Business Strategy and Planning Director – Chief of Staff

Posted 2 Hours Ago
Be an Early Applicant
San Antonio, TX, USA
In-Office
114K-218K Annually
Senior level
Insurance
The Role
Leads strategy execution and organizational effectiveness as a chief-of-staff partner to senior leadership. Oversees strategic initiatives, operating rhythms, business and operational planning, executive communications, budgeting, workforce planning, risk management, and cross-functional alignment. Translates strategy into execution, monitors progress and risks, supports research and analysis, and drives governance for complex initiatives across the organization.
Summary Generated by Built In

Why USAA?

At USAA, our mission is to empower our members to achieve financial security through highly competitive products, exceptional service and trusted advice. We seek to be the #1 choice for the military community and their families.

Embrace a fulfilling career at USAA, where our core values – honesty, integrity, loyalty and service – define how we treat each other and our members. Be part of what truly makes us special and impactful.

We are proud to support active-duty military spouses. USAA roles may offer remote or hybrid flexibility for active-duty military spouses consistent with applicable policy and business needs.

The Opportunity

The Business Strategy and Planning Director – Chief of Staff is a strategic and operational partner to the leadership team, responsible for driving execution, accountability, and organizational effectiveness across the department. This role leads team operating rhythms, including business reviews, team and leadership meetings; oversees strategic initiatives and the broader team book of work  to ensure progress and alignment; manages departmental budgeting and workforce planning in partnership with Finance; and develops executive communications that translate team activities into clear outcomes for senior leadership. The ideal candidate is highly organized, proactive, and experienced in research-driven environments, with the ability to provide visibility into priorities, identify risks, and enable effective decision-making. 

We offer a flexible work environment that requires an individual to be in the office 4 days per week. This position is based in San Antonio, TX. Relocation assistance is not available for this position.

What you'll do:

  • Drives the development and coordination of components within the overarching strategy for the Function.
  • Works with executive management to establish strategic and operational framework that establishes enables short and long-term business goals and key results.
  • Develops specific processes to manage the business strategic and operational planning process.
  • Drives the alignment of business process and frameworks to enterprise strategy, process and framework.
  • Partners with senior-level leaders across functions and channels to develop near- and long-term visions and roadmaps and works with business leaders to manage transition from strategy to execution.
  • Maintains responsibility of integration of change management plans, project documentation and strategies for large, complex business specific initiatives that often impact the organization and/or enterprise.
  • Identifies strengths and weaknesses to evaluate operational effectiveness by establishing best practices and management routines to address gaps.
  • Guides team members as they perform research and analysis.
  • Supports executive leadership by leading the design, coordination, and governance of the annual strategic planning and operational planning processes.
  • Leads and motivates cross-functional team members in strategy and operational plan development and implementation.
  • Ensures risks associated with business activities are effectively identified, measured, monitored, and controlled in accordance with risk and compliance policies and procedures.

What you have:

  • Bachelor's degree; OR 4 years of relevant education and/or experience.
  • 8 years of experience influencing and managing communication to senior executives, internal colleagues through concise, official and regular updates on status, progress, strategies and roadmaps.
  • Experience with business planning consultation experience to include developing business strategy for short-term and/or long-term goals.
  • Experience influencing and managing communication to senior executives, internal colleagues through concise, official and regular updates on status, progress, strategies and roadmaps.
  • Extensive experience in Project Management.
  • Strong business acumen in financial services or related industry, and a proven ability to balance strategic thinking with practical implementation skills.
  • Experience working with clients/customers to realize business issues and develop a strategy for the business's direction from the gathered insights.
  • Develop and deliver executive-level communications, presentations, business reviews, and leadership updates that clearly convey team priorities, outcomes, risks, and strategic recommendations.
  • Manage the department's annual budget and ongoing financial planning processes, partnering closely with Finance to monitor spend, forecast expenses, and support effective resource allocation.
  • Lead workforce planning activities, including headcount forecasting, organizational planning, and talent investment decisions to align resources with business priorities and growth objectives

What sets you apart:

  • Thrives in a fast-paced, dynamic environment with competing priorities, tight deadlines, and evolving business needs.
  • Operates effectively in a highly matrixed organization, building strong partnerships and influencing stakeholders across multiple teams and levels.
  • Experience supporting organizations focused on research, customer/member insights, voice-of-customer, or voice-of-member programs preferred.
  • Demonstrated ability to navigate ambiguity, drive alignment, and coordinate complex initiatives across diverse stakeholder groups.

Compensation range: The salary range for this position is: $114,080 – 218,030

Compensation: USAA has an effective process for assessing market data and establishing ranges to ensure we remain competitive. You are paid within the salary range based on your experience and market data of the position. The actual salary for this role may vary by location.

 

Employees may be eligible for pay incentives based on overall corporate and individual performance and at the discretion of the USAA Board of Directors.

The above description reflects the details considered necessary to describe the principal functions of the job and should not be construed as a detailed description of all the work requirements that may be performed in the job.

 

Benefits: At USAA our employees enjoy best-in-class benefits to support their physical, financial, and emotional wellness. These benefits include comprehensive medical, dental and vision plans, 401(k), pension, life insurance, parental benefits, adoption assistance, paid time off program with paid holidays plus 16 paid volunteer hours, and various wellness programs. Additionally, our career path planning and continuing education assists employees with their professional goals.

 

For more details on our outstanding benefits, visit our benefits page on USAAjobs.com.

Applications for this position are accepted on an ongoing basis, this posting will remain open until the position is filled. Thus, interested candidates are encouraged to apply the same day they view this posting.

 

USAA is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.

Skills Required

  • Bachelor's degree or four years of relevant education and/or experience
  • Eight years of experience influencing and managing communications to senior executives and internal colleagues
  • Business planning consultation experience, including developing short-term and long-term business strategies
  • Extensive project management experience
  • Strong business acumen in financial services or a related industry
  • Ability to balance strategic thinking with practical implementation
  • Experience working with clients or customers to identify business issues and develop strategy
  • Experience developing and delivering executive communications, presentations, business reviews, and leadership updates
  • Experience managing budgets and financial planning processes in partnership with Finance
  • Experience leading workforce planning, headcount forecasting, organizational planning, and talent investment decisions
  • Experience supporting research, customer insights, voice-of-customer, or voice-of-member programs
  • Ability to navigate ambiguity, drive alignment, and coordinate complex initiatives across diverse stakeholders

USAA Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about USAA and has not been reviewed or approved by USAA.

  • Retirement Support Robust retirement programs include a rich 401(k) employer match alongside a company-funded pension, reinforcing long-term financial security. These elements are often singled out as standout features of the total rewards package.
  • Healthcare Strength Comprehensive medical, dental, vision, behavioral health, and telehealth coverage is paired with wellness incentives and onsite or reimbursed fitness resources. These offerings are perceived as meaningfully enhancing overall compensation value.
  • Parental & Family Support Fully paid parental leave, adoption assistance, and childcare reimbursement reflect substantial support for families. These benefits are widely regarded as valuable contributors to the employment proposition.

USAA Insights

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The Company
HQ: San Antonio, TX
35,000 Employees

What We Do

At USAA, our mission is more than just words – it’s the reason we do what we do. Our goal is to be the military community’s provider of choice for insurance, banking, financial products and advice. Take a look back at our history and you’ll see a strong track record of providing members with the highest level of care and support. And we’re proud to continue helping them achieve better financial futures. It’s that kind of dedication that’s helped us grow to more than 35,000 employees. Share our passion for serving those who serve? Whether you’re connected to the military or not, we’re always looking for talented individuals to join our team.

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