Strategic Advisory for Business Owners at Critical Inflection Points
Clear thinking for
consequential business decisions.
Second Chair Advisory works with founders and owners when the path forward is not obvious. The issue may be growth, operating complexity, capital, an acquisition, a sale, or a situation that crosses several at once.
The work starts with defining the real problem. The right specialists join when the situation requires them.
Your first conversation is with the founder, not an intake team.
Two chairs. Same side of the table.
The Name
We sit next to you, not across from you.
Second chair is the trusted position beside the person making the decision. That is how the firm works: directly, candidly, and with the owner's interests at the center of the assignment.
The problem rarely arrives with a label.
A growth problem may really be a financial-reporting problem. A capital need may expose an operating constraint. A sale process may reveal that the company is not ready for market. We diagnose the situation before prescribing the engagement.
How We Engage
- 01
Strategic and Growth Advisory
For founders working through growth, partnerships, organizational constraints, strategic alternatives, or a decision that needs an experienced outside perspective.
Explore Strategic Advisory - 02
Special Situations
For complex problems that cross operating, financial, ownership, and transaction lines. The answer may be a focused workstream, a new partner, new capital, a transaction, or a decision not to transact.
See How We Work - 03
Transaction Advisory
Exit readiness, selective sell-side representation, retained buy-side search, and hands-on transaction coordination.
Explore Transactions - 04
Capital Strategy and Introductions
Capital-needs assessment, investor positioning, preparation for institutional conversations, and introductions to appropriate capital providers or licensed financial institutions.
Explore Capital Strategy
The person you meet is the person doing the work.
Every engagement is led by Billy. When the work requires deeper accounting, legal, financing, operational, or industry expertise, Second Chair brings the appropriate specialist into the assignment rather than forcing every situation through a fixed team.
Focused where experience is useful. Flexible where the problem fits.
Second Chair has particular experience with founder-led service businesses, including home services, trades, and healthcare services. The firm also considers select situations outside those categories when the problem, relationship, and required work fit its capabilities.
View ExperienceStart with the situation, not a predefined service.
Tell us what is happening, what has changed, and what decision is in front of you. The first conversation is used to determine whether Second Chair can help, what the right scope might be, or whether another resource would serve you better.
Start a Conversation