About This Episode
In this episode of Reimagining Company Culture, we’re chatting with Andrew Zuckerman, VP Head of People at Kin. Within his role, Andrew builds the HR department to meet the needs of the rapidly growing organization.
About The Guest
Andrew focuses on building out the HR function for private, VC-funded tech firms in Chicago. He currently works at Kin Insurance, where he built the HR department to meet the needs of a rapidly growing organization. Prior to Kin, Andrew worked at Imagination Publishing, a privately held content marketing tech start-up. There, he ran both the HR and Operations function, simultaneously scaling both the business and the HR function to support growth on all ends. Andrew started his career in large, international companies such as the advertising agency, Foote Cone and Belding (FCB) and the tech company, Lyft, Inc.
Episode Breakdown

Andrew Zuckerman has spent his career building HR functions inside fast-growing, venture-backed Chicago tech companies. As VP and Head of People at Kin Insurance, he is doing what most senior HR leaders do at some point in their careers but rarely talk about openly: designing the HR department from the floor up to keep pace with rapid growth. His conversation on Reimagining Company Culture focused on what holistic company culture actually means in that environment, and how a small people team can build the foundations that scale instead of constantly putting out fires.

The interesting thing about Andrew's perspective is that he treats culture as architecture, not as decoration. Most early-stage companies inherit culture from their founders. The people leader's job is to take whatever cultural patterns exist, reinforce the parts worth keeping, and design infrastructure for the parts that need to scale. That requires both judgment and patience.

Why Holistic Means More Than Comprehensive

The word "holistic" gets used so loosely it has stopped meaning much. Andrew's framing was specific. Holistic company culture is the deliberate alignment of values, operating practices, and lived experience so that what employees actually feel matches what the company says it stands for. MIT Sloan research on workplace culture shows that culture is the single best predictor of high attrition, more than burnout or compensation. The companies that fail at culture do not fail because they have bad values. They fail because their operating choices contradict the values.

SHRM research on workplace culture reinforces the link between culture and retention. Workers in positive cultures are nearly four times more likely to stay. The drivers are not slogans. They are the daily experience of being respected, valued, and given meaningful work.

How to Build Culture Architecture from Scratch

Where do you start in a 50-person company?

Andrew's approach is to start with the moments that matter most: hiring practices, onboarding, performance feedback, and how the company handles hard conversations. Get those right and the rest of culture has a chance. Skip them and the rest of culture cannot compensate.

How do you scale culture without losing what made it work?

By codifying the implicit. Early-stage cultures run on personal relationships and shared context. Growing companies have to translate those into documented practices, training, and operating norms that new hires can absorb without needing to know the founding team personally. The translation work is unglamorous, but it is what keeps culture alive at scale.

What Actually Works in Building Holistic Culture

Principle 1: Build EVP consistency end-to-end

The promise the company makes to candidates needs to match the experience employees have once they join. That sounds obvious. Most companies still get it wrong because the candidate-facing brand is owned by recruiting and the employee experience is owned by HR, with little stitching between them. Andrew advocates for explicit alignment so that what candidates hear is what employees live.

Principle 2: Treat onboarding as a culture investment, not a logistics task

Onboarding is the highest-impact moment to teach culture. Early hires absorb in their first 90 days more about how the company actually works than they will absorb in the next 18 months. Companies that under-invest in onboarding are paying for it in subtle culture drift later.

Principle 3: Use feedback systems to surface culture in real time

Culture cannot be measured by survey alone, but surveys plus other signals catch most of what matters. AllVoices' pulse surveys and HR case management capabilities help small people teams catch cultural drift early, including the patterns that show up first in case data before they show up in engagement scores.

Where ER and Culture Connect

Holistic culture work sits inside broader investments in company culture and human resources. The teams that get this right treat ER as a culture signal, not just a compliance function. Patterns in ER cases reveal where the values are not being lived. Engagement scores reveal where teams are losing connection to the broader culture. Both are essential inputs for any leader trying to keep culture healthy as the company grows.

How HR translates culture intent into culture practice

The mature pattern is to identify three or four cultural commitments and embed them into operating decisions. Hiring criteria. Promotion criteria. Performance feedback. Manager training. Recognition practices. Companies that translate values into criteria see their culture compound. Companies that leave values on a poster see them quietly erode.

Frequently Asked Questions About Holistic Company Culture

What is the biggest cultural risk during fast growth?

Drift. The company hires faster than it teaches culture. New employees learn the culture from whoever is closest to them, which means culture varies wildly across teams within a year. Investing in onboarding, manager development, and ongoing culture conversations is what slows the drift.

