Asking Questions Can Improve Conversion—By 5%
Most growth professionals treat signup flows like sacred ground. Every field is scrutinized. Every click measured. The doctrine is simple: remove friction, increase conversion. Laura Schaffer broke that rule late one Friday night at Twilio, slipping a few onboarding questions into the flow without formal approval. She braced for the numbers to crater.
They didn't. Conversion went up 5%. No personalization downstream. No clever follow-up sequence. Just questions. The insight challenged years of orthodoxy: sometimes adding friction clarifies intent, and clarity converts better than speed.
I'm fully expecting, okay, this is gonna like hurt our numbers, but maybe it won't be so bad. And I'm gonna be prepared to advocate the power of this data that we're getting. And we start to get the data for this thing. I'm like getting an improved conversion. Like we, there's no personalization, nothing past it, just the questions. It improved conversion by like 5%.
— Laura Schaffer
Schaffer's experience at Twilio and now Amplitude revolves around a central conviction: executives lose touch with customers faster than they realize. The nature of senior leadership—constant meetings, strategic planning, board decks—creates distance from the actual humans using the product. That gap is where career-making insights live, if you know how to surface them.
Your Superpower Is Customer Proximity, Not Your Manager's Advocacy
Schaffer's career framework inverts the typical playbook. Most people grind within their role, keep spreadsheets of wins for performance reviews, and hope their manager fights for their promotion. Schaffer calls this limiting. You're constrained by your manager's influence, the trajectory of your specific role, and the political realities of your org chart. Managers leave. Budgets freeze. Perception calcifies.
Her approach: build your own brand by becoming the person who knows customers better than anyone else. At Bandwidth, her first real job, she was hired into sales. Within months she noticed she was repeating the same answers to the same questions. She proposed putting the information online so customers could self-serve. The GM didn't dismiss her—he told her to go build it. That project, called the e-commerce manager, moved her out of sales entirely.
Your executive team and executive teams at companies are often very sharp, but the nature of their day-to-day just does not link them with customers. That means that over time, especially as a company grows, they often lose access to some of the best insights.
— Laura Schaffer
At Twilio, she joined product marketing in 2014. The company was adamant that developers loved how easy Twilio was. Tweets and anecdotes reinforced this belief. Schaffer heard something different talking to customers: Twilio was getting harder to use. New products added complexity. New markets brought less motivated users. The gap between executive conviction and customer reality was widening.
She started writing a Voice of the Customer digest and sharing it internally. People asked to be added to the list. It became a quarterly session open to all of product. CEO Jeff Lawson started attending. Within a year, Schaffer pitched the creation of Twilio's first growth team. Andre Crowe, employee number 7 and a Lawson confidant, backed her publicly. The pitch sailed through annual planning.
Cameo and the Pandemic Growth Trap
When Schaffer dissected Cameo's rise and fall on the Reforge podcast, her diagnosis was blunt: misattribution. Cameo's 2020 revenue spike to $100 million wasn't product-market fit maturing—it was a collision of temporary forces. Celebrities had nothing else to do. Live events were canceled. Fans were bored and flush with stimulus cash. Cameo treated the surge as validation and scaled hiring, bought an NFT business, acquired a talent agency.
The company knew the limitations before COVID. Schaffer met with them in 2019 and told them directly: this isn't a real marketplace. It's a seller-distributed transactional platform with no demand-side retention. Buying a Cameo is infrequent—a birthday, maybe a holiday. Low frequency, low AOV, and no SEO moat meant the model was fragile. Growth was driven by word of mouth and Instagram DM outreach to celebrities, which worked until it didn't.
Companies that did it well looked at it as what it was. Like, this is a temporary giant boost in brand awareness and getting people in the door, and then how do we have a very deliberate pivot strategy for when those accelerants go away?
— Laura Schaffer
Schaffer contrasts Cameo with companies like DoorDash and Instacart, which also spiked during lockdowns but managed to convert some pandemic habits into durable retention. Cameo didn't. It scaled for a world that was already disappearing. She argues the right move would have been sequencing: use the tailwind to build subscription models, B2B use cases, or anything that created repeat behavior. Instead, Cameo optimized for more celebrities and more one-off transactions.
Self-Serve Pricing Is a Symphony, Not a Spreadsheet
Ten months into her role at Amplitude, Schaffer shipped the company's first self-serve paid plan, called Plus. Before that, the jump was brutal: free trial to a five-figure sales contract. She describes it as a staircase with a missing step—a giant abyss you had to leap across if you wanted to pay.
Layering self-serve into a sales-led motion is politically and technically complex. Pricing and packaging is a symphony, she says. Every tier has to play well together. People are bad at predicting what they'll pay. Usage varies wildly by persona. Internal opinions fracture along functional lines.
Where we disagree, instead of like sitting in meetings over and over and trying to like get everyone to align, just recognize we're not gonna agree. What's the hypothesis we're gonna go with? What's the strongest counter-hypothesis? Let's pay attention to that.
— Laura Schaffer
Schaffer used a hypothesis and counter-hypothesis framework to cut through the noise. For the ten most divisive pricing decisions, the team documented both sides, picked one to ship, and monitored the counter-hypothesis closely during soft launch. Reception has been strong. The approach mirrors her broader philosophy: ship, measure, iterate. Don't wait for perfect consensus.
A/B Testing, Gut, and When Lightning Strikes
Schaffer is skeptical of growth teams that over-index on A/B testing. She's built experimentation platforms at Twilio and knows their limits. The problem isn't the rigor—it's the opportunity cost. Testing everything means shipping slowly. Small, incremental lifts pile up, but they rarely create breakout growth.
She prefers gut calls on big bets and rigorous testing on the details. If something is working across multiple dimensions—qualitative feedback, engagement metrics, word of mouth—that's lightning in a bottle. Double down fast. Don't wait for a 95% confidence interval. The best growth loops echo in multiple chambers at once, not just one data point.
At Twilio, the onboarding question experiment wasn't pre-validated with user research. It was a hunch, shipped late on a Friday. The 5% lift came from understanding that users wanted to be understood, even if it added a step. That kind of insight doesn't come from dashboards. It comes from talking to customers, listening to their frustration, and testing a belief before the committee weighs in.
Build Your Brand by Sharing What You Know
Schaffer's advice for anyone stuck in their career: stop waiting for your manager to carve a path. Share what you know. If you're good at communicating with brevity, write a guide and post it in Slack. If you're in a customer-facing role, compile insights and distribute them. The goal isn't self-promotion—it's building a reputation as someone who solves problems outside the narrow scope of your job description.
At Twilio, the Voice of the Customer digest became her calling card. People started viewing her as the person who understood developers' pain points. That brand opened doors: the growth team, the experimentation platform, eventually the VP role at Rapid and now Amplitude. None of it required her manager to advocate for her, though it made their advocacy easier.
The framework works because it's accessible. Every role requires understanding customers. Every company values people who can translate customer pain into product direction. The gap between what executives believe and what customers experience is always wider than anyone admits. Fill that gap, and you'll never lack for opportunity.
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