Talking People Ops with Cindy Gordon, VP of People at Policygenius Inc.

Ramage Zaki
Crescendo — Inclusive Workplaces Blog
7 min readMar 14, 2019

We recently had an insightful chat with Cindy Gordon, VP of People at Policygenius Inc. Policygenius is the nation’s leading online insurance marketplace, with a focus on making it easy to find and buy insurance.

Cindy Gordon, VP of People at Policygenius Inc

Policygenius just expanded earlier this year to offer home insurance and auto insurance. They also offer a way for consumers to compare and buy life, disability, and pet insurance. For consumers looking to shop for health, renters, and travel insurance, they do that too! They have a wealth of content to help consumers navigate their finances, no matter where they are in their financial protection journey.

Prior to Gordon’s role with Policygenius, she was Head of People at Oscar Health Insurance. She also spent 10+ years at McKinsey in roles spanning HR/benefits, recruiting, and professional development.

Below, Gordon shares her top tips on:

  • How to build up the people function at your organization
  • Avoiding common mistakes in the early stages
  • Fostering a diverse and inclusive workplace
  • Easing the transition for employees when scaling

Gordon emphasizes the importance of communication with leaders, managers, and employees in every step of the process.

Interview with Cindy Gordon, VP of People at Policygenius Inc.

Stefan: Can you tell me a bit about yourself?

Cindy: I‘m currently the VP of People at Policygenius, where I started as the 20th employee — now we have around 175 employees! Before Policygenius, I was Head of People at Oscar Health Insurance, a health insuretech company, when we scaled from 80 to 550 employees within a two-year period. Prior to Oscar, I grew up at McKinsey & Company through a variety of roles under the people umbrella.

Over the past three years at Policygenius, my goal has been to help attract, fulfill, and develop our employees. Helping employees, leaders, and teams navigate their way is what truly makes my work meaningful.

As my side hustle, I own a fashion consulting business. The common thread between my work at Policygenius and my small business is that I get the opportunity to guide people in expressing themselves, albeit in very different ways. I also have a 9-year-old yorkie poodle, Bert, who means the world to me — he’s more like my child than my pet!

GETTING STARTED ON BUILDING THE PEOPLE FUNCTION

“Instead of jumping right into deliverables like performance reviews or developing our hiring strategy, we needed to make sure that we had the right values in place that rang true to our founders’ vision and would resonate with people, both internally and externally.”

Stefan: What were your 3 biggest priorities when getting started with the people function at Policygenius?

Cindy: At the start, there wasn’t much built in terms of people infrastructure, but our founders Jen and Francois were ahead of the curve because they valued the people function enough to invest in it early-on, which was amazing! We were very much on the same page in terms of our people and talent philosophy and that was part of why we were able to work together on this so effectively.

To break down my strategy into three key points, I started with clarifying our values, then worked with executive leadership to map out specifics around role expectations, and simultaneously focused on making our hiring strategy and onboarding practices more consistent.

  1. Putting our values first as the foundation
    Instead of jumping right into deliverables like performance reviews or developing our hiring strategy, we needed to make sure that we had the right values in place that rang true to our founders’ vision and would resonate with people, both internally and externally. We turned the essence of our mission statement into 6 tangible values. We didn’t want them to be superfluous words that you hang on the wall. We wanted to put them to the test in how we conduct interviews, evaluate performance, and make tough decisions. We have even woven our values into our skill development competencies. It was important to set those out right at the beginning.
  2. Working with department heads on competencies and rubrics for every function
    We wanted to ensure that whichever position we needed to fill had clear requirements for success in the role and reflected our values to best serve Policygenius’ needs. We were able to do that because of the first step. For example, one of our values is to ‘work the problem,’ which is one of the most highly-valued competencies at our company. We have made certain to clearly lay out what we mean by problem-solving, and our founders lead training modules every quarter to teach folks our approach.
    It is an iterative process working with department heads and managers each time a new role or function is added. All of our competencies have also been made publicly available on Policygenius’ intranet page. For example, if someone from our customer success team is interested in being a software engineer, they reference the rubric online.
  3. Hiring & Onboarding Clarity
    In thinking about Policygenius’ talent model, we wanted to make sure there was a clear and consistent thread from the moment a hiring manager makes a job requisition all the way through to an employee progressing into bigger roles over time. The goal of getting someone through the door can be too short-sighted and does not set up a new hire for success.
    Before a job post goes live on our career site, we work on crafting very clear job specifications that feed into our skill development competencies so new hires know exactly what success can look like in their roles. We also have developed a fairly robust set of onboarding modules at company, functional, and direct team levels to ensure our new hires have all of the information they need to hit the ground running after their first 90 days. Also, building a framework for people managers and setting expectations from the outset with new hires is the start of a long-term, trust-based relationship.

