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Authentic selling expert & consultant

Jeff Kirchick

Equip sales teams for the AI era with Jeff Kirchick, authentic selling expert and consultant. Jeff equips organizations to balance AI automation with human connection, teaching discovery techniques that uncover genuine customer needs. Jeff is the award-winning author of Authentic Selling and has been a part of three successful exits and one IPO.

Trusted by Sales Assembly, COOP Careers, Braave, Classavo

Jeff Kirchick, Speaker | Sales Author, AI Futurist
Jeff Kirchick

Jeff Kirchick

Boston, United States

Typical fee range

$6k–10k

This is an estimated fee range for local in-person events. Location and format affect the final fee.

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Boston, United States

Starting from

$6k–10k

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+44 203 835 2929

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Jeff Kirchick's biography

At a glance

  • Author of the award-winning Authentic Selling, which predicted AI impact on sales
  • Sales leader who has contributed to multiple successful company exits
  • Consultant and advisor to dozens of early-stage startups
Jeff Kirchick wrote Authentic Selling: How to Use the Principles of Sales in Everyday Life, which predicted AI's impact on sales before it transformed the industry. It went on to win the 2021 Independent Press Award for Sales & Marketing books. As a sales leader, Jeff guided Y-Combinator startup Next Caller through its acquisition and has participated in three exits and one IPO. He now advises dozens of early-stage startups and delivers talks on sales methodology and authenticity. His experience building companies and navigating rapid technological change gives him practical insights into adapting sales strategies for an AI-driven marketplace. Jeff helps sales professionals understand where automation adds value and where human connection remains irreplaceable. He teaches discovery techniques that uncover real customer needs rather than surface-level pain points, and shows teams how to handle objections by addressing underlying concerns instead of using scripted responses. His presentations give sales teams actionable techniques they can implement immediately to improve conversion rates and customer relationships. Organizations looking to future-proof their sales approach while maintaining genuine customer connections find Jeff's perspective both timely and practical.

Jeff's showreel and videos

Topics, sessions and talks

Embracing Authenticity For Better Sales
In this session, Jeff Kirchick shares examples of authentic people and why we like them, and examples of less authentic people and how that works against them. Jeff will also cover the biological reasons why we gravitate towards people who we perceive are presenting an honest version of themselves. The session will go deep on how your team can embrace authenticity while delivering real, practical examples of authenticity in a sales environment.
Authentic Selling In A World Of AI
In this insightful talk, Jeff Kirchick analyzes the significance of authenticity in an AI-driven landscape and its implications for human relationships in B2B environments. Drawing on the accurate predictions about AI's rise in sales he made in his 2020 book Authentic Selling, Jeff shares his latest insights on the future of AI and its potential effects on business interactions. Attendees will learn how to navigate authenticity amidst technological advancements and gain valuable foresight into AI's evolving role.
The Framework For Handling Objection Like A Pro
Jeff Kirchick has developed a straightforward four-step objection handling program designed for easy implementation. He will train your team on applying this effective formula within your business context. Attendees will learn practical strategies to address objections confidently, enhancing their sales techniques and improving customer interactions. This training aims to empower teams to overcome challenges and drive success in their sales processes.
How To Run Amazing Discovery
Jeff Kirchick believes that most deals are lost in the discovery phase. While others focus on qualification criteria like SPICED and MEDDICC, he introduces his unique pyramid rubric, progressing from Authority to Pain to Awareness. In this session, attendees will learn how to ask effective questions that reveal not only the presence of pain but also its priority among various issues. This approach is essential in today's post-pain sales environment, where simply identifying pain is not sufficient.
Practical AI In B2B Sales: What's Actually Working
Jeff Kirchick walks your audience through exactly how he and his teams are using AI across the full sales process today to prospect smarter, personalize at scale, generate pipeline, and coach reps in real time. No hype, no vendor pitches, no someday slides. Just the workflows, the tools, the prompts, and the tradeoffs from a practitioner who has been building and deploying these systems inside his own organization. Expect a high-energy session designed to wake the room up and send every seller back to their desk with something they can actually deploy.

