Pie Insurance
Denver, CO

Chief of Staff

| Greater Denver Area
We are an insurtech company where smart people can see the impact of their work as we tackle meaningful problems together. We work with small businesses using technology and innovation to improve how they access insurance. Like our small business clients, we are a diverse team of builders, dreamers, and entrepreneurs. So, at the heart of every decision we make is the idea that if it doesn’t serve our clients, it doesn’t serve us. 
Today, all Pie-oneers are working remotely and will continue to do so until it is safe to return to the office. As a remote team member, you will be expected to be available for meetings with team members in other time zones and have access to reliable, high-speed internet.
Our ideal candidate for this role will sit in our DC office with our CEO or in our Denver office with our President once it is safe to do so. We are open to remote candidates who are open to heavy travel (50%) when our offices reopen. We are also open to relocating within the next 12-18 months.
How You'll Do It
As Pie’s Chief of Staff, you’ll report directly to our CEO and work closely with him in addition to our President and executive team. You will work to drive business initiatives forward, streamline cross functional communication and objectives, and have a direct impact on Pie’s efficiency and productivity. This is a high visibility role and your executive presence, operational excellence and strategic thinking will be a multiplier for Pie’s executive team.

Strategic Initiatives and Special Projects

  • Support the CEO in evaluating and researching strategic opportunities
  • Lead special projects critical to the CEO and Pie’s executive team
  • Lead regular competitive analysis and updates

Strategic Planning

  • Collaborate with the FP&A team to drive Pie’s regular planning and forecasting process
  • Partner with executive leadership to understand impact of strategic initiatives and build them into the near and long term plans
  • Organize strategic planning with Pie executives and leaders to ensure Pie effectively plans for 10, 5, 3, and 1 year time horizons
  • Hold strategic planning stakeholders accountable for deliverables and follow ups related to strategic planning

Organize and Lead Pie’s OKR process

  • Manage Pie’s OKR process with executive and leader stakeholders to ensure Pie develops annual and quarterly OKRs to achieve our vision
  • Collaborate with executive leadership to develop, monitor, and report on Pie’s quarterly and annual OKRs
  • Collaborate with Pie executives and leaders to extend the OKR framework throughout the company with departmental and individual OKRs

Executive Operations and Internal Communications

  • Participate in all Executive Team meetings and drive the agenda and capture/track follow ups
  • Attend executive leadership’s team meetings across the company to ensure strategic alignment across teams, raising disconnects and identifying risks
  • Collaborate with key stakeholders to drive effective All Hands meetings

Board of Directors & Investor Relations

  • Act as a project manager for Board of Director meeting preparation and slide deck completion
  • Prepare and track action items from board meetings
  • Prepare quarterly investor updates for distribution

The Right Stuff

  • 7 years of diverse experience including strategic management consulting, investment banking, strategic business development, and/or business operations (bizops) in a high growth environment
  • BA/BS required
  • MBA or equivalent years of experience preferred 
  • Proven experience organizing and collaborating with multiple teams and stakeholders at all levels
  • Experience planning, leading and executing strategic initiatives, leading change and promoting strong collaboration. Must have demonstrated ability be effectively influential without having direct authority
  • Excellent project management skills and history of successful execution of project goals
  • Excellent oral, written and interpersonal communication skills
  • Dedicated to versatility and efficiency with an ability to act nimbly and adapt to changing priorities
  • Ability to form strong relationships across the business
  • Bias for action and calm under pressure
  • Ability to think strategically and call out potential risks and solutions

Pie Perks

  • Competitive salary
  • A piece of the Pie (in the form of stock options)
  • Comprehensive health plans
  • Generous Vacation 
  • Paid sick leave 
  • Commuting allowance
  • Future focused 401k match
  • Modern office space with onsite gym
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work and recognized with our monthly culture award. 
  • Generous parental leave

Our Achievements
Pie Insurance Named a Top Colorado Company 2020
Pie is rated Excellent by our customers on Trustpilot
Check out our great reviews from current and former employees on Glassdoor
Pie raises an additional $127M in funding

See More
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Where we are

1755 Blake St , Denver, CO 80202

Technology we use

  • Engineering
    • .NETLanguages
    • C#Languages
    • PythonLanguages
    • ReactLibraries
    • ReduxLibraries
    • MongoDBDatabases
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What are Pie Insurance Perks + Benefits

Culture
Partners with Nonprofits
Friends outside of work
Eat lunch together
Intracompany committees
Pie Insurance has a group of Culture Ambassadors from across the organization. This group creates content and hosts activities that reflect our values and foster collaboration, and fun!
Daily stand up
Open door policy
Team owned deliverables
Group brainstorming sessions
Pair programming
Open office floor plan
Diversity
Highly diverse management team
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Onsite Gym
Retirement & Stock Options Benefits
401(K)
401(K) Matching
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
We provide up to 16 weeks of parental leave for the primary caretaker. Pie also provides 16 weeks of leave for the secondary caretaker.
Flexible Work Schedule
Pie provides employees with a flexible work schedule that includes Core hours.
Family Medical Leave
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
Generous PTO policy
Paid Holidays
Paid Sick Days
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Parking
We offer team members a parking subsidy.
Relocation Assistance
Professional Development Benefits
Lunch and learns
Cross functional training encouraged
Promote from within

An Insider's view of Pie Insurance

How does your team reward individual success?