AVOIDING EARLY MISTAKES

“While benchmarking is super helpful, I realized that there may be times that you will need to focus on your company’s individual needs and tailor to that.”

Stefan: Looking back on your past experience, is there anything you can think of that you would have done differently?

Cindy: The ongoing theme in what I would have done differently is definitely related to communication. Specifically:

  1. Keeping leaders in the loop
    I made the mistake of assuming that my co-founders knew where I was in my process for building out performance management. I didn’t intend on launching performance reviews immediately because my plan was to first map out our skill development rubrics so people knew what was expected of them before being evaluated. I fell short by not providing my co-founders with insight and context up front. Previewing and mapping out my strategy with clear steps would have helped to avoid misunderstandings.
  2. Understanding your organization’s own unique needs
    The people function was invested in very early on at Policygenius, and this is fairly uncommon. As a result, it was difficult for me to benchmark my department’s organizational needs against other organizations — even if we were similar in overall size and stage. While benchmarking is super helpful, I realized that there may be times that you will need to focus on your company’s individual needs and tailor to that. Others are not necessarily in the same position as you are, or going through the same stages, so what works for someone else may not work for you. We wanted to continue investing in the people function for scale, which required more people on my team in comparison to other companies at a similar funding stage.
  3. Invest in what you need, but test it out!
    As is the case with many fast-growing companies, we needed to maintain a balance of spending and scaling our processes efficiently. One area I knew I wanted to invest in was performance management software — and I managed to nab a great deal! At face value, the platform appeared to serve our needs, but I made the mistake of not thoroughly testing it out and vetting enough stakeholders. In the end, the platform was buggy and created more churn. Putting more effort in up front via thorough testing and preparation would have mitigated the risk of extra work and stress later on.

STEPS TO BUILD THE PEOPLE FUNCTION AT YOUR ORGANIZATION

Stefan: Do you have any advice for anyone building up the people function at their organization right now?

Cindy: I cannot emphasize enough the importance of clear communication and dialogue. I would specifically relate that to ensuring that the organization’s leaders understand your strategy, thinking about how best to support your function, and understanding the individual needs of the organization and its employees. To explain in more depth:

  1. Give context to your plan and be clear with leaders on your direction
    Leaders have very specific goals they want to achieve and know what their needs are. When you’re setting out to align and support them in those needs, keep them onboard and be clear how you are fulfilling their goals. We are the experts in the people space and what comes clearly to us does not come so clearly to others — our vision is on us to communicate.
  2. Think about scale and how best to support the process
    Don’t be afraid or discouraged from asking for resources — this is where benchmarking can come in handy! As an internal function, we have this inclination to do things ‘efficiently’ to save the company money — but we are doing ourselves a disservice and taking away valuable support if we do not ask for what we need. Remember, you can only do your best when you have the right tools in place. Be open to discussing that with leaders. Maybe even get one-off buy-in from a few stakeholders in advance!
  3. Get to know the needs of your employees
    There is no script for how to work with your employees or best support them. It varies company to company, employee to employee, human being to human being. Understand that the needs are very individualized. Meet with employees and really get to know them. Take part in that important dialogue.

Read full article at getcrescendo.co.

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