Matt Straz

Founder & Chairman of the Board, Bennie · 1 appearance on the record.

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founderexecutiveinvestor@mattstraz ↗bennie.com ↗

Matt Straz is best known as the founder and former CEO of HR software company Namely, and previously co-founded Pictela, which was acquired by AOL. In 2019, he founded the employee benefits platform Bennie, later becoming its Chairman.

17statements → 3claims → 0claims resolved → 3.94/5average certainty → 2.24/5average debate potential → ≈4.5/5argument clarity, estimated → 2said about them ↓

3 not checkable as stated how the 3 claims stand · each chip opens the sources

3 assertions · 12 insights · 2 disclosures · every statement was checked. The predictions and assertions are the 3 claims: statements the public record can support or contradict. 0 are resolved, and 3 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Matt argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

How they sound: speaking style how? →

245 words/min while actually speaking · 2.9 um and uh per 1k words

No argument clarity score for Matt Straz: no usable question→answer exchanges on raw tape (a fair score needs 8+). We do not score a sample that small. Roundtable and news formats yield far fewer direct exchanges than interviews. Their coarse estimate from 23 exchanges on the produced feed is ≈4.5/5, shown at half point precision because the sample is small and produced tape scores higher.

Measured by listening to 4,455 words across 1 episode, but every recording we have of Matt Straz is the aired feed, and an editor cleaned that audio before release. Some of the hesitation was cut before we ever heard it, so read these as floors: the true rates are at least this high. These are measurements of speaking style, not scores. How it's measured →

Everything Matt Straz said on 20VC that made the record, most notable first. Filter by type, assessment or year in the ledger →

Insight
Straz: Focusing solely on a single SaaS product is a dead end
“I would say that there's a lot of advice that says just go do one thing and do it really well, and I've found that not to be true, at least in the kind of business that we're building. Just focus on your product and just do one thing well, and while I understa…”
Matt Straz Dec 15, 2017 ▶ 26:33 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Assertion Not checkable as stated
Straz: Software companies refresh executive teams 4.1 times before IPO
“It is said that by the time a software company goes public, on average, they will go through 4.1 complete leadership teams. Which means that they will have to cycle through an entirely new team about every 24 months or so.”
Matt Straz Dec 15, 2017 ▶ 4:33 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Matt Straz: Founders should part ways before recruiting executive replacements
“I don't believe in recruiting surreptitiously in the background to fill a position. I believe in being upfront with the person that's here and Saying goodbye, and then going out and recruiting.”
Matt Straz Dec 15, 2017 ▶ 8:04 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Companies should never publicly disclose why an executive departed
“The company can never disclose why somebody left, but the individual who leaves, that's a lot of times, especially at a senior level, will leave it up to them as to how they describe why they're leaving.”
Matt Straz Dec 15, 2017 ▶ 13:03 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Early title inflation forces startups to fire rather than demote
“A very common thing that I've seen happen, and I've done it too in each of my three companies, is title inflation. Giving somebody a title that they want now is Which will then sometimes box them out of being able to progress with the company longer term. And …”
Matt Straz Dec 15, 2017 ▶ 5:24 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Matt Straz: Giving startup executives multiple roles leads to failure
“And I found time and time again, when I give people multiple things to do, it's a recipe for failure because the company's growing so fast that they will end up Just being spread too thin.”
Matt Straz Dec 15, 2017 ▶ 6:18 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Matt Straz: Hire executives with a 4-to-5 year runway for 10x growth
“I think what I look for are people that can get us to 10 X more growth, right? There's people early on that will help you get to your first million in ARR revenue, and then you'll hire a next wave that'll get you from one to 10. And then you're looking for peo…”
Matt Straz Dec 15, 2017 ▶ 9:01 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Balance external hires with internal promotions 1:1 at mid-levels
“As much as possible, maybe not at the leadership level, but in the mid levels of the company, I think for every person you bring in from the outside, you want to try to promote somebody from within.”
Matt Straz Dec 15, 2017 ▶ 10:23 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Disclosure
Straz: Namely involves existing employees when hiring their new boss
“Even if we're going to add somebody or top somebody and we're going to bring in their boss, I'm very, very transparent and I'm very upfront with the person that's going to have a new boss and a new leader that they participate in the process.”
Matt Straz Dec 15, 2017 ▶ 11:05 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Disclosure
Straz: Every Namely board member must interview executive finalist candidates
“It is absolutely essential for senior leadership hires that the board is involved, and that I include every board member speaks with and interviews our finalist candidates, and I need buy-in from them, just like I need buy-in from our leadership team, so they …”
Matt Straz Dec 15, 2017 ▶ 11:52 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Vary candidate approval sequence between board and internal leadership by role
“Sometimes you need to have your own team sign off on the person before the board does, and then in other roles, you want to get the board's buy-in before you then run that person by your own leadership team.”
Matt Straz Dec 15, 2017 ▶ 12:10 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: CEOs cannot save every departing employee and must retain selectively
“And I think the reality is if a CEO is a lifeguard, you can't save everybody, right? Some people actually do need to move on. And I think you need to be really, really careful About how much effort you have available to save people, to retain them, and be real…”
Matt Straz Dec 15, 2017 ▶ 16:12 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Beyond $10M revenue, executives hire for specific scaling stages
“Once you get beyond 10, twenty million in revenue, somebody will actually come in, as you mentioned, Harry, and say, I'm going to take you to 200 or 300, but that's it, and then you'll need to make a change.”
Matt Straz Dec 15, 2017 ▶ 17:28 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Matt Straz: Strong People Ops becomes crucial past 100 employees
“Once you start to get to scale and you have more than a hundred people, you're going to end up with a pretty broad representation of the overall general population. And you're going to get a lot of different kinds of people. And there's going to be a point whe…”
Matt Straz Dec 15, 2017 ▶ 19:21 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Insight
Straz: Company vision and core values must be re-codified every few years
“It turns out that every few years, the vision of the company is going to change somewhat, so it's important to really codify that, and it turns out that even your values as a company will change and adapt over time”
Matt Straz Dec 15, 2017 ▶ 20:46 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Assertion Not checkable as stated
Straz: CTO was Namely's hardest hire due to NYC enterprise talent scarcity
“Our hardest role to hire for was the CTO position, without a doubt. We're an enterprise software company based in lower Manhattan of all places. There's not a lot of people who have built a multi-billion dollar enterprise software company and virtually all of …”
Matt Straz Dec 15, 2017 ▶ 27:18 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely
Assertion Not checkable as stated
Straz: Mid-sized WPP businesses had abysmal or non-existent HR software
“I had been working in a holding company called WPP, which is an ad agency holding company, and I was working with hundreds and hundreds of small to mid-sized companies, and they all had one thing in common, which is they were people-driven businesses and had e…”
Matt Straz Dec 15, 2017 ▶ 2:50 20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "Lifeguard" & What Role Does The Board Play In The Team Upscaling with Matt Straz, Founder & CEO @ Namely

The other half of the tape: Matt Straz's own voice is left out of every number here. Other people bring the name up 2 times in 2 episodes on 20VC. every mention, with the transcript →

Who brings them up most Pat Grady 1Harry Stebbings 1

Every mention by year

Appearances (1)

EpisodeDateSpeaking time
20VC: How To Upscale Management Teams Effectively, When Should The CEO Play The Role of "L Dec 15, 2017 20m
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