Our Customer Care team rewards success by giving "snaps" in team and company slack channels. We like to verbally recognize people in our team meetings by giving them a shout out and telling them they are valuable to the team and are appreciated! It is important to also be conscious of how people like to be recognized and not put people "on blast".

Seika

Customer Success Working Team Lead

How do you collaborate with other teams in the company?

As a Sales Manager, I work closely with Underwriting & Customer Care on improving our processes to be more efficient from quote to issuance. With Marketing, I help with campaign initiatives to roll out to new and old prospects. I also connect with our UX & Product Teams to provide feedback on ways to enhance our online quote flow for our customers.

Marty

Inside Sales Manager

Jobs at Pie Insurance
16

All Jobs
All Jobs
Finance
Data + Analytics
Dev + Engineer
HR + Recruiting
Operations
Product
Project Mgmt
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Chief of Staff

Pie Insurance
Greater Denver Area
3 days ago
+38
As Pie’s Chief of Staff, you’ll report directly to our CEO and work closely with him in addition to our President and executive team. You will work to drive business initiatives forward, streamline cross functional communication and objectives, and have a direct impact on Pie’s efficiency and productivity. This is a high visibility role and your executive presence, operational excellence and strategic thinking will be a multiplier for Pie’s executive team.

Back-end Software Engineer (Remote, USA Only)

Pie Insurance
Remote
4 days ago
+38
Senior Engineers are innovative, driven by engineering excellence and create code that is a joy for other engineers to maintain and is highly testable. Rapid problem-solving is one of your core competencies. You’ll be collaborating with other world-class engineers to drive automation, leverage our analytics, and create awe-inspiring user experiences. The systems you develop will be large and must be highly resilient. This is a dynamic startup environment; you must love working on a design in the morning and performing root cause analysis on a production issue in the afternoon.

Staff Front-End Engineer (Remote)

Pie Insurance
Remote
4 days ago
+38
As a Staff Front-End Engineer at Pie Insurance, you’ll be a member of one of the teams within engineering that are responsible for delivering platforms and applications that are transforming the commercial insurance market. You will have access to cutting edge technological tools, and have a huge opportunity to impact Pie’s growth at scale.

Staff Back-End Software Engineer

Pie Insurance
Greater Denver Area
4 days ago
+38
Staff Engineers are innovative, driven by engineering excellence and create code that is a joy for other engineers to maintain and is highly testable, and act as technical leads across the organization. They are capable of stretching themselves by exploring the unknown and helping technically guide the organization. Rapid problem-solving is one of your core competencies. You’ll be collaborating with other world-class engineers to drive automation, leverage our analytics, and create awe-inspiring user experiences. The systems you develop will be large and must be highly resilient. This is a dynamic startup environment; you must love working on a design in the morning and performing root cause analysis on a production issue in the afternoon.

Staff Front-End Engineer

Pie Insurance
Greater Denver Area
4 days ago
+38
Stafft Engineers are innovative, driven by engineering excellence and create code that is a joy for other engineers to maintain and is highly testable. Rapid problem-solving is one of your core competencies. You’ll be collaborating with other world-class engineers to drive automation, leverage our analytics, and create awe-inspiring user experiences. The systems you develop will be large and must be highly resilient. This is a dynamic startup environment; you must love working on a design in the morning and performing root cause analysis on a production issue in the afternoon. 

Senior Back-End Software Engineer

Pie Insurance
Greater Denver Area
4 days ago
+38
Senior Engineers are innovative, driven by engineering excellence and create code that is a joy for other engineers to maintain and is highly testable. Rapid problem-solving is one of your core competencies. You’ll be collaborating with other world-class engineers to drive automation, leverage our analytics, and create awe-inspiring user experiences. The systems you develop will be large and must be highly resilient. This is a dynamic startup environment; you must love working on a design in the morning and performing root cause analysis on a production issue in the afternoon.

Software Development Engineer in Test - (SDET)

Pie Insurance
Greater Denver Area
4 days ago
+38
As a Software Development Engineer in Test, you’ll be an instrumental member of Pie’s growing Engineering team. You will own and build quality solutions to support our large-scale backend systems and microservices. This will involve writing and using automation to consistently test code and get it ready for production. Cross-functional partnership will also be instrumental in this position: a good SDET will be the champion of quality within your team, ensuring quality-focused approaches from both development and product. You will work with various teams across the company to understand testing requirements and then execute these tests using automation.

