What to Do When the “Shiny-Object Savior” Wants to Join Your Startup

Photo by Rachael Fisher on Unsplash

You’re a startup founder. You’ve gone through the rollercoaster, and things are going really well. Now you need to scale, because you’re overwhelmed with work, barely surviving.

Enter the “shiny-object savior.”

This person is [insert letter]VP at [insert big name company]. She seems to have it all – the titles, the accolades, the network, and could be the one (and only) person to actualize the company’s potential. 

But there’s a risk that if they aren’t the right person for the job, they could significantly derail you both in terms of your milestones and in terms of your company’s culture. 

Before you get starry-eyed, here’s the one question you should really ask yourself: Can they be successful in your company?

Here are the key factors to think about to answer this question.

They might not have accomplished anything meaningful/been successful.
Dig into accomplishments, not just the titles on the resume. A glossy resume could just be the result of their artfully job-hopping to make them seem like they are on an upward trajectory. Be wary of people who have never gotten a promotion within a company, as promotions are one sign of recognition for a job well done. 

They might only function well within a certain culture.
Even if someone was able to get promoted or be successful at one company, they might be a great fit with that company culture—and only that culture. If that’s your culture, great. Hire them.

If the culture is different from what you are trying to build, be aware that they are going to bring elements of the old culture with them, because that’s the way they know how to thrive.

They might not have a growth mindset. 
In my experience, successful startups need to be constantly learning, constantly ensuring product-market fit and constantly looking for new avenues of growth. 

For a leader to thrive in an environment like this, they have to be able to navigate changes and know when to change course appropriately and when to stick to the plan. Have them tell you about a time when new data caused them to do something differently. Have them tell you about their world view, what has shaped it and how they think about changing that view. 

Bottom line: Do not rush a big hire. Don’t get starry-eyed over a resume. Dig deep, know who they are, and do your references. The time spent upfront will significantly increase your chances of hiring the right person.

We Need a New Resume

Because Actions Speak Louder Than Job Titles

On a film set, every worker is hand-picked to be there. Usually, you get hand-picked because someone on that set knows your work. They recommend you because you are good at what you do and because you are a pleasure to work with. 

The tech/startup world is not too different. As work evolves, I believe that more of the job market will shift toward this tour-of-duty model, in which people come together to solve a specific problem. Increasingly, the future of work will look much more like a film set. 

To reflect this project-based work, we need a new kind of resume. This requires surfacing a different set of data—not just statements by the individual, but validation by the actions of those who work with them.

This requires two key changes to how the world of resumes works:

1. The new resume should capture the fact that great people get picked repeatedly to be on ambitious teams.

If I, as a director, choose to work with a producer or cinematographer repeatedly, it means I respect their capabilities and enjoy working with them. I am vouching for them with my actions. This data is gold1.

Similarly, in the tech world, I might hire the same engineer for multiple startups. By hiring her repeatedly, I’m vouching for her with my actions. Ideally, her resume should highlight the repeat engagements she’s earned, because the biggest validation by any work colleague is “Yes, I would choose to work with you again.” 

When someone is always selected, it’s because they are great. As the world moves to project-based work, this will be the key signal. 

2. The new resume needs to capture the value created, even in a short time. 

While people may only participate for a short period of time (1-2 years, 2-3 months etc.), they may still have an outsized impact on value creation. So, the new resume needs to capture the value that the person created, which is weighed more highly than their tenure. (By the way, we also need a different compensation system for this, but that’s a topic for another post). 

The new resume could make work better for everyone

Here’s how: 

  • Shorter projects lower the bar in a good way: When a team is hiring for a shorter project, it makes it easier to be considered or to break into an industry. Instead of having to be vetted by dozens of people, all you have to do is convince someone to let you onto a project, knowing that if it doesn’t work, you will be let go. 
  • Creating value is what’s valued: Fast learners, those who learn and apply those skills quickly, and hard workers who are collaborative and move things forward, will be rewarded. Impressing the people you work with will ensure you’ll be brought on again. 
  • Flexibility increases: Teams can bring on and let go of people as needed. And people can commit to shorter-term gigs or fire clients that don’t fit what they are looking for. 

Right now, I don’t see a good tech solution for this. If you are working on something like this, or spend your time thinking about this, please do get in touch. 


