
David Shestak
Financial Advisor
Check the background of this investment professional on FINRA’s BrokerCheck.
David Shestak
Financial Advisor
About
As an independent advisor, David is not tied to one specific line of products and can instead make recommendations based on your specific needs and goals for your future.
Regardless of where you are on your financial journey, David and the Fortune Financial team are here to support you and your values.
Services
- Comprehensive fee-based financial planning
- Debt management
- Education funding
- Estate planning
- Wealth management
- Asset protection
Team

Anne Pierce
Medicare Specialist

Anne Pierce
Medicare SpecialistAnne is a co-founder of the Medicare Supplement division at North Star, helping to simplify healthcare choices for Medicare-eligible individuals throughout Minnesota and Wisconsin.
As an independent agency, the Medicare team at North Star can look at an individual’s health care needs and find a suitable plan with multiple different carriers. The team’s goal is never to sell a policy but to educate and guide clients to a suitable choice. Aligned with these values, Anne hosts regular no-cost, no-obligation informational meetings about Medicare.
A College of Saint Benedict graduate, Anne has served clients in the Medicare field since 2010, and she currently works out of North Star’s headquarters in Minneapolis.

Carrie Hancock
Vice President, Financial Planning Resource Center

Carrie Hancock
Vice President, Financial Planning Resource CenterCarrie leads our financial planning team and provides a high-level of planning support and guidance to North Star associates and their clients.
As a team, the Financial Planning Resource Center of North Star offers steady guidance and personalized solutions for individuals and families navigating the many changes life brings.
While Carrie and her team work out of North Star’s headquarters in Minneapolis, they serve clients and financial professionals throughout the country.
Carrie is a registered representative and investment advisor representative of Securian Financial Services, Inc.
3569772/DOFU 4-2021

Chase Brakke, DIA, DIF, CEPA®
Vice President of Business Owner Solutions

Chase Brakke, DIA, DIF, CEPA®
Vice President of Business Owner SolutionsChase leads our disability insurance, property and casualty insurance, and employee benefits divisions, ensuring clients have a customized protection strategy for their specific individual, family, and business needs.
After graduating from the University of Wisconsin-Eau Claire, Chase joined North Star as a financial advisor in 2008. In 2011, he transitioned to becoming North Star’s national disability insurance consultant and expanding the division and its services nationwide.
Then, in 2019, he became the vice president of disability insurance and property and casualty. Under his leadership, the two divisions have grown and developed to serve clients throughout the U.S. with valuable asset and income protection solutions.
As a former financial advisor, Chase understands how to integrate risk management into an overall financial strategy.
He is also a leader in the national disability insurance industry, serving on various advisory boards for leading carriers and as a member of the International DI Society. He uses this expertise in consultations with financial professionals and their clients. North Star prides itself on providing clients with comprehensive investment and risk management solutions within a single company.
Chase is heavily involved in his community as a member of the board for BestPrep, a non-profit providing Minnesota students with financial literacy skills. Each year, Chase volunteers over 100 hours with the organization as an eMentor, classroom speaker, and fundraiser organizer. He received BestPrep’s Service Award in 2015 and Volunteer of the Year Award in 2018.
Chase lives in Stillwater, Minn., with his beautiful wife Jenn and two children.
Chase is a registered representative and investment advisor representative of Securian Financial Services, Inc.
3650312/DOFU 8-2021

Chris Sitek, CLTC®, CASL®, CLU®, ChFC®, RHU®, REBC®
Vice President Life and Long-Term Care

Chris Sitek, CLTC®, CASL®, CLU®, ChFC®, RHU®, REBC®
Vice President Life and Long-Term CareChris helps financial advisors at North Star identify the strongest insurance product solutions for their clients. Joining North Star in 1996, Chris’s career path has taken him from financial advisor to manager of external insurance brokerage to long-term care specialist to his current role as vice president of insurance brokerage and long-term care. He is very passionate about both brokerage and long-term care given the consequences families face without proper planning.
In an industry with hundreds of companies and thousands of products, Chris helps narrows down the choices to the few that truly make sense based on each client’s unique situation.
Chris attended St. John’s University in St. Joseph, Minn., and he currently works out of North Star’s headquarters in Minneapolis.
Chris is a registered representative and investment advisor representative of Securian Financial Services, Inc.
3650312/DOFU 8-2021

Jeff Landt, CFA, CFP®
Vice President and Director of Investments

Jeff Landt, CFA, CFP®
Vice President and Director of InvestmentsWith over 25 years’ experience in financial services, Jeff’s expertise is the investment management process. As vice president and director of investments, he coaches North Star financial professionals on portfolio strategies, construction, and management for a diverse group of clients.
Jeff helps quiet the noise of investment advice, providing a calm, trustworthy voice to help individuals reach their investment goals and prepare for life’s important milestones.
In addition to his leadership roles, Jeff also works one-on-one with clients, specializing in retirement distribution and wealth management.
Jeff holds the Chartered Financial Analyst® (CFA®) designation, one of the highest distinctions in the investment management profession, and the CERTIFIED FINANCIAL PLANNER™ certification, noted for its extensive knowledge, experience, and ethical requirements.
Jeff works out of North Star’s headquarters in Minneapolis.
Jeff is a registered representative and investment advisor representative of Securian Financial Services, Inc.
3650312/DOFU 8-2021

Max Miller
Disability Insurance Consultant

Max Miller
Disability Insurance ConsultantSince joining North Star in 2016, Max has been using his expansive knowledge and commitment as a disability expert to provide counsel to our associates. Today, he is available to speak with clients about their disability insurance needs and options.
Serving individuals nationwide, Max is committed to ensuring each client has a customized protection strategy for their specific needs.
David is a Registered Representative & Investment Advisor Representative of Securian Financial Services, Inc. 5173273/DOFU 11-2022