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The Bolster Insider

Advice and insights for hiring and scaling executive talent, curated by the experts at Bolster.
We asked our team of executive recruiters to share the hiring trends they expect to see in 2025.

2024 Executive Hiring Outlook

We asked our recruiting team what executive hiring trends they expect to see in 2024.

Laying the Foundation of a Great Partnership

Strategic business partnerships can be transformational—but how do you build successful ones?

How To Engage With Your CBDO

Building trust and clarity takes time, so it’s important to engage with your CBDO regularly, even when you’re not actively working on a deal together.

Do You Have the Right People on Your Board?

As a CEO, having the right people on your board should always be among your top priorities.

Tune in to Season 3!

The Daily Bolster podcast is back with Season 3! We're recapping some of our favorite moments from the first week of episodes.

Signs Your CBDO Isn’t Scaling

How do you know if your Chief Business Development Officer is scaling? Check out these signs to watch out for.

Bolster’s Year in Review

2023 was a year of growth and progress for Bolster. We added new members to our team, supported more clients in new ways, and continued evolving our platform's capabilities.

3 Expert Tips for Effective Decision Making as an Executive

Practical advice for decision makers. Use these tips to alleviate stress and to make decisions you feel confident in for the long run.

What Does Great Look Like in a Chief Business Development Officer?

Finding a great CBDO is tricky, but looking for these characteristics will help you find the right leader.

10 Top Clips from Our First 100 Episodes

To celebrate 100 episodes of The Daily Bolster, we’re sharing some of our listeners’ top clips.

Keeping Diversity in Mind with Full-Time Hiring

If you don’t take steps to ensure your organization is inclusive, it won’t magically become that way.

Bolster Expands Services to Include Leadership Consulting for High-Growth Companies

Leading Executive Search Platform Bolster Offers Enhanced Executive Evaluation and Development Solutions

Navigating a Non-Linear Career: Insights from a B2B Tech Marketing Leader

During Season 1 of The Daily Bolster, Matt and Sarah Brown shared insights on the nuances of non-linear career progression, strategies for transitioning between roles, and the art of leaving a company gracefully.

Onboarding New Executives Remotely

With remote work here to stay in some capacity, it’s important to create an effective onboarding process for remote executives.

When to Hire Your First Chief Business Development Officer

Whether or not you need a CBDO depends on many factors, but these signs can help you evaluate what’s best for your team.

How To Identify Potential Leadership Talent Early

We asked experts from our talent search team for their top tips for discovering potential leadership talent.

The Daily Bolster is Back!

We’re sharing a few of our favorite moments from the first week of Season 2.

How To Engage With The Chief People Officer

You won’t always have a ton of time to engage with the Chief People Officer, so you should know how to capitalize on your interactions with these executives.

Webinar Recap: Hiring with Precision

Scaling your leadership team is a vital part of scaling your company. Now is a great time to think about your hiring strategy.

5 Unexpected Interview Questions to Ask Executive Candidates

Interviewing is a mix of art and science. We’ve gathered five interview questions that can help you get to the heart of a candidate’s potential.

The Daily Bolster: Recapping our Deep Dive with Brad Feld

We can learn a lot about success and growth just by looking at the history of entrepreneurship. Brad Feld and Matt Blumberg discuss what’s changed in the startup world.

Signs Your Chief People Officer Isn’t Scaling

If you have a Chief People Officer who is transactional, doesn’t speak up, and has morale or turnover issues within their own team, you’ll need to address it quickly.

Bolster Expands Services with Full-Time Executive Search Offerings

Leading Executive Talent Marketplace Bolster Adds Full-Time Search to Its Portfolio of Offerings

What Does Great Look Like in a Chief People Officer?

A great Chief People Officer is strategic, courageous, and financially astute. They know they’re the role model for the company; their behavior sets the tone.

The Daily Bolster: Insights on Executive Hiring

Guests from The Daily Bolster give advice on executive hiring: how to find a leader who can do the job, fit into your organization, and help it grow

When to Hire Your First Chief People Officer

As a startup, it’s easy to focus on the tangible, tactical operations of the People team, but if you want to scale, you’ll need someone in your organization who cares deeply about your values.

