Pie Insurance

VP, Legal

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Employer Provided Salary: 235,000-300,000 Annually
Salary data is provided by the employer. Please note this is not a guarantee of compensation.

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.


Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

The Vice President of Legal will serve as a key leader in our organization, overseeing all legal matters, providing strategic legal guidance, and ensuring compliance with all relevant laws and regulations. This role will involve managing a team of legal professionals and collaborating closely with executive leadership to protect and advance the company's legal interests. The Vice President of Legal will be a hands-on leader and play a critical role in shaping the company's legal strategy, managing risk, and supporting business growth.

How You’ll Do It

Legal Leadership, Strategy, and Execution

  • Develop and execute the company's legal strategy, aligning it with overall business goals and objectives.
  • Provide proactive legal research and counsel to executive leadership and other key stakeholders on a wide range of legal issues, including contracts, compliance, intellectual property, employment law and employee relations, and litigation.
  • Stay up-to-date of changes in laws and regulations that could impact the company's operations and provide guidance on necessary adjustments.
  • Manage the legal department's budget, resources, and external legal counsel relationships.
  • Oversee a small team and execute on day-to-day operations associated with Pie’s corporate legal function, including mergers & acquisitions (M&A), corporate governance, taxes, capital fundraising (private equity and venture capital), securities, shareholders, and company law.  
  • Act as Equity Plan administrator.

Team Management

  • Lead and mentor a team of legal professionals, fostering their professional growth and development.
  • Oversee the day-to-day operations of the legal department, ensuring efficient and effective legal support to all areas of the business.
  • Active participation and collaboration with the legal team to draft, review, and negotiate a variety of contracts and agreements, including commercial and financial transactions, customer agreements, distribution partner agreements, employment and consulting agreements, and other company agreements. Partner closely with Finance and Enterprise Tech as part of an organization-wide Procurement process. 
  • Develop and implement best practices, policies, and procedures to streamline legal operations.
  • Choose and oversee outside counsel as necessary.

Compliance and Risk Management

  • Ensure the company's compliance with all applicable laws and regulations, proactively identifying and mitigating legal risks.
  • Lead the company’s Enterprise Risk Management (ERM) program, and collaborate closely with other senior leaders to ensure compliance across all teams. 
  • Manage regulatory filings, licenses, and permits to ensure compliance with industry-specific requirements.
  • Develop and oversee the company's ethics and compliance program, promoting a culture of ethics and integrity throughout the organization. Maintain the corporate compliance program, code of conduct, privacy program, review, investigate and report on whistleblower actions, and prepare training.
  • Oversee investigations and responses to legal disputes, including litigation and alternative dispute resolution.

Stakeholder Engagement

  • Build strong relationships with internal stakeholders, including executive leadership, to understand their legal needs and provide strategic guidance.
  • Collaborate with external partners, including outside counsel and regulatory agencies, as needed to represent the company's interests.
  • Act as the primary point of contact for legal matters and provide regular updates to the executive team and the Board of Directors.
  • Act as Corporate Secretary, keeping minutes, drafting and preparing resolutions, maintain corporate records, advise others on matters related to corporate governance.

 The Right Stuff

  • Bachelor's Degree and a Juris Doctor degree (JD) from an accredited law school is required. 
  • An active membership in good standing with the Bar Association is required. Must be admitted to the Bar Association in the state where you practice.
  • A minimum of 10 years of legal experience, with a significant portion in a leadership role within a corporate legal department or law firm.
  • An  understanding and experience working in the insurance industry is required. P&C insurance experience, especially commercial lines and reinsurance, is highly preferred. 
  • Strong expertise in contract law, corporate governance, intellectual property, employment law, and regulatory compliance.
  • Proven experience managing and developing legal teams, with a track record of successful leadership.
  • Excellent communication and negotiation skills, with the ability to convey complex legal concepts to non-legal stakeholders.
  • Demonstrated ability to make sound legal judgments and provide practical solutions to complex legal issues.
  • Experience in industries subject to heavy regulation is a plus.
  • Familiarity with legal technology and tools to enhance department efficiency is preferred.


Base Compensation Range

$235,000$300,000 USD

Compensation & Benefits 
  • Competitive cash compensation
  • A piece of the pie (in the form of equity)
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work 

Our goal is to make all aspects of working with us as easy as pie. That includes our offer process. When we’ve identified a talented individual who we’d like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate’s knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges. 

Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information 

Unless otherwise specified, this role has the option to be hybrid or remote. Hybrid work locations provide team members with the flexibility of working partially from our Denver or DC office and from home. Remote team members must live and work in the United States* (*territories excluded), and have access to reliable, high-speed internet.

Additional Information

Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.

Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.

Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.  

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What are Pie Insurance Perks + Benefits

Volunteer in local community
Open door policy
OKR operational model
Pair programming
Open office floor plan
Flexible work schedule
Pie provides employees with a flexible work schedule that includes Core hours.
Remote work program
Pie-oneers can work where they are most productive, whether that's in the office or from home.
Highly diverse management team
Hiring practices that promote diversity
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Pet insurance
Mental health benefits
Financial & Retirement
401(K) matching
Company equity
Performance bonus
Child Care & Parental Leave
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.
Family medical leave
Return-to-work program post parental leave
Vacation + Time Off
Unlimited vacation policy
Generous PTO
Generous PTO policy
Paid volunteer time
Paid holidays
Paid sick days
Office Perks
Commuter benefits
Company-sponsored outings
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Onsite office parking
We offer team members a parking subsidy.
Relocation assistance
Home-office stipend for remote employees
All Pie-oneers receive both a one time lump sum stipend when they join Pie as well as a monthly stipend to help them cover any work from home expenses like internet and phone bills.
Onsite gym
Professional Development
Lunch and learns
Promote from within
Online course subscriptions available

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