Which owners to start with
- Long-running businesses. An owner who has been at it for decades is likely thinking about succession and retirement, whether or not they’ve said so.
- Family-owned businesses. Passing a business to the next generation raises planning questions that touch the whole family.
- Owner-run practices that usually pay well: dentists, doctors, vets, law firms, contractors and car dealers.
- Businesses with a staff. Employers often want a retirement plan to help them hire and keep people.
- New owners, who just bought a business and are setting everything up.
Check your compliance rules first
Before you hand out anything or send a single message, know your firm’s rules. Depending on how you are registered, your communications fall under FINRA or SEC rules, and most firms require compliance to approve letters, emails, flyers and social posts before they go out. Follow your firm’s policy on cold calling and do-not-call lists. Never promise returns or results, and keep every claim you make fair and balanced.
Build your list
- Referrals from CPAs and attorneys who already advise business owners. They are the most common source for good reason.
- Your chamber of commerce, Rotary and local business groups.
- Industry associations for the practices you want to serve, like dental or contractor groups.
- A prospecting map. Canvas Scout maps every local business and flags long-running and family-owned businesses, owner-run practices that usually earn well and staffs ready for a retirement plan. It never shows an owner’s income or net worth.
How to open the conversation
Owners hear sales pitches all day. Lead with a question about their business, not a product:
“Hi, I’m Marcus with Ridgeway Financial. I work with a lot of owners around here who’ve been in business a long time. Have you given much thought to what happens to the business when you’re ready to step back? … No pressure at all. If it’s on your mind, I’d be glad to sit down for half an hour and talk it through.”
If you drop by in person, keep it short, and ask for a meeting at a time that suits them rather than trying to cover everything on the spot.
Topics owners care about
- Retirement plans for the business, such as a 401(k), SEP IRA or SIMPLE IRA, and how each one fits their staff.
- Succession and exit planning: selling to a partner, a family member or an outside buyer, and the timeline each takes.
- Separating business and personal wealth, so everything isn’t tied to one company.
- Working with their CPA and attorney. Most of these plans need all three, and owners appreciate an advisor who coordinates.
Follow up for the long haul
Business owners rarely decide quickly, and that’s fine. Check in a few times a year with something useful, like a note about a plan deadline or an invitation to a local seminar your firm has approved. Keep notes on every owner: when they started, who is in line to take over, and what they worry about. The first meeting often comes long after the first conversation.
Where Canvas Scout fits
Canvas Scout maps every local business in your territory and flags businesses open for decades, family-owned businesses, owner-run practices that usually pay well, new owners and staffs ready for a retirement plan. See Canvas Scout for financial advisors, or look up how many businesses are in your territory.

