Kevin Busque
CEO and Founder of Guideline
Nitzan Yudan
CEO and Founder of Benivo
Tomer London
Co-founder and Chief Product Officer of Gusto
Charlotte Dales
CEO and Co-Founder of Inclusively
Siadhal Magos
CEO and Co-Founder of Metaview
Hanns Aderhold
Founder and CEO of Cobrainer
Sid Upadhyay
Co-Founder and CEO of WizeHire
Jennifer Dulski
CEO and Founder of Rising Team
Anthony Mironov
CEO and Co-Founder of Wingspan
Mike Fitzsimmons
CEO and Co-Founder of Crosschq
Andres Blank
Co-Founder and CEO of Fetcher
Jason Lavender
CEO and Co-Founder of Electives
Barb Hyman
CEO and Founder of Sapia AI
Sloane Barbour
CEO and Founder of Engin
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14 HR Tech Founders
GTM Motion Lessons

Kevin Busque
CEO and Founder of Guideline

Target the Customer Segment Your Competitors Cannot Profitably Serve

Kevin built Guideline’s go-to-market around a structural gap in how established players made money. “If you look at the legacy 401K ecosystem, most of the providers out there can’t monetize you unless you have assets because they bill on assets under management.” That left an entire segment of the market underserved. Rather than compete for established plans, Guideline priced differently to serve them: “we charge SaaS based fees, so it’s $8 per participant.” Kevin was clear-eyed about why going after large established plans was never a real option. “For a startup to come out of the gate, right, with $2 million in seed Stage, how am I going to compete with Fidelity? I’m going to Google and say, hey Google, trust us with your 401K. It’s just not going to happen.”Find the customers their model cannot serve profitably, price to reach them, and you have a beachhead that the established players have no economic incentive to defend.

Nitzan Yudan
CEO and Founder of Benivo

Validate Every New Capability by Selling It Before You Build It

Nitzan built Benivo’s entire GTM motion around a simple rule: get someone to pay before you build anything. “We always start by selling and getting someone to pay for what the value is,” he said, “because when we do a survey it doesn’t work. It’s very different to ask for the money.” When Google came to them with a relocation payment problem, Nitzan committed to a solution and then delivered it manually for six months with no product underneath it. “Only after we’ve done it manually for six months, we actually realized what we need to build.” A decade later, the motion had not changed. “We keep bringing new capabilities under this approach. And it doesn’t matter if you are a new joiner, a C-level, anyone. This is the DNA of how we work and how we allow us to move faster and faster than the competition.” Paying customers tell you what to build. A survey tells you what people wish existed. Commit to delivering the outcome first, fulfill it manually if you have to, and build the product only once you know exactly what the job requires.

Tomer London
Co-founder and Chief Product Officer of Gusto

Match Your Sales Motion to How Your Buyer Actually Makes Decisions

Most founders default to the enterprise playbook regardless of who they are selling to. Tomer saw that trap early and rejected it. His framing was direct: “Small businesses are very much like consumers in terms of their decision making of how to buy.” That single observation reshaped everything about how Gusto went to market. Instead of lists, cold calls, and conference booths, Tomer asked a different question: “Instead of going through the enterprise playbook of having a bunch of sellers and lists and calling people and all that stuff,  really focus on if you were to build a consumer app, how would you go and try to build a successful one?” The motion he built around that answer looked like this: “Companies finding us online, hearing about us from a friend, hearing about us from 10 other friends on social media, and finally making the call onboarding themselves. And yeah, of course they may get a call from our team who should be helpful to them in making their decision, help them onboard but they don’t have to.” If your buyer behaves like a consumer, your GTM motion should too.

Charlotte Dales
CEO and Co-Founder of Inclusively

Recruit an Existing Enterprise Client to Co-Build Your Next Product

When Inclusively pivoted to a new product, Charlotte tapped her existing enterprise relationships to build and validate alongside them. “We had built enough enterprise clients like Salesforce that we could leverage. We just weren’t shy. We interviewed them, we had them help us build this product.” Salesforce became the first pilot, and the momentum followed: “We got Salesforce to be the first pilot and it sort of started taking off from there.” The result was a compressed timeline with built-in market validation. “We saw this coming, built a product, got Salesforce to launch it, like all within 12 months. And we’re very proud of that.” Enterprise clients are the fastest path to a validated product. The relationships you have already earned give you access to real requirements, real feedback, and a referenceable customer at launch.