How do you know if culture is healthy?

Watch lagging indicators (retention, engagement, performance) alongside leading indicators (manager rhythm, ER case patterns, internal mobility). Culture problems usually show up in leading indicators six to nine months before they show up in lagging ones.

What about companies whose founder culture was strong but informal?

Codify the parts that scale. Most founder cultures rely on personal relationships, high context, and shared trust. Those things do not survive scale unmodified. The work is to translate the spirit of the founder culture into documented practices that work for thousands of people, not just the original team.

How does compensation fit into culture?

Compensation is necessary but not sufficient. Companies with strong cultures and average pay outperform companies with high pay and weak cultures on retention. The combination of fair compensation plus strong culture is the actual goal, but compensation alone cannot rescue a struggling culture.

How do you handle culture during difficult business periods?

By being honest about the trade-offs. Culture is not the absence of difficulty. It is how difficulty is handled. Companies that cut transparently, support people respectfully, and explain decisions clearly tend to retain culture even through hard quarters. Companies that hide, dissemble, or minimize tend to erode culture exactly when they need it most.

Andrew also pointed out that early-stage HR teams should think about the trade-offs of every cultural commitment. Some commitments expand options for the company. Others limit options. Both can be valuable, but leaders need to be honest about which is which. The companies that build culture deliberately make those trade-offs explicit, document the reasoning, and revisit them as the company grows. The companies that drift through them end up with cultures that look intentional from the outside and feel arbitrary from the inside.

The Bottom Line for HR Leaders

Andrew's perspective from inside a fast-growing tech company makes a clear argument. Holistic company culture is built deliberately or it builds itself by accident, usually badly. The companies that get it right invest in the architectural decisions: hiring criteria, onboarding, feedback systems, manager development, and the alignment between candidate-facing brand and employee experience. They treat culture as a system that compounds, not as a marketing layer that decorates.

The deeper truth is that culture is not separable from the rest of the business. The companies that try to treat it as a separate workstream end up with HR programs that decorate the surface while operating choices erode the substance. The companies that integrate culture into everyday decisions end up with the engagement, retention, and performance benefits that culture is supposed to deliver.

See how AllVoices helps people teams build the architecture that supports a holistic, scalable culture.

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Building a Holistic Company Culture with Andrew Zuckerman
Episode 71
About This Episode
In this episode of Reimagining Company Culture, we’re chatting with Andrew Zuckerman, VP Head of People at Kin. Within his role, Andrew builds the HR department to meet the needs of the rapidly growing organization.
About The Guest
Andrew focuses on building out the HR function for private, VC-funded tech firms in Chicago. He currently works at Kin Insurance, where he built the HR department to meet the needs of a rapidly growing organization. Prior to Kin, Andrew worked at Imagination Publishing, a privately held content marketing tech start-up. There, he ran both the HR and Operations function, simultaneously scaling both the business and the HR function to support growth on all ends. Andrew started his career in large, international companies such as the advertising agency, Foote Cone and Belding (FCB) and the tech company, Lyft, Inc.
Episode Transcription

Andrew Zuckerman has spent his career building HR functions inside fast-growing, venture-backed Chicago tech companies. As VP and Head of People at Kin Insurance, he is doing what most senior HR leaders do at some point in their careers but rarely talk about openly: designing the HR department from the floor up to keep pace with rapid growth. His conversation on Reimagining Company Culture focused on what holistic company culture actually means in that environment, and how a small people team can build the foundations that scale instead of constantly putting out fires.

The interesting thing about Andrew's perspective is that he treats culture as architecture, not as decoration. Most early-stage companies inherit culture from their founders. The people leader's job is to take whatever cultural patterns exist, reinforce the parts worth keeping, and design infrastructure for the parts that need to scale. That requires both judgment and patience.

Why Holistic Means More Than Comprehensive

The word "holistic" gets used so loosely it has stopped meaning much. Andrew's framing was specific. Holistic company culture is the deliberate alignment of values, operating practices, and lived experience so that what employees actually feel matches what the company says it stands for. MIT Sloan research on workplace culture shows that culture is the single best predictor of high attrition, more than burnout or compensation. The companies that fail at culture do not fail because they have bad values. They fail because their operating choices contradict the values.

SHRM research on workplace culture reinforces the link between culture and retention. Workers in positive cultures are nearly four times more likely to stay. The drivers are not slogans. They are the daily experience of being respected, valued, and given meaningful work.

How to Build Culture Architecture from Scratch

Where do you start in a 50-person company?

