Jim Cunningham

Jim Cunningham, AWMA®

Owner | Wealth Manager

[email protected]

When you meet Jim for the first time, you feel like you’re right at home.


It all starts with a handshake

You’ll take a seat and start chatting about your dreams and life experiences... this will lead to discussions of wealth management, because with Jim, it’s all related!

When it comes to financial planning, he’ll tell you, “It’s not about money, it’s about enjoying life.” And that’s exactly what Jim aims to do for every client.

He brings more than being a hard-working, experienced financial expert to the table – Jim has already discovered for himself how financial wealth can help you live your best life.

“Financial independence is a wonderful thing,” he says with a smile. With his experience, knowledge and love for life, Jim is here to show you that the sky is your future.

Why Jim?

There’s an abundance of financial advisors in the world, but Jim is the one who will treat you like family. You’re not just a client – you’re a friend.

As an independent advisor, he has the luxury of spending time on the details. Add in his knowledge of the financial world, and you have an experienced guide to help you find financial independence.

Jim didn’t design Skyline to be about the company’s needs – it’s about helping each unique client find a way to make their dreams come true.

30+ Years of Hard-Earned Experience

Jim enjoys what he does – always has! He’s been in the financial industry since 1988, and he’s been helping with client’s financial planning since 1997, the year he moved to Rapid City, South Dakota.

Bachelor of Science in Business Management, University of South Dakota

Jim’s business degree hasn’t just led him to his own independence with the opening of Skyline Wealth Management Advisors – the education is beneficial for financial planning as well! Accounting, economics, investments, marketing... it’s all part of what Jim uses every day.

AWMA® = Accredited Wealth Management Advisor®

Jim earned this special designation, showing he’s an experienced advisor qualified to handle the wide variety of his client’s needs, to the highest levels of complexity.

When you’re ready to live YOUR best life, reach out to Jim!
It’s the easiest thing in the world to have a conversation and discover what you can do together.

Skyline Wealth Management Advisors
Jim Cunningham, Owner & Financial Advisor

2800 Jackson Blvd Suite 3
Rapid City, SD 57702

605.390.0415 (cell)
605.791-0475 (office)

[email protected]