  1. IMDb, for example, has the data on how many times people have worked together but doesn’t do anything with it 

A Whole Lot Of Not Quitting

On Sunday, Carol Dysinger won the Oscar for her short documentary, Learning to Skateboard in a Warzone (If You’re a Girl).

It’s a delightful film that will make you both laugh and cry, but this post isn’t a film review. It’s about a life lesson that I learned from her.

In 1977, when Dysinger was twenty-two years old, she won the coveted Student Academy Award. Frank Capra, famed director of You Can’t Take it with You and Mr. Smith Goes to Washington, presented the award. It was (and is) a big deal — of all the student films made around the world, only one can win. Everyone, including Dysinger, assumed her career would take off like a rocketship from there.

Of course that stuff only happens in the movies. 

Dysinger’s real story was more of a struggle. She has worked in Afghanistan for almost 20 years, making documentaries that won prizes and grants from top festivals. But nothing compared to her early win.

I met Dysinger in 2009 when I joined a grad film program where she was the editing professor. She was working on a film called One Bullet Afghanistan, which, more than twelve years later, she’s still working on.  

It was during this time that Dysinger was asked to make a film about the girls of Skateistan — a school where underprivileged kids learn basic academics and how to skate. She accepted. Then this film, this side project, just took off.

Learning to Skateboard was nominated at major festivals and won at Tribeca and the BAFTAs before winning the Oscar for Documentary Short Subject. 

43 years after Carol Dysinger won the student academy award, she won the grown-up version. 

When I was her student, Dysinger’s favorite piece of advice was that becoming a filmmaker would take “a whole lot of not quitting” — a phrase she repeated during her acceptance speech. 

A whole lot of not quitting. That’s great advice for pretty much anything. Everything takes much, much longer than we think it will. We get frustrated, upset and dejected. After six years or ten, we give up. 

Sometimes quitting is the right choice. But often, those who reach the pinnacle do so not with shortcuts or luck, but because of a whole lot of not quitting. For decades.  

I’m thrilled to see one of the good ones succeed — four long decades after her first taste of success.

…But Sometimes, Ignore The Details

Last week, I wrote a post on knowing the details. And yes, you should absolutely know them. However, do not let the details drive the vision. Throughout a startups’ life, there will be pivots both big and small. Each of those should be because it is the right decision for the company in the competitive environment in which it lives. 

The reason large companies crawl along is that the layers of details and decisions and organization slow them down to a glacial pace — large companies defer to details. The way startups win is by moving fast and, when necessary, ignoring the details in order to point in the right direction.

Read the Handbook, Know the Details

One of the most useful pieces of advice that I got when I started at eBay was to know the details… in great detail. I was told that the head of the US business, Jeff, knew the details of the product and the business and if I went into a meeting with him without knowing those details, I wouldn’t be able to represent myself or the product org well. 

Because of that advice, I spent my early weeks learning how the codebase worked, how the database tables were structured, what was hard to code (and why), and what was easy. I was glad I did because Jeff knew the details in a way that allowed him to understand how hard or easy things were to build. And he would constantly push us to move faster, launch sooner. In high-stakes conversation, instead of responding with a tepid, “I’ll have to get back to you,” I could confidently state whether something was doable or not, how hard it would be, and brainstorm solutions and alternatives on the spot.

Over and over, I’ve seen leaders who know the details push back when an engineering lead says, “Oh, that’s going to take six months,” or when a board member says, “You should be able to do this in six weeks.” A good CEO should know the details in any part of the organization that can have an impact on the company, whether that’s product, engineering, sales, finance, operations, etc. 

I am not recommending a CEO micromanage — that is hellish and disempowering for everyone else. However, as a company grows, the number of people, processes, and checks and balances slow it down. Only a leader who knows the details can make sure that strategic priorities are getting done as fast as possible so the team can win.

This past weekend the world lost one of the greats: Kobe Bryant. Beyond the realm of basketball, he will go down as one of the most competitive people of all time. No matter what he was doing, he had to win — and he put in the extra effort to get there. In an interview on Jimmy Kimmel Live, Bryant shared a confession

“I read [the referee’s handbook] to understand where they need to be in certain moments of time so if I needed to get away with a foul… That ref back there… is not gonna see this little hold right here.”

If you want to excel, Bryant showed the way — it pays to know the details.