Lauren Schwartz

VP, Enterprise Sales, Fivetran · 2 appearances on the record, plus 1 compilation re-air.

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Lauren Schwartz leads enterprise sales at data movement platform Fivetran and is a General Partner at 20Sales, an early-stage B2B venture fund backed by 20VC. Before Fivetran, she spent nearly four years leading enterprise sales at Segment ahead of its acquisition by Twilio, having earlier worked at Google.

26statements → 3claims → 1claims resolved → 3.92/5average certainty → 2.12/5average debate potential → 4.3/5argument clarity · the sources → 1said about them ↓

1 supported 0 partly supported 0 contradicted 2 not checkable as stated how the 3 claims stand · each chip opens the sources

1 prediction · 2 assertions · 1 opinion · 22 insights · every statement was checked. The prediction and assertions are the 3 claims: statements the public record can support or contradict. 1 is resolved, and 2 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 Lauren argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported
Lauren Schwartz: Google used double-crediting sales commissions for parental leave
“When I was at Google, there was a double conch policy. So everyone wins and everyone's incentivized around the same thing.”
Lauren Schwartz May 10, 2023 ▶ 49:45 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings

Argument clarity: do they answer the question? how? →

4.3 / 5 directness 4.6 · coherence 4.5 · precision 4 · compression 3.8

answered every one of 41 assessed questions directly

This is a score against a rubric. It is not a rank. Every host question → answer exchange is scored with names hidden on directness, coherence, precision and compression, 1–5 each, on meaning alone: disfluencies are ignored, and only raw unedited episodes count. This is the score that measures thought. Every scored exchange, scores shown → · The rubric and its checks →

How they sound: speaking style how? →

230 words/min while actually speaking · 18.8 um and uh per 1k words · 12.5 false starts per 1k · 36.9% of pauses land inside a clause

Measured by listening to the audio itself: 8,970 words across 2 episodes of raw-level tape, transcribed verbatim with every um and uh kept, each one attributed only where the alignment onto our timed stream is unambiguous. These are measurements of speaking style. We do not rank them: across this corpus, fluency and argument quality are nearly uncorrelated (ρ≈0.2), and smooth talking does not signal clear thinking. How it's measured →

