Chisolm Trail Financial

What Chisolm Trail Financial does

Chisolm Trail Financial Group is a privately-held, family-led financial planning and advisory practice headquartered in Round Rock, Texas, with a second office in Dallas. Founded approximately in 1995, the firm operates for 29 years and serves individuals, families, and business owners through a sales-led, in-person advisory model. Core service lines span retirement planning, tax management strategies, estate planning, risk management, education funding, investment services, and employee/executive benefits, backed by a certified professional team holding CFP®, LUTCF, and CLU designations.

The firm does not sell, build, or own proprietary technology. Its delivery stack layers financial-planning and advisory software on top of infrastructure accessed through its affiliation with Osaic Wealth, Inc. (member FINRA/SIPC), including the emaplan client portal, Wealthscape Investor, Osaic OneView, and MetLife's insurance client E-Service. Marketing and client-education assets — articles, calculators, newsletters, and videos — function as the primary top-of-funnel acquisition channel; no mobile app or API surface is offered.

Revenue is generated through fee-based and/or commission-based financial planning and advisory engagements routed primarily via the Osaic Wealth relationship, with no publicly disclosed pricing or fee schedules. The firm is registered to serve clients across 33 U.S. states plus the District of Columbia, while physical service delivery is concentrated at the two Texas offices. Ownership and senior management are concentrated within the Bessner family (Bruce Bessner, CFP®, LUTCF as President; Brian Bessner, CFP® as Vice President), with additional team members contributing production and operations roles.

Name

Chisolm Trail Financial

Legal name

Chisholm Trail Financial Group

Website

https://chisholmtrailfinancial.com

Company type

Private

Founded year

1995

Operating status

Operating

Headcount range

11–50 employees

Short description

Chisolm Trail Financial Group is a privately-held, family-led financial planning and advisory practice in Round Rock and Dallas, Texas, serving individuals, families, and business owners with retirement, tax, estate, risk, and investment planning services delivered through Osaic Wealth, Inc.

Ownership category

akta.pro rank

Product category

Financial Advisory Services

NAICS

Portfolio Management and Investment Advice (523940)

SIC

Investment Advice (6282)

akta.pro primary industry

Comprehensive Financial Planning (FSAEAAAA)

Keywords

• Financial planning services
• Retirement planning
• Wealth management advisory
• Estate planning services
• Insurance solutions

Headquarters

HQ city

Round Rock

HQ country

United States

HQ region

North America

Offices2 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales

Revenue model

1. Financial Planning and Advisory Services: Fee-based or commission-based financial planning and advisory services offered through their relationship with Osaic Wealth, Inc. Services include retirement planning, tax management strategies, estate planning, risk management, education funding, and investment management.

Go-to-market motion1 record

Distribution channels1 record

Marketing channels5 records

Core offering

Chisholm Trail Financial Group is a financial advisory firm that delivers personalized financial planning, retirement planning, tax management, estate planning, risk management, education funding, and investment management services to individuals, families, and business owners. Services are provided by certified financial planners (CFP®), LUTCF, and CLU designees through scheduled consultations at offices in Round Rock and Dallas, TX, with securities and investment advisory products offered through Osaic Wealth, Inc.

Product overview

Chisholm Trail Financial Group is a financial services firm offering a comprehensive suite of advisory and planning services. The core offerings include Retirement Planning, Tax Management Strategies, Estate Planning, Risk Management, Education Funding Strategies, Investment Services, and Employee/Executive Benefits. These services are delivered through Securities and Investment Advisory products via Osaic Wealth, supplemented by financial planning tools including calculators for Roth IRA conversion, mortgage refinancing, retirement planning, estate taxes, and savings/investment analysis. The firm also provides extensive educational resources through research articles, newsletters, and financial education videos. Services are provided by licensed professionals including CFP® and LUTCF designees, with offices in Round Rock and Dallas, TX.

