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Douglas Michael Osborne

Advisor at Mass Mutual Investors Services — Billings, MT Western Security Bank

Updated today

Credentials

ChFC®, Series 63

Experience

44 years

Location

Billings, MT 59101

Mass Mutual Investors Services logo

Mass Mutual Investors Services

Institution

Total advisors

5,092

Across 1,229 offices

Clients per advisor

88 Typical

Avg AUM per client

$249,379 Low

HNW client ratio

0% Very Low

About

Douglas Osborne is a financial advisor with Mass Mutual Investors Services based in Billings, MT. He holds the ChFC® designation and Series 63 license, with 44 years of industry experience. Osborne has been with Mass Mutual Investors Services since 1993 and has worked with MassMutual Life Insurance Company since 1972. He is also involved in fee-based insurance advising and sales of individual and group life and health insurance. Mass Mutual Investors Services is a broker-dealer and SEC-registered investment adviser serving individuals, business owners, trusts, estates, charitable organizations, and employers. The firm offers financial planning, asset management, wrap and money-manager programs, and educational seminars.

Client services

Based on Mass Mutual Investors Services

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

Expertise

Based on Mass Mutual Investors Services

Divorce financial planning General estate planning guidance Multi-generational wealth transfer Cash flow / budgeting

Occupation focus

Based on Mass Mutual Investors Services

Founder/Business Owner Attorney Executive

Demographic focus

Based on Mass Mutual Investors Services

Married/Couples/Partners Divorced

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Fee options

Commissions

Commissions on securities and insurance products sold; commissions vary by product

Other

Minimum fee: Minimum annual fee of $500 for Financial Planning Services Fee-only: Annual financial planning fees range from $500 up to over $35,000, negotiable and possibly waived

Location

See office

Billings, MT Western Security Bank

Western Security Bank Building, 2812 1st Ave N. Suite 206

Billings MT 59101

Advisors at this office

1

Most active in

Montana

Work history

44 years of industry experience

Mass Mutual Investors Services

1993 - Present • 33 years

Billings, MT

Massmutual Life Insurance Company

1972 - Present • 54 years

Billings, MT

Disclosures

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

Business activities & affiliations

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Corey S

Series 66

Billings, MT

Stapleton Financial Group

Corey Stapleton is the principal advisor at Stapleton Financial Group, an independent firm based in Billings, Montana. He holds the Series 66 designation and has 29 years of industry experience. He has led Stapleton Financial Group since 2016. Stapleton Financial Group provides discretionary investment management and financial planning primarily for individuals and high-net-worth clients. The firm customizes portfolios based on client objectives and risk tolerance, emphasizing diversification and cost considerations while offering services that include collaboration with clients' attorneys and accountants.

General retirement planning Wealth management Cash flow / budgeting Disability insurance
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Tarra G

Series 63, Series 65

Billings, MT

TTG Financial Services, Inc.

Tarra Grazley Pfister is a financial advisor with Raymond James Financial Services Advisors, Inc., holding Series 63 and Series 65 licenses and bringing 32 years of industry experience. She has worked with Raymond James since 2017 and previously spent 16 years at Royal Alliance Associates, Inc. Beyond her advisory role, Pfister serves as CEO of ClavesVita, Inc., a company involved in accounting and business management. Raymond James Financial Services Advisors, Inc. serves a diverse client base including individual investors, high-net-worth and non-HNW clients, pension plans, charitable organizations, corporations, and public entities. The firm offers financial planning and non-discretionary investment consulting, utilizing asset-allocation analysis and firm research, with a notable emphasis on advisory services that support client decision-making rather than discretionary management.

General retirement planning Retirement plans for business owners (SEP, solo 401k) General tax planning Real estate investing
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Stephen K

CFA®, Series 63, Series 66

Billings, MT

406 Pm

Stephen Ketterling is a CFA charterholder and financial advisor at 406 PM with 16 years of industry experience. His prior roles include positions at Morgan Stanley, First Interstate Bank, and Syntropy Wealth Management. Outside of his advisory work, he is the sole owner and managing member of a laundry service business. 406 PM provides discretionary portfolio management to individuals, families, personal trusts, and retirement accounts, using a combination of fundamental, quantitative, and technical analysis alongside macroeconomic factors to build diversified portfolios tailored to client objectives and risk tolerance.

Active portfolio management
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Seth D

Series 65

Billings, MT

CFD Investment Advisory LLC

Seth Dyk is a financial advisor at CFD Investment Advisory LLC in Billings, MT. He holds a Series 65 designation and has been working in the industry since 2023, including his current role at CFD Investment Advisory since 2026. In addition to advising, he works as a valuation analyst performing business valuations and sales. CFD Investment Advisory LLC provides discretionary investment management and advisory services to individuals, high-net-worth clients, trusts, estates, and charitable organizations. The firm emphasizes a fiduciary, long-term approach combining fundamental, technical, and cyclical analysis to build diversified portfolios using low-cost mutual funds, ETFs, and other securities.

Active portfolio management Tax-loss harvesting Options & derivatives strategies
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Christian O

CFA®, Series 63, Series 65

Billings, MT

Optima Capital Management

Christian Orms is a CFA® charterholder with 18 years of industry experience. He has been the principal advisor at Optima Capital Management in Billings, Montana since 2012. Outside of his advisory role, Orms serves as president of Montana Pure Protein, a company he co-founded with his wife in 2020. Optima Capital Management provides discretionary and non-discretionary investment portfolio and wealth management services to individuals, trusts, foundations, pension and profit-sharing plans, and small businesses. The firm employs a goals-based, client-specific process for asset allocation and portfolio construction, and also offers strategic business advisory services including valuation, mergers and acquisitions, and restructuring.

Active portfolio management Options & derivatives strategies Private / alternative investments Real estate investing
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Seth B

PFS™

Billings, MT

BDL Wealth Management PLLC

Seth Blades is a financial advisor at BDL Wealth Management PLLC in Billings, MT, holding the PFS™ designation with one year of industry experience. Prior to joining BDL Wealth Management in 2024, he operated his own accounting firm, Seth H. Blades CPA PC, since 2017 and worked at Summers McNea from 2012 to 2017. He continues to provide tax planning and accounting services through his CPA firm. BDL Wealth Management PLLC offers discretionary portfolio management primarily to individual and high-net-worth clients, focusing on passive, index-based allocations using ETFs and mutual funds. The firm integrates fundamental analysis and modern portfolio theory while emphasizing low turnover and conducts regular account reviews, combining advisory services with affiliated tax and accounting offerings.

Passive / index investing Wealth management
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