Director of Finance

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Chicago, IL, USA
Hybrid
144K-181K Annually
Fintech • App development
We're in the business of what ought to be.
The Role

PEAK6 InsurTech knows that technology rules just about everything, which is why we wanted to bring insurance to the 21st century. We threw the rule book out the window and are forging our own path in the industry, and we want you to join us.
Joining PEAK6 InsurTech won't lead you to just a job, it will lead you to a true career path. We value our employees, understand their career aspirations, and support them in their goals by making sure they have opportunities to develop and advance in a multitude of ways. At its heart, PEAK6 InsurTech, along with our subsidiaries We Insure and Team Focus Insurance Group, is focused on epic innovation and trail-blazing technology to serve our customers and partners better. Learn more about joining and growing in our future-focused environment - and being epic with us!
We are seeking an experienced Director of Finance to oversee our accounting, finance operations and FP&A functions. This role will take full ownership of day-to-day accounting, financial reporting, budgeting, forecasting, and strategic financial planning and modeling. Additionally, the role will focus on profitability analysis for business segments and develop, implement, and maintain client pricing models as well as collaborate with functional leaders for continuous improvements and savings. The ideal candidate will be a hands-on, analytical thinker with a solid understanding of the insurance industry and technologies.
Key Responsibilities:

  • Accounting & Compliance:
  • Build out an efficient finance function including evaluating current talent and sourcing the right skillsets for accounting, finance operations and FP&A
  • Manage the month end close process across the direct businesses, including supporting the preparation, review, and finalization of monthly and annual financial reports.
  • Collaborate with other corporate accounting teams on functions pertaining to accounts payable, procurement, treasury, payroll, general accounting and FP&A.
  • Maintain and enhance the general ledger and chart of accounts.
  • Assist and drive the evaluation, management and maintenance of software tools for effective and efficient accounting and financial reporting.
  • Lead the year-end financial audit with external auditors and internal staff with no material inadequacies.
  • Identify and drive process improvements, automation and standardization that will result in greater efficiencies as well as ensure the accuracy of financial statements to decrease exposure to financial misstatements and insure a close time cycle aligned with corporate.
  • Financial Planning & Analysis (FP&A):
    • Assist in analysis and growth of the business through enhanced reporting and due diligence for potential M&A and client onboarding.
    • Lead FP&A activities, including financial reporting, variance analyses, client profitability analysis, budgeting, forecasting, and long-term financial planning.
    • Build, implement and maintain client pricing models to support financial decision-making and client partnerships.
    • Lead fiscal responsibility efforts with functional leaders across Insurtech including analysis and modeling of potential solutions/savings
  • Business Partnering:
    • Foster relationships with business leaders to ensure finance is acting as a partner to the business.
    • Develop and enhance relationships with clients to ensure billing and other finance needs are met, as well as keeping a pulse on any foreseeable impacts to the business.


Requirements:

  • Bachelor's degree in Accounting or Finance; CPA preferred
  • Strong month end close experience including multi sub consolidations
  • Experience building and leading effective and efficient teams
  • Financial Planning and Analysis experience preferred
  • US GAAP and FASB knowledge
  • Experience with NetSuite is preferred
  • 7+ years of experience in complex multi entity organization
  • Insurance service industry experience a plus
  • Cross-functional experience operating in a complex organization
  • Strong project management, planning and organization skills, including ability to handle and prioritize multiple projects in a fast-paced environment
  • Continuous improvement attitude: ability to seek out and implement internal or external best practices
  • Strong analytical ability and perseverance to solve problems with high attention to detail
  • Strong commitment to ethics and integrity


This position is Hybrid. 3 days in the office.
Office Location: Downtown Chicago
Why join the PEAK6 InsurTech Team?
The PEAK6 InsurTech Difference:

  • Medical, Dental, Vision, Life, Pet; Flexible Spending Account
  • Competitive Salaries
  • 401K Match
  • Work-Life Balance: Personal Days, PTO Days, 12 Paid Holidays, Two Paid Days for Volunteer Service, Paid Parental Leave
  • Short and Long-Term Disability
  • Employee Support Programs, Including Mental Health
  • Tuition Reimbursement
  • Matching Charitable Gift Program
  • Lucrative Referral Program
  • Commuter Benefits
  • Flexibility: Remote and Hybrid Opportunities Available


Founded by PEAK6 Investments in 2021, PEAK6 InsurTech began with the vision to challenge the status quo of the insurance industry and to revolutionize it. Along with our subsidiaries We Insure and Team Focus Insurance Group, we know it's not about the corporation, it's about the people. At its heart, PEAK6 InsurTech focuses on developing and implementing innovative technology and processes to serve its customers better. Whether propelling the insurance industry to run more efficiently or bringing together diversified businesses that span the entirety of the insurance lifecycle, PEAK6 InsurTech is dedicated to democratizing insurance and giving customers the power to choose.
SALARY RANGE
$144,400-$180,500

What the Team is Saying

Devin Blizniak
Isaac Stern
Courtney Schroeder
Paul Whalen
Erik Heinz

PEAK6 Compensation & Benefits Highlights

  • Healthcare Strength Medical, dental, and vision insurance are paired with an Employee Assistance Program and mental‑health resources via BCBSIL. PPO/HSA options and wellbeing resources are highlighted as part of the core package.
  • Retirement Support A “robust” 401(k) company match is explicitly promoted as part of the total rewards. Some postings also reference HSA contribution matching alongside other financial wellness supports.
  • Parental & Family Support Paid parental leave and adoption assistance are included, with an onsite Mother’s Room noted on benefits listings. Family medical leave is referenced alongside hybrid flexibility that can support caregivers.

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The Company
HQ: Austin, TX
1,900 Employees
Year Founded: 1997

What We Do

PEAK6 is not your typical investment firm. Here, we build and invest in businesses that span from finance and insurance to esports and education — and we're always seeking new opportunities. We're not defined by one industry or market. We activate "what is" into "what ought to be" through world-class technology, operational excellence, and purposeful design. We're in the business of doing, creating, and building the world with innovation and democratization in mind. Our team of opportunistic thinkers are generating new ideas while constantly improving, refining, and activating past ones. At PEAK6, it's not just our investments that make use great, but our people that make us valuable.

Why Work With Us

Ordinary doesn't apply here. We look for people who aren’t afraid to take chances, who bet on themselves and do it with confidence. People that dream up big ideas and ways to execute them. Epic storytellers, nimble problem solvers, imaginative entrepreneurs, and change-makers are all welcome.

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