Free Sessions: Generous or Confusing Your Clients?

Free coaching sessions feel generous and the intention behind them (demonstrate value to build trust) is valid, but that’s not the whole story. They also shape who shows up, how seriously clients take the work and how your pricing lands later. The bigger question: is using free sessions the best way to attract the right clients – or is it just you in your comfort zone?
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00:00 - Untitled
00:45 - Free Sessions Myth
02:21 - When Free Backfires
05:27 - Discovery Call Clarity
Welcome to The Pricing Lady Podcast, where smart business owners, price with purpose, profit with clarity, and go get paid.
Janene Liston:Today we're taking a look at whether free sessions are actually helping your business or quietly working against it.
Janene Liston:If you've been offering free sessions to get clients or you're wondering whether you should, this episode is for you because the question sounds simple, but what's underneath it isn't.
Janene Liston:Similar to the last episode where we looked at market saturation in the coaching industry.
Janene Liston:Today's episode is inspired by a question from that keynote talk I did for coaching.com.
Janene Liston:Someone asked, should we be offering free sessions?
Janene Liston:And I've been sitting with it because I think the way it usually gets framed misses what's actually going on.
Janene Liston:So let's go ahead and take a look.
Janene Liston:The logic behind free sessions feel solid, give people a taste of the work.
Janene Liston:They see the value, they hire you.
Janene Liston:It builds trust.
Janene Liston:It lowers the barrier.
Janene Liston:It feels generous.
Janene Liston:Yeah, it feels good, and sometimes it actually works like that.
Janene Liston:But there's a step that most people skip because a free session isn't just a little bit of free work.
Janene Liston:It's a signal.
Janene Liston:About who you are, about how you work, and what someone should expect when they engage with you.
Janene Liston:You're actually setting boundaries here and that becomes very important in Pricing.
Janene Liston:Why does this matter?
Janene Liston:Think for a moment about how you hire any other professional.
Janene Liston:A plumber doesn't fix your toilet for free before you agree to let them.
Janene Liston:Tackle the kitchen sink, and a lawyer doesn't argue a case pro bono to show you what they're capable of.
Janene Liston:You hire them based on whether they understand your problem, whether they can explain what needs to happen and whether you trust them to do it.
Janene Liston:Coaching, on the other hand, developed this habit of proving itself through free work.
Janene Liston:And I think I know why, because coaching is a coach's comfort zone When you're in that first conversation and it feels a little scary and uncertain, defaulting to what you're good at is natural.
Janene Liston:It's comfortable.
Janene Liston:But here is the thing in that moment, you're not just a coach, you are a business owner, and the job in that conversation isn't coaching, is to understand what this person is dealing with and to help them see whether and how you can help, them best.
Janene Liston:That's closer to what good salespeople do.
Janene Liston:I know, I know you're cringing.
Janene Liston:Many coaches out there flinch at the word salesperson.
Janene Liston:Oh Lord.
Janene Liston:But done well, selling is not manipulation, it's clarity.
Janene Liston:it's being genuinely useful at exactly the right moment and in exactly the right way.
Janene Liston:What goes wrong here is that when the line is not clear, the free session turns into coaching.
Janene Liston:You're trying to show value, you overdeliver.
Janene Liston:The person gets a lot out of it, and then they don't convert.
Janene Liston:Because they feel they already got what they came for.
Janene Liston:Now, we both know a lot of times they, they're barely scratching the surface, but that's not how it feels to them.
Janene Liston:Or people show up who are genuinely curious.
Janene Liston:Not actually ready to invest.
Janene Liston:And the free session attracted the wrong audience.
Janene Liston:Not bad people, but people not fit to pay for your work right now.
Janene Liston:And then the line between exploratory conversation and pay work gets really fuzzy.
Janene Liston:You start to wonder why.
Janene Liston:Clients aren't booking, uh, why these Pricing conversations feel so difficult.
Janene Liston:And the answer, quite frankly is sitting right at the beginning of that process in how you're conducting these quote unquote free sessions.
Janene Liston:You're wondering, okay, that's great.
Janene Liston:I understand.
Janene Liston:What do I do about it?
Janene Liston:And the question here.
Janene Liston:That I wanna be clear about it is not really should you or should you not offer free sessions.
Janene Liston:The real question is, what is this session's purpose?
Janene Liston:What is it actually for?
Janene Liston:And early in my own business, I definitely made this mistake.
Janene Liston:I use that initial conversation.
Janene Liston:To show what I could do to prove my skills, to demonstrate my value, and I quickly experienced the downsize of that.
Janene Liston:People got something useful.
Janene Liston:They thought they had all the answers they needed, so they moved on, or I'd spent real energy on talking to someone who was not ready to invest and while at times.
Janene Liston:That's okay, and I will choose to do that.
Janene Liston:That is not where I wanna spend the bulk of my energy.
Janene Liston:So I shifted it.
Janene Liston:That first conversation became about helping the client gain clarity on the problem they were sitting with and how we might work together to solve it.
Janene Liston:Helping them figure out the best way forward, whether or not that was with me, and not trying to solve this bigger problem that they were having.
Janene Liston:Just, here's what I see.
Janene Liston:Here's what's possible.
Janene Liston:Here's how to think about those next steps.
Janene Liston:And that shift made a real difference because it attracted the right people, it converted the right people, and my paid work was able to say quite distinct from any free of charge work that I've done.
Janene Liston:That happened because I made that decision and I chose to draw that line.
Janene Liston:So the question here is, what do you want someone to understand or decide?
Janene Liston:By the end of this first conversation, if you can answer that clearly, then you can shape the quote unquote session around it.
Janene Liston:So here's my challenge or reflection question for you today.
Janene Liston:Think back to your last few discovery calls or free sessions, and ask yourself, which hat was I wearing?
Janene Liston:Was I being the coach or was I being the business owner?
Janene Liston:Were you trying to help them?
Janene Liston:Or were you trying to impress them because those are two different jobs, and knowing which one you are doing will tell you a lot about why these conversations went the way that they did.
Janene Liston:So, should you offer free sessions?
Janene Liston:Only if you're clear on what they're for and only if what happens in that conversation couldn't just as easily happen in a paid one.
Janene Liston:Because a free session is not neutral.
Janene Liston:It shapes who shows up, how seriously they take the work and how your Pricing lands later.
Janene Liston:And if you are defaulting to it outta habit or comfort, it's probably costing you more than you think.
Janene Liston:That's all for today.
Janene Liston:If this episode got you thinking, share it with someone in the coaching world who's wrestling with the same question for you.
Janene Liston:Get clear on what that first conversation is for, and then go on out there and get paid.

