Signs Your CMO Isn’t Scaling

Your CMO needs the ability to create space in their day for thinking and analysis, they need to be strategic, and they need to be able to stop doing “one more thing.”

December 1, 2022 For CEOs Read More

What Does Great Look Like in a CMO?

Great CMOs have some common characteristics and skills. We're sharing some of the qualities a CMO should embody in order to stand out.

November 9, 2022 For CEOs Read More

Recapping Navigating Choppy Waters: Path to Profitability

Experienced executives shared their stories and offered perspective and advice on leading—and growing—companies during challenging times.

November 3, 2022 For CXOs, For CEOs Read More

Date Before You Get Engaged: Use Projects as Auditions

Hiring an executive is a major commitment for you and your team—you need to get it right. Short term projects can fill a specific need or determine whether an individual will be a good fit for a longer-term role.

October 26, 2022 For CEOs Read More

Creating an Executive Job Description

Job descriptions are a key element in ensuring you appeal to the right candidates, so it’s important to write them effectively.

October 20, 2022 For CXOs, For CEOs Read More

When to Hire a Chief Marketing Officer

Marketing is the key function in building your brand, reaching customers, and increasing engagement. When is it time for a CMO?

October 13, 2022 For CEOs Read More

Recapping Navigating Choppy Waters: Talent Focus

Experienced talent executives shared their stories and offered perspective and advice on recruiting and retention for today’s leaders.

October 6, 2022 For CXOs, For CEOs Read More

Bolster Partners with Visible Hands Visionaries Accelerator

Bolster Prime Mentors providing 1:1 coaching through Bolster's partnership with Visible Hands Visionaries Accelerator

Startup Boards: VCs and CEOs Need To Do Their Jobs

A great board is one of a company’s greatest assets. A weak board can kill a company. It’s time to hit the reset button on boards and board meetings.

September 28, 2022 For Investors, For CEOs Read More

On Leadership: Execution

Crappy execution is a waste startup leaders cannot afford

September 26, 2022 For CEOs Read More

Avoid Burnout and Bring Joy to Your Work

Recently, Bolster hosted Charlene Wang of to share her expertise around avoiding burnout and building a joyful, balanced life.

September 21, 2022 For CEOs, For CXOs Read More

Best and Worst Practices (Plus FAQs) for Layoffs

Layoffs are bad, but how you handle them makes all the difference. Here are a few best and worst practices for orchestrating layoffs.

September 15, 2022 For CEOs Read More

Recapping Navigating Choppy Waters: The CEO Perspective

Experienced CEOs shared their stories and offered perspective for today’s leaders.

September 1, 2022 For CEOs Read More

Don’t Ask Your Board for a Strategy

You want your board to support and buy into the strategy you present to them, but you don’t want them to actually define that strategy.

August 17, 2022 For CEOs, For CXOs Read More

How to Engage With Your CRO

Make every moment with your CRO count. As a CEO, time with your executives is vital.

August 9, 2022 For CEOs Read More

Recapping Navigating Choppy Waters: The VC Perspective

Panelists agreed, companies should continue growing and looking ahead, prioritizing thoughtful, data-based decision making.

July 27, 2022 For CEOs, For CXOs Read More

Signs Your Chief Revenue Officer Isn’t Scaling

Check to make sure your CRO is scaling and growing as much as your company.

July 12, 2022 For CEOs Read More

What Does Great Look Like in a Chief Revenue Officer?

Over the two-plus decades of working closely with CROs I figured out what “great” looks like and I’ve found that there are five things that great CROs do

June 28, 2022 For CEOs Read More

Startup Boards, the book, and also why they matter more than ever these days

We’ve done a lot of work around startup boards at Bolster the past couple of years, including working with over 30 CEOs to help them hire amazing new independent board members.

Women Are (Slowly) Gaining Board Seats

Over the past several years, there has been a lot of public attention surrounding board diversity

A CEO’s Guide to Seeking Advice & Mentorship

One of the most common questions we’re asked at Bolster is how to help a CEO find a mentor or advisor

May 31, 2022 For CEOs Read More

7 Habits of Highly Effective Boards

Creating strong boards can help propel a board forward. Weak and ineffective boards hold a company back.

