Insight Partners’ Ryan Hinkle on how to break into VC and build a career there

The only thing harder than getting a job in venture capital is getting promoted in those first couple of years.

So, advice from Insight Partners managing director Ryan Hinkle—who started at the firm as an analyst in 2003 and now helps manage the program that hired him—is worth listening to. Though Hinkle originally thought about the Insight analyst job as a “two-year decision” and wasn’t necessarily sure what he wanted to do with his life, he did know what he wanted from work.

"I wanted to like the people, I wanted to enjoy the work, and I wanted to be a meaningful chunk of the workforce,” said Hinkle. “I didn’t want to be a five-digit employee number.”

And he definitely wasn’t—at the time, there were about 35 people working at Insight, which over time has invested in companies like Shopify, Wiz, Weights & Biases, Calm, and Kaseya. And Insight has all sorts of programs for folks looking to give investing a go—there’s a summer internship program and, for analysts, there are book clubs with partners and classroom-style training. Last week, Insight held its Sourcing Summit, an event geared towards helping analysts build relationships with the firm’s team and portfolio.

For Hinkle, a two-year jaunt turned into two decades. Today, he helps manage the analyst program that got him into Insight, helping “grow” investors, a process that inherently involves promoting people into roles that give them a shot to prove themselves. How does he know when someone is ready to make the leap from analyst to associate?

“The thing is that there's a lot we can teach, but we can’t teach passion, and we can’t teach conscientiousness,” Hinkle told Term Sheet. “At the associate level, you’re largely making a judgment call on those things.”

Some alums of Insight’s analyst program include both VCs and founders, including 645 Ventures’ Nnamdi Okike, Care/Of’s Akash Shah, Full In Partners’ Elodie Dupuy, and Pari Passu Venture Partners’ Julia Gudish Krieger. Then, there’s Insight managing director Jeff Lierberman, who was the first-ever investment associate the firm hired, who has now been at Insight for 26 years.

Hinkle knows that the long feedback cycle in venture is especially hard early career. Thinking back on the first time he was promoted, level-setting his own skill and performance was tough.

“Our business is not one where you can follow a prescribed set of actions and guarantee success,” said Hinkle. “It's a lot of little things that come and go in unexpected ways, and it's your capacity to navigate them with maximum impact.”

And even once you do get promoted, there’s another reality that prospective VCs will eventually encounter—that venture can be emotionally gutting.

"Our business is really steeped in rejection,” said Hinkle. “We ask a lot of people to be our partners that say ‘no, I want somebody else.’" Those long cycles and frequent disappointments are what make “passion for the work an absolutely critical requirement,” said Hinkle.

If there’s one message I got from Hinkle it was this: He wants young investors to think bigger, while also being practical—no one person has every skill, but your strengths can take you far. And, for young investors finding their way, identifying those strengths can be helpful especially in the first few years.

“Think about the spectrum analyzer from chemistry class, where it spikes with one narrow color,” he said. “Well, we need to fill the entire line. And some people are crazy good at raw ideating, others have a good nose for where the market is moving. Some are subject matter experts, and others are great at winning the hearts and minds of CEOs...And you need all of those skills."

Elsewhere…On Friday, Terraform Labs and its cofounder Do Kwon were found “liable for defrauding investors,” according to a statement from the SEC. The complaint was originally brought by the SEC in 2023, after the undoing of the Terra stablecoin.

See you tomorrow,

Allie Garfinkle
Twitter: @agarfinks
Email: alexandra.garfinkle@fortune.com
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This story was originally featured on Fortune.com