Interview Process for Senior Hires

interview senior hires

Effective founders and CEOs may spend as much as 50% of their time on recruiting. As the organization grows, most of the time gets spent hiring world-class functional leaders and other high-impact roles. The investment in time is usually worth it: when that “functional seat” is filled, the CEO can step out of the weeds and focus on the broader business.

Despite the heavy time investment, we often get it wrong. As much as 70% of new executives fail in the first 18 months. Making a bad senior hire is a costly mistake. A poor fit can permeate throughout an organization, contaminating everyone they collaborate with, spreading misaligned cultural values, taking the team in the wrong direction, or worse.

Therefore, it’s worth digging into the tactical process used to interview and assess a senior level hire. While there are many articles dedicated to great interview questions, sourcing, etc, I focused this one on the nitty-gritty steps through an interview funnel for a remote-first startup. Here’s the breakdown of how my team has done it at Crystal:

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Onboarding Remote Employees

remote onboarding

If you had told me in 2019 that in the following year I’d be hiring a VP Sales without ever meeting him in person, I would have burst out laughing.

Fast forward to 2020, and with the world in lockdown but business continuing, my team at Crystal doubled our headcount while operating completely remotely. Once the hires were made, we were left with the critical task of getting them up to speed and productive as fast as possible, all while working from home.

As I thought more about the task ahead, I recognized perhaps the most crucial difference between remote and in-person onboarding:

  • In person, when your new employee has a complex question, it’s really easy and socially acceptable for them to walk over and ask you.
  • Remotely, when your new employee has a complex question, they need to take the initiative to call you, or put the effort into wording it the right way in Slack.

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Multi-Functional Leadership

multifunctional leadership

The news hit me like a load of bricks:

Our VP of Sales and Customer Success were leaving the company.

At the time, my startup was going through the growing pains that many do, including turmoil amongst the leadership team. With this leadership transition, there was now an immediate gap that would need to be filled in order to keep the company operating smoothly.

I was serving as VP of Growth, overseeing marketing and operations. I had developed a reputation as someone who is willing to take on whatever is needed, and while I may not have been qualified to have the responsibility on Day 1, I was willing to quickly learn. So, it wasn’t a surprise that as the rest of the leadership team gathered, we decided that I should absorb those functions for the time being.

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Distractions Kill Startup Productivity

distractions at work

There’s a common frustration with startup offices:

They are too loud.

Anyone who creates things — whether it be coding, designing, or writing — recognizes the benefit of deep work. The term was popularized in a book by Cal Newport, and the premise is straight-forward: in order to complete a cognitively demanding task, you need to focus without distraction. While this concept has been called many things, such as “hitting flow” or “being in the zone” it basically means that if you want to get shit done, you have to focus on it.

Your professional future usually depends on your ability to get shit done, and that’s a problem, because many startups are inflicted by a plague that has crept up among the ping pong tables, open floor layouts and endless chat conversations. That plague is noise and distraction, and it can kill productivity. When I say noise, I don’t just mean physical noise of people talking loudly in the office (though that is certainly part of the problem), but I also mean digital noise, from Slack channels and email threads that suck away our attention into conversations that we often have no need to participate in.

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How Startups Should Manage Costs

expenses startups

There’s a problem at many startups:

We spend too much money.

With the decade long bull market and excessive fundraising environment, unprofitable startups are gobbling cash at a remarkable pace. The mantra is “grow as fast as possible, raise the valuation, figure out profitability later.” That can certainly work for some, unless the music stops. If there are unforeseen circumstances — a new product doesn’t work or the business model shows some flaws — that spigot of never ending money may stop flowing.

