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Riley Szulc - Product Round

Date: 2026-03-03
Interviewer: Riley Szulc (Senior PM)
Format: Panel week, Product Round
Overall feel: Fast-paced, not as conversational/"vibey" as expected. Felt underprepared due to competing priorities but managed okay.

Riley's Context


Q1: Simplicity in Products/Workflows

Question: Procurify is known for broad feature sets but relatively simple processes/workflows. How do you get simplicity into workflows and products?

Andrea's answer: Drew on Lalamove experience -- joined at a couple dozen people, left when it was thousands across multiple markets. At that scale, clarity and simplicity were critical for the company to scale appropriately. Three principles:
1. Repetition -- important things are reframed and re-communicated, but ultimately with the same core message
2. Communication cadence -- structured rhythm to support that repetition
3. Visuals -- visual notes, flowcharts, diagrams to help audiences understand what's going on

Also emphasized that culture and communication were essential to supporting simplicity at scale.

What she thought but didn't say out loud: Everyone needs to be speaking the same language -- using the same terms, shared vocabulary as a driving force for simplicity at scale.

Self-assessment: Answer didn't land well. Knew the topic but couldn't phrase the response well in the moment -- partly a first-question warmup issue. The question was about product/workflow simplicity but the answer skewed toward communication principles. Should have clarified the question. The visuals point could also be read as contradicting simplicity since flowcharts can imply complexity.


Q2: Redesigning for Simplicity / "Cutting to the Bone"

Question: When redesigning a process for simplicity, how do you know if you've reduced too much -- "cut it down to the bone"?

Andrea's answer:
- Simplification is usually driven by user feedback -- frustration and impatience are clear indicators of what needs cutting
- But friction isn't always bad -- sometimes it's required for critical things like compliance
- Measuring success vs. over-cutting:
- Successful simplification → sudden drop in complaints/feedback (satisfied users don't report back, they just use it)
- Over-simplification → new uptick in feedback where users notice missing capabilities or use cases that were cut
- Example: a workflow that previously served several use cases gets oversimplified, removing one or two use cases -- users will surface that something they relied on is gone

Self-assessment: Hard question to answer because it was abstract. Would have appreciated a more specific example to anchor on.


Q3: Tracking Impact of Product Changes (R&D ROI)

Question: For product changes (e.g., a customer dashboard redesign), how would you track whether changes are strategically sound and moving the needle?

Andrea's answer:
- First understand current behavior and expectations across different teams using the same surface -- a redesign can have outsized impact on specific users based on existing usage patterns
- Example: a user who checks a specific chart in the top-left corner daily -- if that moves, even if it's still on initial load, the impact may be larger than expected
- Pair quantitative data (clicks, engagement, analytics -- work closely with data/analytics teams) with qualitative feedback from customers
- Impact tracking isn't just for customers -- also internally for the business, depending on the business intent behind the change

Follow-up (Riley pushed harder): How would you communicate impact tracking internally, say first 30/60 days after a feature launch?

Andrea's refined answer:
- Drew on experience building an internal knowledge base at Ting
- Established a specific cadence for communicating to cross-functional teams
- Created and repeatedly pointed teams to a single central location for consistent updates and progress tracking
- Structure: broad/glanceable summary on initial access for all teams, with an index for deeper dives into specific details relevant to certain teams
- Incorporated feedback: if teams identified missing dimensions of tracking, she'd add those. Also proactively surfaced new insights discovered through ongoing tracking
- Always emphasized: one canonical place, easily accessible, consistently updated

Self-assessment: Initial answer was too unspecific for his unspecific question. Once Riley reframed to 30/60 day internal tracking, she understood better and gave a stronger, more grounded answer.


Q4: GTM Misalignment with Product/Engineering

Question: Describe a situation where GTM teams (sales, marketing) were misaligned with product and engineering. How did you approach and resolve it?

Andrea's answer (Ting phased rollout):
- Situation: Internal platform required a phased rollout -- product/engineering insisted on it due to risk, but GTM teams hated it because it created operational complexity (different workflows, communications, messages, and systems across markets over time)
- Approach:
1. Educated GTM teams on why phased rollout was necessary for risk reduction
2. Took GTM input on what would make the process less painful and operationally simpler for them
- Resolution: Agreed to start with markets that were:
- More homogenous (less variation)
- Limited in scope (manageable)
- More stable (customers more likely to forgive initial hiccups)
- Once initial markets validated the approach and teams aligned on what the rollout looked like, they completed the full rollout successfully

Self-assessment: This went well. When Riley asked for a specific example from experience, Andrea was able to structure and deliver the response much more clearly than the earlier abstract questions.


Themes & Takeaways

What worked:
- Specific experience-based answers (Ting phased rollout, knowledge base) were strongest
- Feedback/sentiment signals for measuring simplification was a solid framework
- Dashboard redesign answer showed good instinct for user empathy and pairing quant + qual

What to improve:
- Q1 on simplicity -- answer was about communication principles, not product/workflow design. Need a better framework for product simplicity specifically
- Prepare for abstract "how would you approach X" questions with concrete anchoring examples ready to deploy
- When a question feels unclear, ask for clarification rather than powering through
- Should have been better prepared overall given the panel week stakes

Signals from Riley:
- The 30/60 day tracking question felt like something Procurify is already doing or building toward
- Strong focus on operational PM skills: measuring, communicating, simplifying -- consistent with the role being "Product Strategy & Operations"