Siadhal Magos
CEO and Co-Founder of Metaview

Lower the Entry Price to Remove Procurement as a Blocker

As Metaview moved upmarket, deals ran into multi-stakeholder buying processes where budget cycles and competing priorities created friction. Siadhal’s response was to restructure the commercial model around minimum commitment: “essentially making it so that you can of course just buy one or two seats if you want. You can start incredibly small.” He was clear that this applied even inside a formal sales process: “even if you’re engaging in more of a sales process, you can actually still start with an incredibly small agreement,” and that flexibility, he said, “has helped a ton.” The underlying goal was timing: “creating the relationship such that you can slot yourself into the budgeting cycle at the right time.” Budget cycles kill deals that have already been won. Structuring your commercial model around a minimum commitment lets buyers start a real relationship with you now and expand when the budget opens up. 

Hanns Aderhold
Founder and CEO of Cobrainer

Keep Your Sales Team Lean and Route Pipeline Through Partners

Hanns built Cobrainer’s GTM motion around partners rather than headcount, keeping the direct sales team small while consultancies and industry advisors carried the majority of pipeline generation. “We have a very small direct sales force, small meaning we have four basically enterprise sales executives.” The demand generation work flowed through the partner network instead. “We’re really banking on our partners. So just yesterday we had a really great event working with a very renowned industry advisor here in Germany. So we basically partner with consultancies. They help us create events, they help us spread word through their network.” For founders who default to hiring their way to revenue, a small focused sales team can perform well when partners are doing the sourcing and filtering upstream.

Sid Upadhyay
Co-Founder and CEO of WizeHire

Prove Your GTM Motion in One Vertical Before Expanding to Others

WizeHire’s entire go-to-market was built on a simple discipline: go deep in one vertical before touching the next. Sid started exclusively in real estate, and the work was anything but glamorous. As he described it, “the first industry that we ran, real estate, which today just is a humming background industry for us, it was finding a community or a group of niche customers that were really receptive to this very different thing that we were doing.” That focus let the team develop a repeatable motion they could actually systematize. Sid is clear that there are no shortcuts to this stage: “In the early days, you have to be willing to do that work and then build systems that let you scale.” The patience paid off. “Today we do this in dozens of industries and dozens of communities.”

Jennifer Dulski
CEO and Founder of Rising Team

Turn Your First Customers Into Proof of Your Expansion Motion

Jennifer Dulski’s first major customer was Bank of Hawaii, an unlikely early adopter for a tech platform. The account came through an introduction, and as Jennifer described it, “sometimes it just takes a passionate early adopter and you wouldn’t think necessarily of a bank as being an early adopter, but in this case they had a CEO who said, yeah, I really see the potential here.” From there the motion played out in full: “we started with a pilot. The pilot went extremely well. Then they rolled out to more of their organization and within. I think under six months, they decided to push it out to the whole company.” As Jennifer noted, “the early adopters of the product have probably seen the most benefit, too.” The first customer does not need to fit the profile you expected. It needs to have a champion willing to bet on potential. Land the pilot, deliver the result, and let the expansion write the case study that sells the next account.

Anthony Mironov
CEO and Co-Founder of Wingspan

Invest in Customer Stories Before Scaling Demand Gen

When Wingspan needed to cut through a crowded market, Anthony identified customer stories as what was working. “What’s been resonating recently is elevating our customer stories of customer success,” he said, adding that the company had “really high NPS score, best in class net dollar retention” and that “our customers really love our product.” The signal that made customer stories worth doubling down on was how customers themselves described the experience: “Over and over I hear how they’ve been searching for something like Wingspan for 20-25 years and they’re really proud of sharing their story.” Customers weren’t just satisfied, they were relieved. “That’s what we’re doubling down on right now, is play where we win.” When customers say they have been searching for something like yours for decades, that emotion is your best marketing asset. Capture those stories before you spend on demand gen. A buyer who hears relief in a customer’s voice is already halfway convinced.

