20d ago
$196,733 - $258,212 per year

Senior Director, Strategic Finance & Enterprise Planning

United StatesUnited States·DallasRemotesenior
OtherStrategic Finance
1 views0 saves0 applied

Quick Summary

Key Responsibilities

Lead key components of the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans, targets, and investment decisions.

Requirements Summary

12+ years of experience in finance, FP&A, corporate strategy, investment banking, consulting, or a related strategic finance role. Experience leading or supporting annual planning, budgeting,

Technical Tools
OtherStrategic Finance

Hi, we're Oscar. We're hiring a Senior Director, Strategic Finance and Enterprise Planning to join our Strategic Finance team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the Role

~1 min read

The Senior Director of Strategic Finance & Enterprise role will help lead the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans, targets, and executive-ready materials. You will also drive the strategic investment process by building business cases, evaluating trade-offs, and supporting resource allocation toward the company's highest-priority initiatives. You bring FP&A or strategic finance experience, excellent financial modeling and the judgment to influence senior stakeholders.

You will report into the VP, FP&A.

Responsibilities

~1 min read
  • →Lead key components of the annual operating plan cycle, partnering with Finance, Strategy, and business leaders to translate company priorities into financial plans, targets, and investment decisions.
  • →Partner with business leaders to evaluate strategic investment opportunities, assess trade-offs, and ensure capital and operating resources are allocated against the company's highest-priority initiatives.
  • →Build financial models, business cases, and decision frameworks to support investment prioritization, ROI assessment, and long-range value creation.
  • →Develop clear reporting and insights on plan performance, investment progress, risks, and opportunities for senior leadership.
  • →Support executive discussions by synthesizing complex financial and operational inputs into concise recommendations.
  • →Identify opportunities to improve planning accuracy, resource allocation, and investment discipline across the organization.
  • →Compliance with all applicable laws and regulations
  • →Other duties as assigned

Requirements

~1 min read
  • 12+ years of experience in finance, FP&A, corporate strategy, investment banking, consulting, or a related strategic finance role.
  • Experience leading or supporting annual planning, budgeting, forecasting, long-range planning, or capital allocation processes.
  • Strong financial modeling, analytical, and business case development skills.
  • Influence senior stakeholders and drive alignment across cross-functional teams.
  • Excellent communication skills, with the ability to turn analysis into clear executive-level recommendations.
  • Strong project management skills and comfort operating in complex, fast-paced environments.
  • High degree of ownership, and ability to balance strategic thinking with operational execution.

Nice to Have

~2 min read
  • Experience in similar roles in strategy consulting, financial services, or insurance industries (ex: private equity, venture capital, investment banking)
  • Strong preference for healthcare industry experience and deep market knowledge.
  • Advanced degrees or professional designations, such as an MBA or CFA.

This is an authentic Oscar Health job opportunity.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

Pay Transparency:  Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

Location & Eligibility

Where is the job
Dallas, United States
Remote within one country
Who can apply
US

About this job

Pay per year
$196,733–$258,212 a year
237% above the $67,500 median for Other jobs on Jobera (115,377 salaries).
Who can apply
United States
Posted
20 days ago
Employer
has 245 open jobs on Jobera.

Listing Details

Posted
September 25, 2026
First seen
September 25, 2026
Last seen
October 15, 2026

Posting Health

Days active
19
Repost count
0
Trust Level
47%
Scored at
October 15, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust

We’re making a healthier life accessible and affordable for all.

Employees
1,001-5,000
View company profile
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Senior Director, Strategic Finance & Enterprise Planning$196,733 - $258,212 per year