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.

  CEO Read More (2 min)

Insider Information: Directly From VCs

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

  Podcast Read More (2 min)

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.

  Board, CEO Read More (8 min)

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.

  CXO, Scaling, CEO Read More (2 min)

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.

Grow or Die

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.

  CCO Read More (2 min)

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.

  CCO, Scaling Read More (2 min)

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.

  CEO Read More (3 min)

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.

  CCO Read More (2 min)

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.

Recapping Navigating Choppy Waters: A Year in Retrospect

The close of the year is an opportunity to reflect—and report—on progress, learnings, and performance. Are you maximizing the value of your end-of-year reflection?

  Webinar, CEO Read More (3 min)

Bolster’s Year in Review

For Bolster, 2022 was a year of continued progress—supporting a growing number of clients, adding transformational executives to our on-demand marketplace, launching new tools and features, and more.

  Bolster Read More (2 min)

Bolster Partners with Techstars

Bolster Partners with Techstars to Transform Early-Stage Startups through Unique Access to Experienced Leaders

How To Engage With The CMO

Similar to interactions with all CXOs, you’ll have to capitalize on your moments. Here are our tips on how to gain the most value from your CMO.

  CMO Read More (2 min)

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.”

  CMO, Scaling Read More (2 min)