Show & Tell: Stop Pitching. Start Selling. Live with Anthony Stears, The Telephone Assassin

Wednesday, November 4 at 1 PM ET · Live on Zoom · Free

Someone asks about your photo booth packages. You send your pricing and a few photos from past events, and wait. A few days go by. Nothing.

Did they find someone cheaper? Was the package wrong for their event? Or did the conversation end before you understood what they actually needed?

Getting inquiries is only half the job. Turning them into bookings is where sales skills come in. This week’s Show & Tell is about having better conversations with potential clients.

Anthony Stears, known as The Telephone Assassin, joins Nicholas to talk about building trust, communicating value, handling objections and helping customers make a decision. Plus a new opportunity for creative operators: becoming a Pictor Marketplace Creator and selling the templates, AI prompts and experiences you build.

What we’ll get into

• Stop pitching. Start having better conversations. Why selling doesn’t mean convincing someone to buy, and how better questions change where an inquiry goes.
• Turn inquiries into real opportunities. What to say when someone asks “How much is your photo booth?”, and how to learn what they need before you send a quote.
• Sell the value, not the price. How to explain what makes your experience different and give a client a reason to choose you.
• Handle objections without getting pushy. What to do with “you’re too expensive”, “we found someone cheaper” and “we need to think about it”.
• Follow up and close. How to follow up after a proposal without feeling annoying, keep the conversation moving and make the next step easy.
• Anthony’s 5 Conversation Stears. His simple call structure: make sure people are ready to listen, build rapport fast, establish credibility, create urgency, and prevent what he calls pipeline constipation.
• Sell what you create. How the same principles apply when you’re selling your own templates, AI prompts and experiences in the Pictor Marketplace.
• Live Q&A. Bring your toughest sales questions, from price objections to leads that went quiet.

How do you turn a photo booth inquiry into a booking?

Most lost bookings aren’t lost on price. They’re lost when the operator answers “how much?” with a number before learning what the event is, who it’s for and what the client is worried about. Ask a few questions first, connect your package to what they told you, send a quote that reflects it, and follow up on a set day with a clear next step. That’s the conversation Anthony teaches.

His philosophy is simple: stop selling and start helping customers buy. That means listening, asking useful questions and making the decision easier, not talking more or pushing harder.

On the call, we’ll bring that approach to situations operators face every week. What do you say when someone asks for a discount? How do you follow up without being a pest? How do you help a client see why your experience is worth booking? If you want the numbers side of that conversation first, read what photo booth rentals actually cost or catch up on how to price your time with Chris Meyer.

Become a Pictor Marketplace Creator

Photo booth operators already create valuable things: custom templates, AI prompts, themed experiences. Designs that take time to build and test.

What if the work you built for one event could become something other operators buy and use?

That’s the idea behind the Photo Booth Marketplace. Creators list templates, AI prompts and full experiences for other Pictor users, and you don’t need a paid plan to sell. Nicholas will walk through how to become a creator, while Anthony covers how to sell a creative product: knowing your buyer, explaining the benefit and helping them see the value.

Whether you’re selling a booking or a digital experience, the question is the same: why should someone choose what you made?

Already on Pictor? Open the Marketplace and look at the Sell Template tab before the session. New to Pictor? Start a free trial.

About Anthony

Anthony Stears is an international speaker and the author of Telephone Assassin, the book that gave him his nickname (affiliate link: we may earn a small commission if you buy through it). He’s on a mission to get businesses talking again, replacing digital avoidance with confident, human conversations that help customers buy.

After making calls for a huge range of businesses, at one point acting as sales or marketing manager for five companies at once, Anthony realized most people needed the confidence and structure to have those conversations themselves. Working with an NLP master trainer, he built the Telemarketing Masterclass, then a series of mini masterclasses on overcoming call fear, handling rejection, getting past gatekeepers, perfecting a pitch and building rapport fast.

He works with business owners, sales teams, account managers and customer service teams, and runs the Telephone Assassin Online Academy. Anthony doesn’t teach people how to sell. He shows them how to help customers buy, through conversation that connects. Expect to laugh, too.

The format

(Almost) every Wednesday, Pictor Show & Tell brings together photo booth operators, industry experts and creative business owners to share ideas and practical advice. No sales lectures. Real conversation, useful examples and live questions, with the chat open the whole time. Sessions run about an hour and are free.

RSVP free →

Can’t join live? RSVP anyway. We send the recording to everyone registered, and the recap lands here on the blog, like the session on selling experiences with Ursula McKinley.

Do this before Wednesday

Think about the last photo booth inquiry that didn’t turn into a booking. Was it a price objection? A client who stopped replying? A conversation where you weren’t sure what to say next?

Bring that situation to the session. Anthony might help you see it differently.

RSVP free →