Mike Fitzsimmons
CEO and Co-Founder of Crosschq

Stay Personally Involved in High-Value Deals at Every Stage

Handing off sales to a team does not mean stepping away from the deals that matter most. Mike Fitzsimmons built out a full enterprise sales organization at Crosschq, but maintained direct involvement in any deal above a certain size. “There’s not a deal happening in our company now that I’m not touching in some capacity if it’s of a certain scale.” He frames this not as a failure to delegate but as a structural reality of selling high-consideration enterprise software. “You’re still involved, you still got your fingers on it. I’m not sure you ever really get away with that. I don’t care what scale you get to.” Buyers making high-stakes commitments want to know the person accountable for the vision is still in the room. Build the sales team, but stay close to the deals that matter.

Andres Blank
Co-Founder and CEO of Fetcher

Identify Your Differentiator Early and Keep Sharpening It as You Scale

In a market where every competitor sounds the same, Andres argued that the ability to articulate what makes you different is the first thing that has to work: “the most important thing that you can do to stand out is, first, really understand what your differentiator is and being able to verbalize that very quickly.” He connected that clarity to a concrete outcome, explaining that “that’s how you get your foot in the door and then eventually the proof is in the pudding with your clients, right? If you do well, you’re just going to get a lot of referrals and that’s how you grow.” He also pushed back on the idea that differentiation is only an early-stage concern: “as we get bigger, it becomes less of an issue because it’s a little bit more proven, but you still have to continue pressing on that differentiation to keep building on that, to be even more and more differentiated.” The clearer you can articulate what makes you different, the easier it is to get in the door. The better you deliver on it, the less you have to explain it. 

Jason Lavender
CEO and Co-Founder of Electives

Prioritize Buyers Who Can Close Without Procurement Approval

Jason made a deliberate choice to start with 50-300 person tech companies, specifically because the buying process was fast. “In our first year in market, we intentionally had a lot of conversations with companies that I would say are around 50 to 300 employees, mostly tech companies, kind of Series B or C or later.” These companies had lean people ops teams stretched thin across DEI, manager training, and employee experience, which made outsourcing to a platform an easy yes. The key insight was speed: “They move quickly. They’re not the large enterprises where procurement teams and other teams may slow down the people ops team.” That early traction eventually created inbound pull from larger accounts, and as Jason noted, “what we quickly realized as we got pulled in more from an inbound perspective into the call it 1000 to 10,000 employee space, was that there’s so many folks within a company that are overseeing learning in some capacity.” Early traction compounds fastest when buyers can say yes without asking anyone else. Start with the companies where the decision maker and the budget owner are the same person, close quickly, and let those wins create the inbound pull that gets you into larger accounts.

Barb Hyman
CEO and Founder of Sapia AI

Run a Structured Pain Session Before Every Product Demo

Barb identified one of the most common and costly sales mistakes founders make: letting prospects drive the sales process straight to a product demo before fit has been established. “We’ve just let the customer lead us through our sales process rather than us being really disciplined and going, no, we need to first know whether or not you’re in our sweet spot, and we need to hear that from you and you need to own that. And then we’re all clear on why we’re having the demo in the next conversation.” The fix was building a mandatory pain discovery step before any product showing. “We have this whole pain session we do now, which is, this Persona tells us what they find frustrating. This is what this Persona tells us. Does this sound like you? How do you feel about that? And we really just force them to share and talk because people are so keen to get into the product and see this new sexy thing and what it does.” As Barb put it, “that sequence and that investment of time is probably the most important learning that’s made a difference to our success in terms of  our ROI and our time.”

Sloane Barbour
CEO and Founder of Engin

Own Founder-Led Sales Until Volume Becomes the Constraint

Sloane ran founder-led sales for three years and treated it as the primary revenue driver the entire time. His framework for when to stay in it was straightforward: “the founder led sales, it scales if you’re doing very large deals and you can pull them in and have a team to help onboard and close. But it obviously doesn’t scale if you’re trying to do like a ton of volume.” He didn’t start thinking about an SDR until the business gave him a concrete reason to. As he expanded into mid-market alongside enterprise, the math changed: “we’re expanding into both the enterprise and also starting to see some really good mid-market pickup where we can use more volume of meetings. And that becomes the limiting factor at a certain point.” Until that moment arrived, he kept it simple: “I’ve been doing founder-led sales for three years and it’s been successful and I’ll continue to do it and it’ll be our primary way to hit the number.”