Buying Your First Business? Ask These Questions Before You Commit

April 20, 2025
by a professional from Fundação Getulio Vargas, São Paulo - Escola de Administração de Empresas de São Paulo in United States
*Content by our CEO at Pioneer Capital Advisory
For first-time buyers, the excitement of finding a great business can overshadow the real-life implications of ownership. Before diving into diligence or signing an LOI, ask yourself:
✔️Can I see myself running this business?
Are you ready for the day-to-day? Some businesses need hands-on operators, others allow for a more strategic role.
✔️What are my strengths—people or strategy?
Operators who love sales and culture-building thrive in different environments than those who prefer finance and systems. Some buyers team up to cover both sides.
✔️What does the seller actually do?
Don’t stop at titles—find out if they’re closing deals, managing vendors, or cutting checks. You’ll need a plan to replace them.
✔️Will the team stay post-close?
Retention isn’t guaranteed. Think early about how you'll earn employee trust.
✔️How will this impact my personal life?
Consider location, hours, stress, and family alignment. Ownership affects more than just your career.
✔️Is there customer or seller dependency?
If one client drives most revenue or the seller is the rainmaker, you’ll need to mitigate risk.
Buying a business is transformational—know the deal, but know yourself too.
If you're looking to buy a business and plan to use SBA financing, we should talk. email: redacted or schedule a meeting: https://calendly.com/rafael-pioneercap