotely or in person?
Both. Most of my clients work with me on video on a standing cadence, with access between calls. On-site work, an offsite, a strategic planning session or a working session with your team, happens where your team is, anywhere in the country, when the engagement books time for it.
Do you coach leadership teams and run offsites in Boston?
Both. Leadership team coaching treats the team as the unit: decision rights, how the team disagrees, and the follow-through after an offsite. Executive offsites and strategic planning sessions run in your room or the venue your team chooses. See facilitation for how the room works.
How do we start?
The same way every engagement starts: a discovery call. Forty-five minutes on video, the real problem on your desk, and a straight answer on whether I am the right person for it.
Start with the real problem.
Forty-five minutes, no pressure, no pitch. Bring the real problem on your desk and you will leave with a sharper version of it, and a straight answer on whether I am the right person for it.
- Send the note, or book the call if you would rather pick a time.
- Forty-five minutes, on video.
- A scope and a number if it makes sense to work together, and a straight no if it does not.
Or reach me directly:
(629) 304-8755
ken@kengavranovic.com
In person, or remote. City by city.
Executive coaching across a table, offsites in your room, consulting on your site. Based in Alpharetta, Georgia; remote everywhere.
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