May 12, 2022 For CEOs Read More

How to Remove Your Full-Time Hiring Hat to Hire An Interim or Project-Based Executive

Hiring an Interim leader can be a great solution when you have an executive leader leave your organization unexpectedly.

May 5, 2022 For CEOs Read More

When to Hire your First Chief Revenue Officer

In most startups, the founder is the first salesperson and while it may be difficult to let that go you’ll eventually scale, add sales reps, or maybe some form of a Sales Manager once there are more than a couple of reps.

April 29, 2022 For CEOs Read More

How to Think About Employee Retention in an Economy Where Your Execs Just Want a Change

To better understand the impact of the Great Resignation on C-level executives in the United States, we analyzed the profiles of 5,000+ Bolster members.

4 Easy Ways for Any CEO to Choose a Mentor

How to frame your thinking about choosing a mentor whether it’s for business or personal reasons.

March 29, 2022 For CEOs Read More

Joining the Fractional Executive Movement

For the past six weeks, I’ve been quietly piloting the next chapter in my career that of the fractional executive

Signs Your CFO isn't Scaling

While all the functions of a team are needed, perhaps the most critical function to make sure your company is able to scale is the CFO

March 2, 2022 For CEOs Read More

Welcome to Bolster Prime

If you are a CEO who loves to learn, believes that you can learn from someone who has “been there, done that” and wants to not just grow but scale your startup so that you can drive value further, faster, check out Bolster Prime.

The Roots of Bolster Prime and Bolster Ventures

We are announcing the launch of a new program called Bolster Prime, and a new venture capital fund called Bolster Ventures, to empower the innovation economy. The roots of Bolster Prime and Bolster Ventures pre-date the founding of Bolster.

How to Improve Your Executive Brand Online to Land the Exec and Board Roles You Want

Is the state of your brand online designed to help you achieve your next professional goal? Most don’t know the answer to this question because they don’t google themselves like they google others. Read on to tap into the critical skills today’s execs need to take control of their online presence. And to go deeper, you can also request access to the webinar recording on this topic.

January 27, 2022 For CXOs, For CEOs Read More

Bolster Your Profile for 2022

The new year is a great time to take control of your personal brand across all online channels, including your Bolster profile, and this post will get you started. It also gives you access to a special workshop to teach you how to develop a powerful executive presence online that will support the achievement of your next professional goals.

January 7, 2022 For CXOs, For CEOs Read More

Getting the Help you Need in 2022 - Faster

Speeding up the time to hire can have positive impacts for you, your organization, and the candidate. We offer some tips to help make the hiring process more effective.

December 21, 2021 For CEOs Read More

When is it Time to Hire Your First Chief Financial Officer

Depending on the complexity of your business you might be able to hold off on hiring a full-time CFO, but if you have any of these signs then it’s time to start thinking about bringing someone on board

November 9, 2021 For CEOs, For CXOs Read More

New Series: When and How to Hire Each CXO

This series is intended for any C-level executive or board member involved with startups.

November 2, 2021 For CEOs, For CXOs Read More

How to Engage with Your CFO

As a CEO I learned that the best way to help people grow and develop, and to further develop a better understanding of each other, is to engage with them in a mix of work and non-work settings.

October 19, 2021 For CEOs, For Investors Read More

How Busting Your Bias on Resumes Can Maximize Diversity

The usual approach for finding candidates is to search for people who have some things in common with us, or have some experience that resonates with us, and that we can more easily put in a box

September 1, 2021 For CEOs, For Investors Read More

On-demand Executive Talent Market Trends

Bolster has successfully matched over 100 executives to open roles

August 24, 2021 For CEOs, For CXOs Read More

5 Crucial End-of-Year Projects (And How to Outsource Them)

We’ve identified five of the most common end-of-year projects, and how to outsource them so you can keep things moving internally as fast as possible.