Startup Highlight: Looking Glass

We interview a startup founder: an outside-the-box idea, a love of learning, and an exciting vision for the future.

Why Hiring Executives is Challenging for Startups

Recruiting top-tier executive talent is a challenge. For startups, hiring the best talent comes with a unique set of obstacles.

The Daily Bolster: On Being an Entrepreneur

We’re sharing a selection of podcast episodes specifically curated to help you succeed as an entrepreneur.

4 Tips for a Successful Executive Search

A new leader can transform your team. Make sure you hire the right person for the job.

How to Engage With The Chief Privacy Officer

When things spin out of control, you need to be able to trust your Chief Privacy Officer, hit the ground running, and help get everything sorted out.

Insider Information: Directly From VCs

Get inside the heads of prominent VCs: standout pitches, common founder mistakes, hearing the word “no,” and more.

Signs Your Chief Privacy Officer Isn’t Scaling

Your CPO needs to be able to engage the entire company, be thinking strategically about the business, and have short- and long-term plans in place for contingencies and foreseeable roadblocks.

Q&A: Reimagining the Board Meeting

The all-star panelists from our recent webinar answer questions about why the board meeting is broken.

What Does Great Look Like in a Chief Privacy Officer?

Don’t wait until you have a data breach to hire a great Chief Privacy Officer. By the time you have an urgent need, it will be too late.

How Fractional Executives Drive Startup Growth

Fractional executives offer a powerful solution for startups looking to drive growth and overcome unique challenges.

Ethics in the Age of AI: Webinar Recap

Our guests break down how generative AI can be leveraged across key industries, what it can do well, and the potential pitfalls.

When to Hire a Chief Privacy Officer

Some startups don’t have any support in the Privacy role at all, but given the importance of privacy and security issues today, that’s a mistake.

The Daily Bolster: Week One Recap

We’re recapping the podcast highlights from Week One, plus giving a little sneak peek into what we have in store for next week.

Prioritizing Executive Growth

You can't possibly be successful in today's world if you're not learning, if you don't have a growth mentality. You’re never the smartest person in the room. The minute you’re convinced that you are… you're screwed.

Announcing The Daily Bolster

We’re thrilled to announce The Daily Bolster—a quick-hitting podcast for startup leaders scaling their businesses.

How To Engage With The CCO

One of the most productive ways to engage with your CCO is offsite and with customers. This builds a clear understanding of your customer base and their challenges.

The Quest for Diversity in Tech Leadership Is Stalling. Here’s Why.

If they don't do the work, tech CEOs will continue to bemoan the lack of diversity in their leadership ranks and miss out on the benefits of diverse leadership, while not taking ownership for those efforts stalling.

Signs Your CCO Isn’t Scaling

Your CCO should be looking far enough ahead to begin thinking about upcoming challenges and working to develop solutions that scale with your organization.

5 Things Successful Founder Operators Do Differently

None of these practices is the path of least resistance, but there's something in them that leads to the competitive edge, the informed intuition, the vision, and the ability to motivate people that are common in successful founders.

What Does Great Look Like in a Chief Customer Officer?

The great CCOs all have the same traits: they are advocates for the customer, have a mix of quantitative and qualitative skills, and are passionate about processes that create a seamless, functioning team.

Recapping Navigating Choppy Waters: Equity Market Temperature Check

Investors are looking for viable businesses that have traction and product market fit—there’s less focus on unproven but good ideas, and more focus on paying customers and a clear path to profitability. The current market is less about FOMO and more about fundamentals.

When to Hire a Chief Customer Officer

A CCO touches nearly every part of the organization, from sales, to product, to marketing. They are a collaborator, a champion for customers, and a strategic thinker that understands consumer trends and demographics.

Revitalize Your Career for the New Year

Whether the new year has you feeling all the anticipation of a fresh start or you’re one of the many individuals impacted by recent layoffs, it’s time to review your career goals.

Procrastinating Executive Development

Enabling executive development can be the key to retaining executives for the long term and helping them to grow with the company, rather than being out-grown by the company.