I felt this pain acutely at my last startup. We grew quickly and let hefty expenses, many for products and services that we didn’t even need, pile up. Our leadership team was eager to add more staff to scale, but we didn’t carefully consider how the additional costs would reduce our runway and increase our risk, especially if revenue did not grow as quickly as we projected, or if we couldn’t collect accounts receivables promptly. Not surprisingly, we encountered both of those obstacles. This forced us to make layoffs, which is agonizing for everyone involved. It was a valuable lesson learned and shaped my current philosophy on cost management.

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The Product Funnel

product funnel

This article is the 1st in a series about startup product and engineering.

If you’re building a software company, one of the most important things to get right is… (drum roll)… building software. Yet building good software is among the most challenging parts of a tech startup. Most founders can hack together a minimum viable prototype that gets the job done for early customers. However, as more customers use it, that prototype typically breaks and becomes difficult to maintain. Therefore, it’s critical for startups to hire a great team of engineers and product managers to make that prototype scale.

Growing, organizing and managing a product and engineering team brings an entirely new set of challenges. The costs of getting it wrong are staggering: software bugs, instability and perhaps most acutely painful, not being able to quickly iterate on your product to get to product market fit.

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The Ultimate Bootstrapped B2B Marketing Stack

b2b stack

Suppose you are in the early stages of launching a B2B startup. You have a minimum viable product ready for the world to use. You then realize, “oh crap, now we actually need users/customers, I better figure out marketing…”

The most difficult part of getting off the ground is often not building the product or even getting customers to pay. Instead, it is the fundamentals of marketing: driving traffic to your website and converting visitors into users.

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How to Scale Marketing for Growth

This is article #50 out of 50 in The Startup Marketing Playbook.

Here we are… the last post in this blog series of building a marketing team at a B2B startup. We’ve covered a tremendous amount in the last 50 posts, and hopefully the content has been helpful in growing your team. As a startup evolves, the marketing needs and team structure will as well.

In this final post, let’s consider what you need to account for as you scale the marketing function for a growing business. For my team at Netpulse, we hit a certain level of growth where we started to struggle with challenges such as:

  • We’re out of content ideas… what do we write about?
  • Did our team grow too fast… what should our interns do?
  • Are we seeing diminishing returns from our inbound strategy?

To help answer those questions and more, let’s outline a philosophy on scaling marketing:

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How to Communicate Marketing ROI

This is article #49 out of 50 in The Startup Marketing Playbook.

Throughout this blog series on marketing, we’ve gone deep on metrics, dashboards and the tools you use to track them. We’ve covered budgeting and how the different areas of a marketing budget power your lead generation and product marketing. As marketing leaders, you need to effectively communicate the ROI of these marketing efforts to various stakeholders at your company, from other functional leaders to the CEO and CFO. This ensures that you have the necessary support, budget and collaboration with the broader team to expand. Below is a breakdown of the steps to do this effectively:

1. Set expectations

As with any function or project, you need to set the right expectations from the beginning, and adjust them regularly as conditions change. When I first took over marketing at Netpulse, our team was building nearly everything from scratch. I needed to make sure the sales team didn’t expect an immediate flow of MQLs before we got the messaging correct or implemented our marketing automation system.

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How to Launch an Online Course

This is article #48 out of 50 in The Startup Marketing Playbook.

An important ingredient to successful inbound marketing is variety. Some targets will prefer to read ebooks. Others will attend every webinar and re-watch the recording. In order to appeal to a wide range of targets, you need to build content in many different mediums. One of those is online courses.

While on the surface it may sound like a big undertaking, launching an online course is pretty simple. In most cases, it is just an automated campaign of emails that link to content (i.e. articles or “lessons”) that is dripped to the lead in chronological fashion, guiding them through the lessons. Here is a breakdown of how to get started:

1. Identify topics

Start by figuring out what topics the course should include. This should be based around your company’s core story and positioning. For example, for my business that sells mobile apps to health clubs, we might launch a course on “How to Grow your Club with Technology.” Throughout the course we’d outline best practices for launching new technology, including (but not limited to) mobile apps. This way, the lead is getting educated and nurtured.

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