Why we recommend booking Jeff

Jeff's early recognition of AI's sales impact gives him deep credibility with teams navigating automation without losing deal quality. His track record through three exits and leading a Y-Combinator company through acquisition means he understands both startup velocity and enterprise rigor. Jeff's perspective and experience are highly valued by organizations looking to balance technology adoption with the discovery work that actually moves complex deals forward.

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Trusted by Sales Assembly, COOP Careers, Braave, Classavo

Testimonials

We at Sales Assembly have been fortunate enough to collaborate with Jeff on more than one speaking / facilitation opportunity in front of the 200 B2B tech companies we serve. With a focus on live, collaborative interaction among 150+ attendees, ensuring that our speakers are simultaneously engaging enough as presenters, but also experts at prompting audience interaction is key for us. The NPS scores of Jeff’s sessions have been outstanding, we continue to hear stellar feedback, and it is our plan to continue leveraging Jeff as a thought leader in front of our member companies.

Matt Green

Sales Assembly

Jeff came to COOP to give a presentation on cold emailing to our Tech Sales apprentices in our program and it was amazing! The students all gave great feedback on how helpful Jeff’s course has been to them and how they are more confident with their newly learned skills and techniques. He uses simple analogies to teach which helps individuals who are new to the sales realm digest the content with ease. 10/10 would recommend for Jeff to come back to speak again!

Diane Nguyen

COOP Careers

Jeff has been an incredible mentor to me; someone who listens proactively, analyzes situations with depth, and offers practical, actionable guidance, all while bringing his exceptional emotional intelligence to in the mix. To me his advice is truly special because of his ability to balance expertise with a warm, authentic human touch. He never forces a playbook on you; instead, he guides you toward what feels true to you. He’s not just an expert, he’s deeply passionate about helping others turn their visions (and, dare I say, even their dreams?) into reality.

Claire Chabaud

Braave

Featured Projects

Jeff Kirchick - Authentic Selling: How to Use the Principles of Sales in Everyday Life book cover

frequently asked questions

Something we've not covered here?

How do I book Jeff Kirchick for my next event?
Email jeff.kirchick@getapeptalk.com or call PepTalk on +44 20 3835 2929 (UK) or +1 737 888 5112 (US), and one of our speaker agents will contact you within hours to confirm Jeff's availability and fees. If you can, please include your budget upfront – it helps us fast-track your request. It’s also helpful to know the date, format (virtual or in-person), location, and a bit about your audience.
What is Jeff Kirchick's speaking style like?

Jeff Kirchick structures sessions around a contrast method, pairing examples of authentic behaviour with counterexamples of inauthentic behaviour, and anchors this framework in biological reasoning to explain why audiences respond to perceived honesty. He also delivers a four-step objection handling formula drawn from his sales leadership experience, trained directly to the attendee's business context.

What topics does Jeff Kirchick specialise in?

Jeff Kirchick speaks on authenticity in sales, AI's impact on B2B selling, and objection handling frameworks. His book Authentic Selling won the 2021 Independent Press Award for Sales & Marketing and had previously predicted AI's rise in sales.

What information do I need to provide to book a speaker?

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There is no additional cost to you beyond the speaker's fee. PepTalk's service, from shortlist to on-the-day logistics, is included. For repeat or multi-event bookings, the team can agree preferential rates with your procurement department. Email hello@getapeptalk.com to discuss.

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I need a last-minute speaker. Can PepTalk help?

Yes. PepTalk regularly handles last-minute requests and can secure or replace a speaker, host, or comedian quickly, often within days. Availability narrows as the date nears, so get in touch as early as you can. Email hello@getapeptalk.com with your requirements.

How much does it cost to book a speaker through PepTalk?

Speaker fees vary by profile, format, and location. In the UK and Europe, virtual keynotes typically start around GBP 2,000, with top in-person speakers reaching GBP 25,000+; in the US, fees run from about USD 5,000 to USD 100,000+. Share your budget at getapeptalk.com and we'll shortlist to fit.

Can I book a speaker who isn't listed on the PepTalk website?

Yes. If a speaker isn't listed, tell PepTalk their name and the team will approach them for you. The network extends well beyond the public roster, and PepTalk regularly books speakers who don't appear on the site. Email hello@getapeptalk.com with the name.

How quickly will I get a speaker shortlist?

