About Us

    Investment advisory services offered through Alera Investment Advisors, LLC. Securities offered through Osaic Wealth, Inc. member FINRA/SIPC. Osaic Wealth is separately owned and other entities and/or marketing names, products or services referenced here are independent of Osaic Wealth

    Meet Our Team

    Tisha Shepersky, SPHR®, PHR®, SHRM-CP®

    Executive HR Services Partner
    Tisha Shepersky

    Tisha has provided HR services to oil and gas businesses, healthcare companies, and tribal organizations for over 20 years. A true generalist with a wealth of experience in compensation analysis, employee relations, benefits administration, recruiting, and many other areas of HR, she loves helping clients who feel they’re stuck—and delivering options that can resolve their challenges. 

    Tisha’s professional designations include Senior Professional Human Resources (SPHR®), Professional Human Resources (PHR®), and SHRM Certified Professional (SHRM-CP®). She is also a cum laude graduate of the University of Minnesota-Duluth, where she earned a degree in business administration with an emphasis in HR.

    A resident of Anchorage, Tisha has volunteered with the Clare House, an emergency shelter for women with children and expectant mothers.

    Jessica Wobick, PHR®, SHRM-CP®

    VP, National HR Consulting Operations
    Jessica Wobick, PHR®, SHRM-CP®

    Jessica supports HR clients with knowledge in strategic management conversations, employee relations, system implementations, troubleshooting, and other administrative functions. An HR professional for over 15 years, she is known for her professionalism, organizational skills, and creating rapport with employees and managers at all levels.

    Collaborating with her fellow team members to find solutions for a diverse selection of clients, each with their own distinct needs, is one thing Jessica enjoys about her role—it’s both gratifying and provides opportunities for growth.

    Jessica is a Society for Human Resource Management Certified Professional (SHRM-CP®) and holds the Professional Human Resources (PHR®) certification as well. She has a bachelor’s degree in business administration and earned an associate degree in culinary arts and restaurant management. (As you might expect, she loves cooking and baking.)

    Born and raised in Anchorage, Jessica and her husband have two kids and often can be found camping, exploring, and traveling within Alaska and beyond.

    EXPERT EDUCATION

    Events and Webinars

    Property and Casualty

    2026 P&C Market Outlook: Preparing for What's Next

    Join EVP and Property and Casualty Practice Leader Justin Foa for an informative conversation on key findings and takeaways from Alera Group's annual flagship 2026 Property and Casualty Market Outlook Report.

    January 20, 2026 at 01:00 pm CT | Virtual

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    Alera Group Webinar Banner

    Employee Benefits

    Foundations – Understanding the Multigenerational Workforce

    In our three-part webinar series, Designing Benefits That Work – A Data-Driven, Multigenerational Focus, we’ll explore multigenerational workforce insights, debunk generational myths, share early- and late-career planning strategies, review legal and compliance trends and provide actionable tools and resources.

    January 21, 2026 at 10:00 am CT | Virtual

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    Webinar Graphic

    Employee Benefits

    Designing Benefits for Early - and Mid-Career Employees

    In our three-part webinar series, Designing Benefits That Work – A Data-Driven, Multigenerational Focus, we’ll explore multigenerational workforce insights, debunk generational myths, share early- and late-career benefit strategies, review legal and compliance trends, and provide actionable tools and resources.

    February 4, 2026 at 10:00 am CT | Virtual

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    THOUGHT LEADERSHIP

    Insights

    Employee Benefits

    Legal Alert: Agencies Clarify How Certain Fertility Benefits May be Treated as Excepted Benefits

    This alert is of interest to all employers that offer fertility benefits or may be interested in offering fertility benefits in the future.

    November 4, 2025

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    Property and Casualty

    Top 5 Insurance Surprises Businesses Face in Q4 — and How to Prevent Them

    As year-end approaches, many organizations focus on closing out financials and planning for the year ahead. It’s also the time when insurance programs often reveal unexpected challenges, some avoidable, others the result of shifting market conditions or overlooked details.

    October 30, 2025

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    Employee Benefits

    Legal Alert: IRS Adjusts Health Flexible Spending Account and Other Benefit Limits for 2026

    This alert is of interest to all employers that sponsor health FSAs and qualified transit plans, among others.

    October 10, 2025

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    Employee Benefits

    2025 Leave Report: Insights to Guide 2026 Leave Planning

    Explore Alera Group’s 2025 Leave Report. Benchmark PTO, parental leave, and holiday policies to strengthen employee retention and recruitment as you plan for 2026 and beyond.

    October 1, 2025

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      Alera Group, Inc. is aware that there are persons fraudulently impersonating our company by using fake internet domains that appear to look like our legitimate services. If you are contacted by someone claiming to work for Alera Group, or any of our partners, please carefully review the email address and domain. If you have a relationship with our company, please contact us directly and not through any information that is provided in such an email. Please be extremely careful in responding to such emails with personal and financial information, sharing passwords, or any other information of value. Alera Group, or any of our partners, will never send ACH instructions via email and thus we strongly recommend that you verify the authenticity of each wire transfer request by calling your Alera Group contact using the number you have previously called.