Andrew's approach is to start with the moments that matter most: hiring practices, onboarding, performance feedback, and how the company handles hard conversations. Get those right and the rest of culture has a chance. Skip them and the rest of culture cannot compensate.

How do you scale culture without losing what made it work?

By codifying the implicit. Early-stage cultures run on personal relationships and shared context. Growing companies have to translate those into documented practices, training, and operating norms that new hires can absorb without needing to know the founding team personally. The translation work is unglamorous, but it is what keeps culture alive at scale.

What Actually Works in Building Holistic Culture

Principle 1: Build EVP consistency end-to-end

The promise the company makes to candidates needs to match the experience employees have once they join. That sounds obvious. Most companies still get it wrong because the candidate-facing brand is owned by recruiting and the employee experience is owned by HR, with little stitching between them. Andrew advocates for explicit alignment so that what candidates hear is what employees live.

Principle 2: Treat onboarding as a culture investment, not a logistics task

Onboarding is the highest-impact moment to teach culture. Early hires absorb in their first 90 days more about how the company actually works than they will absorb in the next 18 months. Companies that under-invest in onboarding are paying for it in subtle culture drift later.

Principle 3: Use feedback systems to surface culture in real time

Culture cannot be measured by survey alone, but surveys plus other signals catch most of what matters. AllVoices' pulse surveys and HR case management capabilities help small people teams catch cultural drift early, including the patterns that show up first in case data before they show up in engagement scores.

Where ER and Culture Connect

Holistic culture work sits inside broader investments in company culture and human resources. The teams that get this right treat ER as a culture signal, not just a compliance function. Patterns in ER cases reveal where the values are not being lived. Engagement scores reveal where teams are losing connection to the broader culture. Both are essential inputs for any leader trying to keep culture healthy as the company grows.

How HR translates culture intent into culture practice

The mature pattern is to identify three or four cultural commitments and embed them into operating decisions. Hiring criteria. Promotion criteria. Performance feedback. Manager training. Recognition practices. Companies that translate values into criteria see their culture compound. Companies that leave values on a poster see them quietly erode.

Frequently Asked Questions About Holistic Company Culture

What is the biggest cultural risk during fast growth?

Drift. The company hires faster than it teaches culture. New employees learn the culture from whoever is closest to them, which means culture varies wildly across teams within a year. Investing in onboarding, manager development, and ongoing culture conversations is what slows the drift.

How do you know if culture is healthy?

Watch lagging indicators (retention, engagement, performance) alongside leading indicators (manager rhythm, ER case patterns, internal mobility). Culture problems usually show up in leading indicators six to nine months before they show up in lagging ones.

What about companies whose founder culture was strong but informal?

Codify the parts that scale. Most founder cultures rely on personal relationships, high context, and shared trust. Those things do not survive scale unmodified. The work is to translate the spirit of the founder culture into documented practices that work for thousands of people, not just the original team.

How does compensation fit into culture?

Compensation is necessary but not sufficient. Companies with strong cultures and average pay outperform companies with high pay and weak cultures on retention. The combination of fair compensation plus strong culture is the actual goal, but compensation alone cannot rescue a struggling culture.

How do you handle culture during difficult business periods?

By being honest about the trade-offs. Culture is not the absence of difficulty. It is how difficulty is handled. Companies that cut transparently, support people respectfully, and explain decisions clearly tend to retain culture even through hard quarters. Companies that hide, dissemble, or minimize tend to erode culture exactly when they need it most.

Andrew also pointed out that early-stage HR teams should think about the trade-offs of every cultural commitment. Some commitments expand options for the company. Others limit options. Both can be valuable, but leaders need to be honest about which is which. The companies that build culture deliberately make those trade-offs explicit, document the reasoning, and revisit them as the company grows. The companies that drift through them end up with cultures that look intentional from the outside and feel arbitrary from the inside.

The Bottom Line for HR Leaders

Andrew's perspective from inside a fast-growing tech company makes a clear argument. Holistic company culture is built deliberately or it builds itself by accident, usually badly. The companies that get it right invest in the architectural decisions: hiring criteria, onboarding, feedback systems, manager development, and the alignment between candidate-facing brand and employee experience. They treat culture as a system that compounds, not as a marketing layer that decorates.

The deeper truth is that culture is not separable from the rest of the business. The companies that try to treat it as a separate workstream end up with HR programs that decorate the surface while operating choices erode the substance. The companies that integrate culture into everyday decisions end up with the engagement, retention, and performance benefits that culture is supposed to deliver.

See how AllVoices helps people teams build the architecture that supports a holistic, scalable culture.

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