Senior Product Manager - Insurance Systems

Pie Insurance
Greater Denver Area
4 days ago
+38
As a Senior Project Manager, Insurance Systems you will leverage your deep knowledge of workers’ compensation insurance to shepherd the build-out of innovative and easy-to-use applications supporting our insurance businesses. These include, but are not limited to: policy management, compliance satisfaction, certification exercises, audit, renewals, payment and billing applications, rating and pricing, as well as iterative improvement in each domain. You will consistently question why insurance has done things the way they have, and deliver innovative answers as to how we should do them.

Data Engineer

Pie Insurance
Greater Denver Area
1 week ago
+38
As a Data Engineer at Pie Insurance, you’ll be a member of the team responsible for transforming the commercial insurance market by delivering best-in-class data architecture solutions and driving more accurate data-driven decision making. Our team is looking for an experienced data engineer. We expect you’ll have spent at least 3 years in the data warehouse and/or data analytics space. Of course, you’ll also need certain skills and abilities to do the work.

Sr. Product Manager

Pie Insurance
Greater Denver Area
1 week ago
+38
 We are an insurtech company where smart people can see the impact of their work as we tackle meaningful problems together. We think it’s fun to disrupt an industry that has been slow to change. But we aren’t shaking things up for the sake of change, we’re here to solve big problems using technology and an innovative approach to improve how small business owners access insurance. Like our small business clients, we are a diverse team of builders,

Premium Audit Manager

Pie Insurance
Greater Denver Area
1 week ago
+38
As one of our in-house workers’ comp experts, you’ll help Pie to lead and guide the audit program. You will continue to fine tune audit processes; with an eye towards crafting lean processes and automating the audit journey for our customers and partners. As the Premium Audit Manager, you will use your leadership experience to mentor existing Pie-oneers (employee relations and development), as well as recruit and hire new team members for your expanding department. Setting specific and measurable KPIs/goals, along with measurement and feedback discussions will be imperative with this role. You will also have key involvement in loss control, audit billing, and aged receivable functions, working to continually enhance and automate these functional areas.

Audit Advocate

Pie Insurance
Greater Denver Area
1 week ago
+38
Pie offers small business owners the independence to buy a workers’ compensation insurance policy with modern ease of service. The Premium Audit Advocate is responsible for conducting premium audits. You will understand how premium audits fit into the policy lifecycle; working closely with our customers to conduct these audits virtually and over the phone. The Premium Audit Advocate works to make sure we are not over charging our customers for their policy. You will do this by conducting a review of the insured’s payroll documents while also engaging the customer in a discussion of their business. Having great interpersonal skills will be of importance for this position as you will be a ‘face of Pie’ to our customer and partners. Additionally, a strong attention to detail will be crucial in examining the insured’s information and generating final audit reports. In this role you are an advocate, helping to communicate effectively, while sharing knowledge and educating our customers along this process

Senior Full-Stack Software Engineer

Pie Insurance
Greater Denver Area
2 weeks ago
+38
Senior Engineers are innovative, driven by engineering excellence and create code that is a joy for other engineers to maintain and is highly testable. Rapid problem-solving is one of your core competencies. You’ll be collaborating with other world-class engineers to drive automation, leverage our analytics, and create awe-inspiring user experiences. The systems you develop will be large and must be highly resilient. This is a dynamic startup environment; you must love working on a design in the morning and performing root cause analysis on a production issue in the afternoon.

Customer Success Associate - Audit Department

Pie Insurance
Greater Denver Area
2 weeks ago
+38
At Pie we are pie-oneering a new approach to insurance. As a rapidly growing insurtech startup, we are disrupting an industry that is ripe for change. We focus on small business, and each Pie-oneer has the opportunity to help small business owners achieve their dreams through accessible and affordable workers compensation coverage. Pie has an inclusive, values driven culture, where hard working self-driven team members have limitless growth

Underwriter, Workers' Compensation

Pie Insurance
Greater Denver Area
3 weeks ago
+38
Our Underwriters are on the front lines, interacting with our customers all day, every day. Every underwriting call, email and message has a profound impact on our business and our reputation. The average day in the life of a Pie Underwriter - today - involves a high volume of daily transactions ranging from making underwriting decisions to issuing a certificate of insurance. We expect your role will evolve quickly as Pie grows. 

Underwriting Associate

Pie Insurance
Greater Denver Area
3 weeks ago
+38
Working at Pie Insurance as an Underwriting Associate requires adapting your skills and experience to a cutting edge, data-driven approach to risk management. Our data-centric approach to underwriting is unparalleled, and we are disrupting the small business insurance market, one customer at a time.  As we grow and scale our young business, our team is evolving our underwriting guidelines and processes, finding and achieving new efficiencies every day. This evolution demands flexibility in our thinking and a constant, pragmatic refinement in how we interact with our customers and evaluate their businesses. To be successful in this role, we balance a service orientation with a closing mentality, evaluating the risk of our customers’ businesses while building a robust portfolio.