user avatar

James Boss

Advisor at Osaic Advisory Services, LLC

Updated today
Osaic Advisory Services, LLC logo

Firm

Osaic Advisory Services, LLC

Location

Bend, OR 97703

Credentials

CFP®, Series 66

Industry experience

25 years

About

James Boss is a CFP® with 25 years of experience in the financial services industry. He currently works at Osaic Advisory Services, LLC and previously held roles at Arbor Point Advisors, Securities America, Inc., and U.S. Bancorp Investments, Inc. Outside of his advisory work, he volunteers as a youth hockey coach in Bend, Oregon. Osaic Advisory Services, LLC is an SEC-registered investment adviser managing approximately $12.47 billion in client assets and serving a diverse client base including individuals, charities, corporations, retirement plans, and institutional entities. The firm offers a range of managed account programs, third-party consulting, financial planning, retirement plan consulting, and lending solutions through a representative-driven advisory model.

Client services

Based on Osaic Advisory Services, LLC

Financial planning Portfolio management Pension consulting Selection of other advisers Educational seminars or workshops

Expertise

Based on Osaic Advisory Services, LLC

Annuities

Fee options

Fixed

Fixed or flat fees for financial planning and consulting services generally up to $25,000, can exceed for high net worth clients

Percentage

$0+: Negotiable, maximum up to 2.50% annually for Advisory Representative Managed Account Programs (Ally and Counsel Programs) with flat, linear, or tiered billing options $0+: Up to 3.00% annually for Plan Participant Retirement Program (management fee on total assets, fixed percentage or tiered fee schedule) $0+: Retirement Plan Consulting Services: Fixed fees $1,000 - $100,000; Hourly fees $50 - $300 per hour; Basis points up to 1.25% (125 basis points)

Commissions

Advisory Representatives may receive commissions through Osaic Wealth when selling securities or insurance products; commissions are separate from advisory fees

Project-based

Hourly fees for financial planning/consulting generally range from $0 to $750 per hour

Other

Minimum fee: Minimum service fee which is the greater of $30 or up to 0.15% annually assessed to the advisor per account Fee-only: Financial planning and consulting services charged on hourly or fixed fee basis; hourly fees range $0 - $750 per hour; fixed fees generally up to $25,000 but can exceed for high net worth individuals

Location

780 Nw York Drive, Suite 101

Bend, OR 97703

Most active in

Oregon

Work history

Osaic Advisory Services, LLC

2024 - Present (2 years)

OSAIC

2024 - Present (2 years)

Arbor Point Advisors

2023 - 2024 (1 year)

Securities America, inc.

2023 - 2024 (1 year)

U.S. Bancorp Investments, Inc.

2006 - 2023 (17 years)

Disclosures

Exclamation point means they have disclosures of this type. Check mark means no disclosures of this type were found.

Business activities & affiliations

user avatar

Jonathan N

Series 65

Bend, OR

Alpine Road Financial

Concentrated stock management Equity Recipients (RS/RSU, SOP, ESPP) Tax-loss harvesting Options & derivatives strategies ESG / Sustainable investing Technology Professional
user avatar

Megan V

CFP®, Series 65

Bend, OR

Alongside Financial Partners

Wealth management ESG / Sustainable investing General retirement planning College savings (529s, UTMA, etc.)
user avatar

Aaron R

Series 66

Bend, OR

Living Earth Investments, LLC

ESG / Sustainable investing
user avatar

Kirby K

CFP®, ChFC®, Series 63, Series 65

Bend, OR

Kleinsmith Resource Management, LLC

Options & derivatives strategies Real estate investing Private / alternative investments
user avatar

David S

CFP®, ChFC®, Series 63, Series 65

Bend, OR

Strategic Wealth Management, LLC

Retirement income strategy Social Security optimization Business ownership considerations Business exit / sale strategy General estate planning guidance Founder/Business Owner Retired

Andrew G

CFP®, CRPC®

Bend, OR

Gray Wealth Strategies LLC

I’ve found that clients come to me with a series of specific challenges that they’d like help with as they approach retirement and living in retirement. These challenges center around how to best: Replace their employment income from the assets they’ve saved Minimize taxes paid now and in retirement protect against the risks of the future (i.e. inflation, market downturns, unplanned health issues, assets taken from them unjustly, longevity, etc.) How to avoid common mistakes that can be very costly over the course of their lifetime. There are dozens of important financial decisions you face that can easily feel confusing and overwhelming. This is where I can help you. I launched Gray Wealth Strategies to bring highly personal, truly objective, evidence-based advice to your key financial decisions. This is what we should expect as we make critical financial choices. Regrettably, however, a vast majority of the financial services industry does not operate under such a standard where the advice/products being recommended truly align with your best interests. In fact, you may have even experienced a few of those “advisors” yourself. I aim to change that experience for you. I operate under a “fiduciary standard”. This means that I am legally bound to provide objective advice in your best interests with zero product sales or commissions as your flat-fee only CERTIFIED FINANCIAL PLANNER™. My flat-fee only structure is unique in the industry. We offer clients two flat-fee only options: 1) a one-time retirement plan which is intended for DIY investors who want to get a second opinion and validate their decisions and 2) a full-service wealth management relationship. As part of our full-service relationship, we focus on leveraging your retirement roadmap (i.e. initial financial plan) and using it to inform, customize, and optimize your investments, taxes, and estate planning needs. Clients who are familiar with the standard asset under management (AUM) fee structure (i.e. being charged a percentage of your assets) will appreciate these flexible, flat-fee only offerings, and I personally think it’s a great way to objectively help pre-retirees and retirees. I absolutely love the work I do and I am proud of the value I bring to my client’s key financial decisions. That said, my #1 pride is my family: my wife, Jessica, and our three children (Waverly, Everton, and Zealand). We split time between the outdoor wonderland of the Pacific Northwest where we mountain bike, ski, camp, and raise our littles, and the great city of Austin, TX where family resides and Lake Austin calls for fun family time. That’s my “why”: being the best advisor I can be to my clients and living the best life possible with my family and friends. What’s your “why”? And how can I best help you live it with the resources you have? Please reach out and I look forward to getting to know you. Read Andrew's blog here: https://graywealthstrategies.com/blog/

Retirement income strategy General retirement planning Executive Women Professionals Baby Boomers (Born 1946-1964)
Warmer team member

Not sure where to start?

We'll help you think it through – whether you ultimately need an advisor or not.

Call (201) 292-4557

Warmer provides personalized recommendations and introductions to independent fiduciary advisors. We do not supervise advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.

Each advisor listed on our site is an independent fiduciary responsible for their own advice. Warmer may receive fees from advisors for participation or referrals; these fees are paid by advisors and do not affect the fees clients pay for advisory services.

For advisor listings, we rely on sources including public filings and data provided by advisors, and we cannot guarantee that all information is current or accurate. Please review an advisor's Form ADV and do your own diligence before entering into an advisory relationship.

By using our service, you agree to Warmer's Terms of Service and Advisory Agreement and Privacy Policy. Logos provided by Logo.dev

© 2026 Warmer Holdings Inc. ("Warmer")