THE SETUP — WHERE THEY ARE COMING FROM
The client arrives curious but guarded. They have probably met with other advisors before and are evaluating whether Presidio is different or just another version of what they have already seen. They are not yet ready to trust — they are ready to be impressed or disappointed. Your job is to do neither. Your job is to make them feel understood in a way no one else has.
They leave committed to the next meeting when they feel two things: that you see their situation more clearly than they do, and that the path forward starts with a plan, not a pitch.
WHAT YOU SAY — WORD TRACKS
"Before we get into anything, let me tell you how I like to run this first conversation. I'm going to ask you a lot of questions — about where you are, what you've built, what's on your mind. I'm not going to pitch you anything today. My job right now is just to understand your situation well enough to tell you whether we can actually help and what that would look like. Fair enough?"
This removes the sales pressure immediately. They relax. The conversation that follows is completely different when they are not waiting for the pitch.
"Can I ask — have you worked with a financial advisor before? What was that experience like?"
Listen fully. Do not interrupt. The gap between what they had and what they wanted is the opening for everything that follows. What they say here tells you exactly how to position Presidio.
"Tell me a little about where you are right now. Not just financially — what's going on in your life that made now the right time to have this conversation?"
This question surfaces the real reason they are sitting across from you — which is almost never purely financial. It also signals that Presidio thinks about clients as whole people, not portfolios. Give them time to answer. The silence is working for you.
"To make sure we're talking about the right things — roughly what does your investable picture look like right now? Retirement accounts, brokerage, any equity comp still on the table?"
Keep this light and conversational. You need the number but asking too directly too early feels transactional. Frame it as wanting to make the conversation relevant to their actual situation.
"If we got everything right — three years from now, what does that look like for you? Not just the number. What does the life look like?"
Most clients have never been asked this. The pause before they answer is meaningful — they are realizing they have not thought about it clearly. That moment of realization is exactly where trust begins.
"What's the thing you feel least certain about right now? The part of your financial picture that, if you're honest, you haven't fully figured out yet?"
This is the most emotionally revealing question in the meeting. What they say here is the thread you pull on for every subsequent conversation — including the plan presentation.
"One thing I'm hearing that I want to make sure we look at — you mentioned you still have a significant RSU position that hasn't been addressed. That's actually one of the most common places we find real exposure. Not always a problem, but always worth understanding. That would be one of the first things the plan would tell us."
Adapt this to what they've actually told you. The structure is: name the specific thing they mentioned → normalize it ("common with people in your situation") → create mild urgency without alarm → connect it to the plan as the solution. This plants the seed that the plan is necessary, not optional.
"Here's what I'd suggest as a next step. Before I can give you any real guidance — guidance that's actually specific to your situation, not general advice — I need to see the full picture. What we do is build a complete financial plan first. It covers everything: your retirement trajectory, tax exposure, investment picture, insurance gaps, estate basics. It gives us a real foundation to work from instead of guessing. I'd like to get together again and walk you through exactly what that involves, what it costs, and what you'd have at the end of it. That way you can decide whether it makes sense before committing to anything. Does that work for you?"
The ask is low-commitment: come back and hear what the plan involves, then decide. Every word of this is designed to remove friction. "Before committing to anything" is the key phrase — it tells them they are not being sold today.
"Let's get that on the calendar now while we're both here. What does your schedule look like in the next week or two?"
Do not leave without a date and time confirmed. "I'll follow up" loses half the appointments that "let's book it now" keeps. If they hesitate, make it easier: "Even a placeholder — we can always move it."