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

Insight
Schwartz: Tying sales compensation to product adoption aligns incentives better than bookings
“A traditional bookings quota and a variable compensation structure, what that does is it drives someone to land a deal and nothing else. When you start to align compensation with the actual adoption of the product and consumption of what you sold as a salesper…”
Lauren Schwartz Oct 19, 2022 ▶ 48:36 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Startups are never too early to build go-to-market partnerships
“So I don't actually think there is ever a time that's too early in a founders in, in a startup's life cycle to lean on the connections you have in your community to start developing those partnerships.”
Lauren Schwartz Oct 19, 2022 ▶ 8:59 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Combining top-down sales with PLG drives true enterprise momentum
“That like top-down sales combined with product-led growth is how you truly drive momentum.”
Lauren Schwartz Oct 19, 2022 ▶ 14:14 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Opinion
Schwartz: Discounting and relationship-based selling cheapen your product's value
“I don't really buy into discounting or relationship selling personally to me. That's a sort of cheapening the value that this company is going to get from their investment in your product.”
Lauren Schwartz Oct 19, 2022 ▶ 18:36 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Early-stage startups need scrappy reps, not tenured sales leaders
“You don't need someone who has spent their career scaling sales organizations and building out a ton of process. You need someone who is willing to get out there And kick down doors and ask the hard questions that will allow you to have to take that feedback a…”
Lauren Schwartz Oct 19, 2022 ▶ 20:40 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Having sales candidates pitch prior products in interviews is ineffective
“I've spent a lot of time hiring people with, when they had to come pitch their product, That's not usually that valuable because often the people in the room like on the panel don't, they haven't been in the seat of the buyer. And so no one really knows what t…”
Lauren Schwartz Oct 19, 2022 ▶ 29:06 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Managers can gauge a sales rep's eventual success within 30 days
“I'd say in the first 30 days you can get a sense of whether they're going to be successful because you're looking for things like what are they doing to What are they doing to get organized? What are they doing to start to learn about your product?”
Lauren Schwartz Oct 19, 2022 ▶ 37:27 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Lauren Schwartz: Working mothers must dedicate time weekly to non-caregiving outlets
“Find an activity that's just yours. A creative outlet that fills your cup and doesn't require you to take care of anyone else, even for just three hours a week, because we spend the rest of our lives caring for our families, caring for our teams, and the only …”
Lauren Schwartz May 10, 2023 ▶ 12:21 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings
Insight
Lauren Schwartz: Deliver results to earn leverage for custom workplace accommodations
“My advice is to earn the right to ask for what you need to be successful, and if that's a more flexible travel schedule or a milk stork service while you're on the road, ask for it, and set them online for yourself and for your team for what success looks like…”
Lauren Schwartz May 10, 2023 ▶ 1:07:26 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings
Insight
Schwartz: Curiosity and asking for forgiveness are essential sales skills
“The best skill you can develop in sales is an insatiable curiosity about what's possible. And truly the instinct to ask for forgiveness rather than permission.”
Lauren Schwartz Oct 19, 2022 ▶ 3:25 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Sales teams heavily overlook the value of ecosystem co-selling
“So I think actually the value of co-selling with sales teams at other businesses that are in your ecosystem, where a customer would benefit from the compilation of what we call a modern data stack. Is, is really overlooked in sales.”
Lauren Schwartz Oct 19, 2022 ▶ 7:33 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Early startup salespeople are equal parts sellers and product R&D
“The role of the salesperson, especially in an earlier stage startup is equal parts sharing the story and the vision of your product, but also doing research and development, right?”
Lauren Schwartz Oct 19, 2022 ▶ 9:49 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Fixed sales playbooks are too prescriptive for early startups
“I think that the word playbook is like a little prescriptive for super early stage startup. I think If what we're thinking about is first couple of hires and what they actually need, their job is to go out into the market and collect information about your add…”
Lauren Schwartz Oct 19, 2022 ▶ 11:12 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Enterprise deals lacking a clear 'why now' were never real
“At Fivetran we say, why do anything? Why do it now? Why do it with Fivetran? Right. And those are the questions that you need to be answering on every deal. And if you don't have an answer to why do it now, slipping isn't even the right term. It was never goin…”
Lauren Schwartz Oct 19, 2022 ▶ 17:00 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Startups must hire two sales reps simultaneously to test market demand
“You do want to have multiple sellers going at the same time. Otherwise, you know, let's say it's Lauren and Harry and If it's just Lauren and Lauren is a terrible salesperson, then you didn't really learn anything about your product or your messaging or your c…”
Lauren Schwartz Oct 19, 2022 ▶ 22:15 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Sales interviews must target specific metrics over open-ended storytelling
“What's really important when you're interviewing salespeople is that you don't leave it open-ended for storytelling because any good seller can sell you a dream, right? And so unless you are testing for the specifics and the metrics and the repeatable performa…”
Lauren Schwartz Oct 19, 2022 ▶ 23:09 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Spontaneous role-plays reveal if sales candidates can listen and pivot
“I often will just do a role play with them that they're not prepared for. So something like, all right, real life situation that I'm facing. We're deep in procurement with this customer. Here's a situation. Okay. You're the sales rep on procurement. Let's go. …”
Lauren Schwartz Oct 19, 2022 ▶ 30:10 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Sales hiring fails when leaders assume deal experience from titles
“Making assumptions about their experience. I hired someone once. Who did this was back when I was doing, we were doing pitches and his pitch was so smooth. And I was like, oh, great. You know, he's very comfortable off the cuff, blah, blah. And I had asked, bu…”
Lauren Schwartz Oct 19, 2022 ▶ 30:55 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Unsolved prospect problems represent sales qualification failures
“If it turns out that we don't solve the problem that they're trying to solve, that means we missed on qualification and quality qualifying them out of our pipeline.”
Lauren Schwartz Oct 19, 2022 ▶ 39:50 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Losing to customer inertia means reps targeted minor practitioner projects
“If that happens, my reaction is what was the identified pain, how painful was it? Did we miss an opportunity to attach to a bigger business problem? Cause a lot of times when you're selling technology, you're like, oh, I found a practitioner who wants this thi…”
Lauren Schwartz Oct 19, 2022 ▶ 41:20 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Schwartz: Black-box subscriptions and shelfware licensing models are becoming obsolete
“Pricing that's not aligned to value. Black box subscription shelfware, licensing. That, that model is, is moving in the past.”
Lauren Schwartz Oct 19, 2022 ▶ 45:57 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Insight
Schwartz: Top sales performers excel in category-creating, unbudgeted environments
“I think the best sales teams are people who have had to be in a category creating environment. So people who like the real hustlers that I've seen be successful are people who are selling Products where there isn't already an identified budget and it's, it cre…”
Lauren Schwartz Oct 19, 2022 ▶ 49:41 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Assertion Supported
Lauren Schwartz: Google used double-crediting sales commissions for parental leave
“When I was at Google, there was a double conch policy. So everyone wins and everyone's incentivized around the same thing.”
Lauren Schwartz May 10, 2023 ▶ 49:45 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings
Insight
Lauren Schwartz: Professionals must personally build their own mentorship board
“You have to take responsibility for designing that personal board of directors. It's not something that's going to be handed to you.”
Lauren Schwartz May 10, 2023 ▶ 53:54 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings

Show 2statements(2 left)

The other half of the tape: Lauren Schwartz's own voice is left out of every number here. Other people bring the name up 1 time in 1 episode on 20VC. every mention, with the transcript →

Who brings them up most Harry Stebbings 1

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Appearances (3)

EpisodeDateSpeaking time
20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | May 10, 2023 10m
20 Sales: The Ultimate Guide to Sales Onboarding for New Sales Reps and Sales Leaders, The compilation Nov 16, 2022 1m
Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC # Oct 19, 2022 35m
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