You'll receive a hand-picked shortlist within 24 hours of sharing your brief. Each suggestion comes with profiles, fees, and PepTalk's recommendation on the strongest fit. If you need options sooner for an urgent event, say so and the team will move faster. Start at getapeptalk.com.

What happens if I need to cancel or reschedule a booking?

Most bookings can be rescheduled with reasonable notice. Cancellation terms vary by speaker and are set out clearly in the contract before you confirm, so there are no surprises. PepTalk's team supports you through any change. Contact hello@getapeptalk.com as soon as plans shift.

Can PepTalk help plan the speaker programme for my event?

Yes. Beyond booking a single speaker, PepTalk helps shape a full programme, matching voices to your agenda, audience, and goals across a day or a series. It is a consultative service, not just a booking. Tell us about your event at getapeptalk.com.

What does 'typical fee range' mean?

Speaker fees vary based on factors like event location, format, and availability. The 'typical fee range' figure gives you a baseline of someone's local, in-person rate sits, and we'll confirm the exact fee when you get in touch.

What logistics should I prepare before my speakers arrive?

Before your speakers arrive, confirm AV is tested, a green room is ready, and printed schedules are on hand. Prepare warm introductions for each speaker and brief your team on timings. PepTalk speakers come fully briefed, making event-day logistics smoother and stress-free from the start.

What's the difference between a keynote speaker, an MC, and event entertainment?

A keynote speaker delivers an inspiring or informative talk. An MC hosts and guides the event, keeping things on track. Entertainment — like a band or comedian — creates atmosphere and fun. Each serves a different purpose, and PepTalk can help you book the right talent for all three.

What happens if I need to cancel or reschedule a speaker booking?

Life happens! Most speaker bookings can be rescheduled with reasonable notice. Cancellation terms vary by speaker, but PepTalk handles all the details & contracts transparently upfront so there are no surprises. Our team supports you through any changes, making the process as smooth as possible.

Have all the speakers on the website previously worked with PepTalk?

Not necessarily. While the speakers listed on our website may not have worked with PepTalk in the past, they are recognized professionals in the industry and known to engage in similar events and engagements. Alongside direct talent, we work with a wide variety of speaker agents and talent agencies, to ensure we have the best selection of speakers, hosts, comedians and entertainers available.

What information do I need to provide when booking a comedian?

When booking a comedian, share your event format, audience size and demographics, any sensitive topics to avoid, and the tone you're after. PepTalk makes this easy — their booking process guides you through a simple checklist so nothing gets missed and your comedian is perfectly matched to your crowd.

What information do I need to provide when booking a speaker?

When booking a speaker, you'll need your event date, audience details, format, key objectives, and budget. Having these ready makes the process smooth and straightforward. PepTalk's team uses this information to match you with the perfect speaker quickly and efficiently.

Can I book entertainment and speakers as a package?

Yes! At PepTalk, you can absolutely bundle entertainment and speakers into one seamless package. It's a great way to create a fuller event experience while enjoying simplified booking and better value. Our team handles everything together, making the process effortless for you.

How far in advance should I book a motivational speaker?

Book a motivational speaker at least 3–6 months in advance, especially for popular speakers or large events. Top speakers get booked quickly, so earlier is always better. For major conferences or peak seasons, booking 12 months ahead ensures you secure your first choice.

Can I book a speaker for a virtual or hybrid event?

Yes. Most PepTalk speakers deliver virtual and hybrid sessions with live Q&A, and virtual keynotes usually cost less than in-person because there is no travel. Tell us your platform and format and we'll match speakers experienced in online delivery. Start at getapeptalk.com.

How do I brief an insights speaker on my organisation's strategic context?

Share your organisation's top 3 strategic priorities, current challenges, and the audience's role in delivering them. A simple one-page brief works perfectly. PepTalk speakers use this context to tailor insights that feel genuinely relevant — making your event far more impactful.

Can event entertainers customise their act for my company or industry?

Yes! Most event entertainers are happy to tailor their act to your brand, industry, or theme. From weaving in company jokes to incorporating your branding into their performance, personalisation makes all the difference. PepTalk's entertainers specialise in bespoke experiences that feel made just for your audience.