Benefitting Together

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Skyward Specialty is invested in creating a Learning Organization, where every employee is empowered to do their very best and provided with the tools and support they need to achieve their objectives – both at work and in life.

We offer employees a comprehensive total rewards package, from health benefits to professional development.

  • Medical, Dental and Vision
  • Prescription drug coverage included in medical plan
  • Company paid short-term and long-term disability
  • Flexible Spending and Health Savings Accounts (FSA/HSA)
  • Dependent Care Flexible Spending Account (DCFSA)
  • Access to Telehealth services
  • Wellness Program
  • Competitive and fair compensation practices that align with experience, skill and performance
  • Performance-based incentives
  • Employee Stock Purchase Plan (Available to all employees; 15% discount)
  • Generous 401(K) savings plan with company match up to 5% (Available to all employees)
  • Pet Insurance
  • Flexible work environment, including hybrid/remote opportunities
  • Our generous Parental Leave policy includes an additional four weeks of 100% paid leave and two weeks of child bonding leave for parents, including adoptive parents
  • 120 hours of PTO annually (minimum) for all full-time employees
  • Seven paid company holidays, plus one floating holiday
  • One SAID day provided to all employee to use at their leisure to celebrate heritage, culture and causes of personal importance
  • Six mental health half-days that align with company-observed holidays – these days are also designated as “No Meeting Mornings”
  • One paid community service day and one paid half-day to vote
  • Family Assistance Programs for employees seeking adoption or fertility treatment
  • Charitable Matching Gifts Program (100% match) available to all employees
  • Opportunities to participate in company-sponsored volunteer events
  • Employee Assistance Program (EAP)
  • “Dress for Your Day” Policy
  • Tuition Reimbursement policy available to all employees, which offers $5,250  annually to assist with tuition, textbooks and course-related fees for college-level coursework
  • A best-in-class Certification Program available to all employees, offering resources and financial assistance to expand their professional expertise; depending on the certification additional pay incentives and/or bonuses are available
  • Access to SkyHigh learning portal, which provides more than 4,000 eLearning on-demand courses
  • Mentorship Program

Skyward Specialty launched the Bright Futures Scholarship in 2023 to benefit the dependents of our employees. Aligned with our core values, this addition to our robust employee benefits reinforces our long-term investment in the growth and success of our employees and their families.

Program Highlights:

  • Open to all dependents, including biological, step and/or legally adopted children and grandchildren of full-time employees
  • Applicants may include high school seniors, recent high school graduates or those currently enrolled in college-level or post high school vocational study
  • Annually we award $2,500 to six recipients; one award of $5,000 is awarded to the Norman J. Schmitt Aspiring Educators Scholarship recipient

2024 Employee Statistics

Wellness Incentive participation
0 %
Received in wellness incentives
$ 0
ESPP shares purchased
0 +
Average ESPP participation
0 %

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Contact Skyward Specialty
Skyward Specialty Insurance

713-935-4800

800 Gessner Road, Suite 600    Houston, TX 77024

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