August 17, 2021 For CEOs Read More

Date before you get Engaged: How to Jumpstart New Execs as On-Demand Workers

Hiring on-demand executives can help ensure that there’s a good fit between the candidate and the company. Want to save time and money in the interviewing and onboarding stages, and ensure high performance post-onboarding?

August 10, 2021 For CEOs, For Investors Read More

4 Can't-Miss Panels to Support Summer Business Planning

Register today for 4 panels designed to give you unprecedented access to experienced CEOs, leading investors and critical data you need to inform your next big business and board decisions. Links below to register!

10 Scenarios Where On-Demand Executives Work Best

Since launching Bolster’s marketplace officially in April, we’re starting to learn a lot about how CEOs and company leaders think about building out their executive teams.

August 3, 2021 For CEOs, For Investors Read More

Our Ebook: How to Build Your Board

Over the past several months, we’ve published a series of posts designed to help CEOs better understand how to build, diversify, and scale their boards of directors.

The Anatomy of a Great Profile

How can Bolster members make sure their profile is the best it can be?

How to Build a Bench or Advisory Board

Advisory Boards can be great sources of help for entrepreneurs. They can also be great things to participate in for people who want to understand and become involved in startups

Webinar Recap: Your Company’s DEI Journey -- Let’s Make a Plan!

Insights from four DEI experts on how to craft a DEI(B) plan at your company.

How to Compensate Independent Directors

There are several elements of a compensation package you need to know about for an independent board member

June 24, 2021 For CEOs Read More

Ascend Panel Recap: How To Be An On-Demand Executive -- Stories From Real Bolster Members

Bolster’s partner, Ascend, hosted a panel discussion about the path to on-demand executive work.

The Important Role Independent Directors Play on Impacting Private Company Board Diversity

Here is a presentation from a webinar I did today on Key Strategies for Increasing Board Diversity.

How to Onboard Directors, Especially First-time Directors

I’ve often said that the hiring process doesn’t end on the employee’s first day. The same goes for new board members -- you have to take their onboarding as seriously as you take their hiring process.

June 8, 2021 For CEOs Read More

Recap: ICYMI - Watch the Panel: Flipping the Script on Private Board Diversity

Last week, we released results from our Board Benchmarking Study, which uncovered that only 1 in 3 companies has an independent director on their board.

How to Manage On-Demand Talent in Your Business, Part 2

At Bolster, we’re flipping the script with how CEOs build and augment their executive teams with on-demand CXOs.

May 27, 2021 For CEOs, For CXOs Read More

How to get the most out of working with a CEO Mentor or CEO Coach

Once you’ve selected a Mentor or Coach, here are some tips to get the most out of your engagement.

How to Recruit and Interview Directors

Recruiting and interviewing candidates to join your board as an independent director is time consuming and there really aren’t any shortcuts or workarounds.

May 11, 2021 For CEOs Read More

How to Manage On-Demand Talent in Your Business, Part 1

We believe that the business world is migrating toward an on-demand workforce across all levels of an organization.

May 6, 2021 For CEOs, For CXOs Read More

My new Startup Board Mantra: 1-1-1

Of all the board searches we are running at Bolster, about ⅔ of them are open to taking on first-time directors; and almost all are committed to increasing diversity on their boards.

April 27, 2021 For CEOs Read More

What to Look for in a Director

Startup Boards for CEOs Series: Post 5 of 9. You’d never hire a senior executive without putting together some kind of job spec or requirements document to guide the process, to get you from point A to point B. Hiring an independent board member is no different.

April 14, 2021 For CEOs, For Investors Read More

How to Select a CEO Mentor or CEO Coach

In a previous post, I shared the difference between CEO Mentors and CEO Coaches. I’ll share with you here how to select the Mentors and Coaches who are right for you.

How to Pitch Yourself in 15 Seconds - And Get the Job!

How would you describe your professional value proposition? What about doing it in 15 seconds? Learn best practices from our event with Laura Allen.

