Brownsburg, IN Office

Team
Updated today
Howard Bailey Securities, LLC logo

Howard Bailey Securities, LLC

Team

Firm-wide stats for Howard Bailey Securities, LLC

Total advisors

12

Across 2 offices

Clients per advisor

142 Very High

Avg AUM per client

$337,371 Very Low

HNW client ratio

5% Very Low

About

Howard Bailey Securities is an SEC‑registered investment adviser that provides asset management, retirement‑focused financial planning, and consulting to individuals, trusts, estates, qualified retirement plans, charitable organizations, foundations, corporations, small businesses and churches. The firm also facilitates access to third‑party money managers and digital estate‑planning platforms and offers insurance products through an affiliated insurance business.

The firm’s investment process uses a combination of fundamental and technical analysis together with Modern Portfolio Theory, implementing discretionary portfolio management, periodic rebalancing, and at least annual client reviews. For custody and trade execution the firm typically uses third‑party custodians and platform providers, and it appoints sub‑advisers such as AE Wealth Management and Orion for some client accounts.

The brochure discloses a 2024 SEC enforcement action related to marketing materials that resulted in a cease‑and‑desist order, mandated revisions to advertisements, and a $90,000 civil penalty, a notable compliance event in the firm’s disclosure history. The firm also highlights several business affiliations and potential conflicts — advisors devote a material portion of time to insurance sales through an affiliated broker‑dealer, leadership has multiple outside business interests (real estate, alternative investments and other operating companies), and the firm reports roughly $582.8 million in regulatory assets under management.

Based on Howard Bailey Securities, LLC

Expertise

General retirement planning Wealth management Business exit / sale strategy

Based on Howard Bailey Securities, LLC

Occupation focus

Founder/Business Owner Executive

Based on Howard Bailey Securities, LLC

Location

480 E. Northfield Drive, Suite 200

Brownsburg IN 46112

Advisors at this office

2

Advisors at this office

user avatar

Brian S

Series 65

Brownsburg, IN

Howard Bailey Securities, LLC

Brian Singer is a Series 65-licensed financial advisor with 9 years of industry experience. He is affiliated with Howard Bailey Securities, LLC and has operated Brian Singer Corp, doing business as Singer Financial Group, since 1994. His background includes roles at AE Wealth Management, LLC from 2016 to 2022. Howard Bailey Securities is an SEC-registered investment adviser serving individuals, trusts, estates, qualified retirement plans, charitable organizations, foundations, corporations, small businesses, and churches. The firm combines fundamental and technical analysis with Modern Portfolio Theory to provide discretionary portfolio management, periodic rebalancing, and regular client reviews.

General retirement planning Wealth management Business exit / sale strategy Founder/Business Owner Executive
user avatar

Trae H

Series 63, Series 65

Brownsburg, IN

Howard Bailey Securities, LLC

Trae Hassebroek is a financial advisor at Howard Bailey Securities, LLC with Series 63 and Series 65 credentials and one year of industry experience. Prior to joining Howard Bailey Securities, he was associated with Northwestern Mutual Investment Services and Northwestern Mutual Life Insurance Company. Outside of his advisory role, he has been involved with the Impact Soccer Club since 2023. Howard Bailey Securities is an SEC-registered investment adviser that offers asset management, retirement-oriented financial planning, and consulting services to a range of clients including individuals, trusts, estates, and charitable organizations. The firm employs a blend of fundamental and technical analysis alongside Modern Portfolio Theory, utilizing discretionary portfolio management and periodic rebalancing in its investment process.

General retirement planning Wealth management Business exit / sale strategy Founder/Business Owner Executive
View complete list of advisors at this office
Warmer team member

Not sure where to start?

We'll help you think it through—whether you ultimately need an advisor or not. Warmer helps you compare advisors clearly, so you can choose with confidence.

Find your advisor

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. Advisors are independent and may not have reviewed or updated this information. Please review an advisor’s Form ADV and do your own diligence before deciding whether to work with them.

Advisor matching and introductions are provided by FinanceHQ LLC (“FHQ”), a wholly-owned subsidiary of Warmer and an SEC-registered investment advisor. We receive compensation from certain participating advisors for introductions or referrals. This creates a conflict of interest because we have an incentive to recommend advisors who compensate us, including those who pay us more. You pay no fee to use our matching service, and advisor fees are not increased because of a referral or introduction. We do not review the ongoing performance of advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.

By using our service, you agree to our Terms of Service and Advisory Agreement, and acknowledge our Privacy Policy. Please review FHQ’s ADV Part 2A and Form CRS. Logos provided by Logo.dev

© 2026 Warmer Holdings Inc. (“Warmer”)