Differentiator

Problem solved

Functional benefit

Products and services

• Retirement Planning Comprehensive retirement planning service covering employer-sponsored retirement plans, IRAs, and retirement income strategies to help clients achieve their desired lifestyle in retirement; intended for individuals and families.
• Tax Management Strategies Tax planning services focused on reducing current and future tax burden through strategic tax-advantaged investments and tax deferral strategies.
• Estate Planning Estate planning services including will and trust reviews, beneficiary designations, estate tax reduction strategies, and coordination with tax and legal advisors.
• Risk Management Insurance review and risk management services to help clients identify appropriate insurance policies for their situation.
• Education Funding Strategies Investment and accumulation strategies to help clients save for their children's or grandchildren's education expenses.
• Investment Services Asset allocation, risk tolerance assessment, and investment vehicle recommendations to help clients reach their financial goals.
• Employee and Executive Benefits Business benefit package design service to help companies attract and retain qualified employees through comprehensive benefits packages.
• Securities and Investment Advisory Personalized securities and investment advisory products for short-term and long-term financial goals, delivered through Osaic Wealth, Inc.
• Research Articles Educational articles covering Estates & Trusts, Retirement, Tax Planning, Investing, Cash Management, and Risk Management.
• Newsletters Monthly financial newsletters covering market trends, retirement strategies, tax planning, and economic outlook.
• Financial Education Videos Video library covering financial topics including retirement planning, investing basics, Social Security, and financial wellness.

Segments2 records

Ideal customer profiles2 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration4 records

Partnerships

Seven partnerships are on record, tiered core and minor.

• Osaic Wealth, Inc.coreChannel Partner/ Reseller/ DistributorSecurities and investment advisory services offered through Osaic Wealth, Inc., member FINRA/SIPC. The firm is separately owned and provides the regulatory and product infrastructure for their securities and advisory offerings.
• BBB (Better Business Bureau)minorOthersFirm maintains an A+ accredited business rating with the BBB Austin chapter, demonstrating commitment to ethical business practices.
• Round Rock Chamber of CommerceminorGTM or Marketing PartnerActive member of the Round Rock Chamber of Commerce, supporting local business community.
• Greater East Dallas Chamber of CommerceminorGTM or Marketing PartnerActive member supporting business networking in the East Dallas business community.
• Georgetown Chamber of CommerceminorGTM or Marketing PartnerChamber member supporting business community in Georgetown area.
• Hutto Chamber of CommerceminorGTM or Marketing PartnerChamber member supporting local business community in Hutto.
• Jarrell Chamber of CommerceminorGTM or Marketing PartnerChamber member supporting local business community in Jarrell.

Scale indicators1 record

Recent moves6 records

Expansion highlights5 records

Direct peers

• Edward Jones: Large independent financial advisory franchise operating through locally-based advisor offices serving individuals and families with retirement, investment, and estate planning — directly comparable service model and client segments to Chisholm Trail.
• Northwestern Mutual: Mutual company delivering financial planning, life insurance, and investment advisory through a career advisor network serving individuals and business owners — comparable holistic planning approach.
• Ameriprise Financial: Diversified financial services company with a large independent advisor channel offering comprehensive financial planning, investment, insurance, and retirement solutions to individuals — closely aligned service mix and distribution model.
• Cetera Financial Group: Independent advisor-focused wealth management network providing practice infrastructure, compliance, and product access to independent financial professionals — directly parallel to the Osaic Wealth relationship Chisholm Trail uses.
• Primerica: Financial services company offering investment, retirement, and insurance products to middle-income families through a large independent sales-force model — comparable client demographic and product mix.
• Waddell & Reed Financial Advisors (Macquarie Asset Management): Financial advisory firm offering comprehensive financial planning, retirement, and investment services to individuals and families through an advisor-led model.

Broad incumbents

• Raymond James Financial Services: Diversified wealth management and investment firm with an independent advisor channel offering comprehensive planning, similar to how Chisholm Trail offers securities through Osaic Wealth.
• LPL Financial: Largest independent broker-dealer supporting thousands of independent financial advisors with compliance, technology, and product infrastructure — analogous to the back-office role Osaic Wealth plays for Chisholm Trail.

Emerging players

• Carson Group: Independent advisor coaching and wealth management platform supporting hundreds of financial advisors with planning resources, peer networks, and practice management — emerging competitor targeting independent advisory firms.
• Mariner Wealth Advisors: Fast-growing national independent RIA offering comprehensive financial planning, tax, estate, and investment services — competes for the same high-net-worth and mass-affluent households.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks6 records

Key highlights6 records

Customer concentration

• Xx.com/ctfg_financial
• Facebookfacebook.com/ChisholmTrailFinancialGroup

Revenue estimate

Valuation estimate

Number of profiles

Profiles13 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Chisolm Trail Financial