March 25, 2021 For CEOs, For CXOs Read More

The Difference Between a CEO Coach and a CEO Mentor and Why Every CEO Needs Both

Harry Potter was lucky. He had, in Albus Dumbledore, the ultimate wise elder, in his corner. Someone who could teach him how to be a better human being (er, wizard), how to be more proficient with his wand and spells, how to think strategically and defeat the bad guys.

Diversity in the Boardroom & the Importance of Appointing First-Time Directors

Startup Boards for CEOs Series: Post 4 of 9. Some people, when looking back at 2020, will remark what a difficult, turbulent year it was. I’m hopeful that founding teams and startups will look at 2020 and say, “that’s the year we drew a line in the sand and started diversifying our board. It was the best decision we ever made.”

Board Evolution and Turnover

Startup Boards for CEOs Series: Post 3 of 9. Now that you’re committed to getting the size and composition of your board right as the foundation to develop your board as a strategic asset, you need to think next about board dynamics. This is particularly important as your company grows.

February 23, 2021 For CEOs, For Investors Read More

Lessons Learned from Joining Bolster as Fractional Employees

As an on-demand marketplace, we spend a lot of time at Bolster thinking about how CEOs can leverage interim, fractional, and project-based work to augment their teams and achieve scale faster. It's also the model we follow internally.

How Bolster is Helping CEOs Diversify Their Teams

At Bolster, we believe that diverse and inclusive teams and boards are more innovative, drive better business outcomes, and are stronger than homogenous teams. We aren’t the only ones that think that way.

Use Cases to Bolster Your Team: How to Leverage On-Demand Talent in Your Business

At Bolster, we believe that 2021 will mark the rise of the on-demand economy for executives. More than ever before, executives are seeking out roles that distinctly aren’t full-time for a variety of reasons...

Size and Composition of Boards

Startup Boards for CEOs Series: Post 2 of 9. How large should your board be? That’s a pretty critical question every CEO contemplates at one time or another.

January 25, 2021 For CEOs, For Investors Read More

The Opportunity for On-Demand Talent

As we kick off a new year of planning, resource allocation, and headcount discussions, consider this new tactic to add to your 2021 CEO toolkit: On-demand executive talent.

The Purpose of a Board

Startup Boards for CEOs Series: Post 1 of 9. Any series of blog posts about boards should start with the basics. Why have a board in the first place? What do they do? How big should they be? Do you really even need one?

January 6, 2021 For CEOs, For Investors Read More

Fractional CXOs (Executives): What They Are and What They Do

You may be wondering, what exactly is a fractional executive? A fractional executive is an up-and-coming type of executive gig role.

Introducing the Bolster Board Benchmarking Survey

Our Board Benchmarking survey will shed light on the independence, diversity, and compensation of private company boards that’s never been available on a broad basis before.

December 8, 2020 For CEOs, For Investors Read More

The New Way to Scale a Board of Directors

Learn more about how to most effectively scale your board to support your company’s success

November 30, 2020 For CEOs Read More

How On-Demand Executives help existing leaders

On-Demand Executives help CEOs and existing leaders, allowing you to scale from within your employee base instead of hiring externally, increasing your chance of success with the role.

November 10, 2020 For CEOs Read More

Bolster Delivers Fractional and Interim Execs

Even before the Covid-19 pandemic, it was clear that there was a better way to connect high-end, experienced and vetted senior talent to startups. Kevin Lee with eMarketing Association sits down with Matt Blumberg to discuss the opportunity and learn more about Bolster.


Moving offsites to Zoomsites. I’ve attended two remote conferences recently. Both hold interesting lessons for how these kinds of events can work well.

The Gig Economy Executive

The gig economy is a labor market where short-term, or freelance, roles are more prevalent than permanent positions.

The New Way to Scale an Executive Team

Bolster was started to create a new way for startup and scaleup CEOs to think about growing their leadership teams. Why do CEOs need help with this?

May 11, 2020 For CEOs Read More

Our Founding Manifesto

Our Founding Manifesto

Welcome to Bolster, the on-demand executive talent marketplace. We are creating a platform that is the new way to scale an executive team and board.