Jason Lemkin


35 Quotes

"Given employee data lives across dozens of systems, point solutions cannot solve remote employment holistically – they solve symptoms, not root causes."
Jason Lemkin
Rippling and the return of ambition
"Apple released its iconic Apple II computer in 1977 with just 25 employees. One engineer built the file system, one engineer built the input/output, and one engineer built the graphics."
Jason Lemkin
Rippling and the return of ambition
"Microsoft, too, shipped its first operating system with just 100 employees."
Jason Lemkin
Rippling and the return of ambition
"Even in the late 1990s, Google was launched with just 4 employees."
Jason Lemkin
Rippling and the return of ambition
"Accelerating growth in teams and revenue masked declining productivity per employee."
Jason Lemkin
Rippling and the return of ambition
"For each playbook you follow, you’re outsourcing your strategy in return for jumpstarting the respective function."
Jason Lemkin
Rippling and the return of ambition
"But cheap cash, big teams, and playbook dependence come at a cost: incrementalism."
Jason Lemkin
Rippling and the return of ambition
"Incrementalism is squandering Silicon Valley’s potential. Many of the nation’s most talented people are iterating on a tiny product surface area. First principles thinking is being replaced by shortcuts like NPS optimization and bookings-to-burn ratios."
Jason Lemkin
Rippling and the return of ambition
"But I worry the opposite is true: most companies sink far too many resources into menial tasks instead of company building."
Jason Lemkin
Rippling and the return of ambition
"For fast-growing startups, this overhead requires sacrificing precious time and elevating burn rates."
Jason Lemkin
Rippling and the return of ambition
"It’s not surprising that total factor productivity has stagnated, despite an explosion of productivity software tools promising the opposite. Not only do point solutions fail to accelerate productivity, their sprawl is actually slowing things down:"
Jason Lemkin
Rippling and the return of ambition
"Its strategy starts with the employee record, contextualizing each employee within the company. As the source of truth for employee data, Rippling can solve the administrative crisis holistically across software systems."
Jason Lemkin
Rippling and the return of ambition
"Many software companies are started opportunistically, so their product roadmaps are evolutionary."
Jason Lemkin
Rippling and the return of ambition
"But the CEO and co-founder Parker Conrad built Rippling through intelligent design. Each product has a whitepaper, each funding round has a written memo."
Jason Lemkin
Rippling and the return of ambition
"The relative ease of building point solution SaaS products drove hordes of new startups to saturate every niche of business system software, optimizing for depth over breadth."
Jason Lemkin
Rippling and the return of ambition
"It was looking to solve the employee management problem, requiring coordination across employee data silos."
Jason Lemkin
Rippling and the return of ambition
"Parker started with the employee data asset: by building on top of the employee record, Rippling could develop a compound product quickly."
Jason Lemkin
Rippling and the return of ambition
"Rippling abstracted this common infrastructure into Unity: a set of middleware capabilities on top of its employee graph."
Jason Lemkin
Rippling and the return of ambition
"Rippling only needs to build middleware once, and then can amortize the investment across all its modules, freeing engineers to work on new product functionality."
Jason Lemkin
Rippling and the return of ambition
"SaaS playbooks focus on efficiency metrics like maintaining a 1:1 ratio of NNARR to burn – this inadvertently discourages ambition, trading off long-term upside for a narrow definition of efficiency."
Jason Lemkin
Rippling and the return of ambition
"Rippling, on the other hand, has R&D spend that is off the charts compared to other companies of its size."
Jason Lemkin
Rippling and the return of ambition
"Accumulating advantages are rare in software. You can increase brand and product depth, but things get harder as startups scale: as your customer acquisition engine saturates the core market, incremental customers become more expensive to acquire and likelier to churn."
Jason Lemkin
Rippling and the return of ambition
"Bundling is Rippling’s accumulating advantage that offsets classical diseconomies of scale."
Jason Lemkin
Rippling and the return of ambition
"CAC paybacks decrease. Growth accelerates. Retention improves. Cross-sell rates increase."
Jason Lemkin
Rippling and the return of ambition
"Of course, an expansive product increases contract sizes, and thus LTV. But a bundled product also drives sales and marketing efficiencies."
Jason Lemkin
Rippling and the return of ambition
"Once customers know you’re a multi-trick pony, they’ll start looking to you for new product offerings."
Jason Lemkin
Rippling and the return of ambition
"Bundling comes with risks. Because Rippling is bigger than a single software market, it doesn’t neatly fit into each of its product’s Gartner categories, making it harder to find customers."
Jason Lemkin
Rippling and the return of ambition
"Unconventional for a company of Rippling’s size, Parker has no executive assistant. This means you can’t simply slide onto his calendar."
Jason Lemkin
Rippling and the return of ambition
"Rippling’s expansive product strategy requires a unique modular org structure. Each product has a relatively autonomous GM and engineering team."
Jason Lemkin
Rippling and the return of ambition
"Each micro-startup gets to leverage the technical infrastructure, distribution engine, and existing customer base of a large company."
Jason Lemkin
Rippling and the return of ambition
"When employees ask Parker for meetings, he is known to show up at their desk to confront the issues in real-time."
Jason Lemkin
Rippling and the return of ambition
"If you let others define your product category and follow accepted playbooks, you’re playing the game on others’ terms, including their market size."
Jason Lemkin
Rippling and the return of ambition
"Most narrowly, in HRIS, Rippling could steal market share from incumbents including ADP, Paychex, and Workday, representing over $40b in combined revenue."
Jason Lemkin
Rippling and the return of ambition
"Rippling also controls software distribution as the provisioner of end-user licenses, giving it leverage over the business software ecosystem."
Jason Lemkin
Rippling and the return of ambition
"Its wedge was a data asset, not a narrow product. It doesn’t let SaaS metrics dictate its strategy."
Jason Lemkin
Rippling and the return of ambition

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