Sales Keynote Speakers for 2027 SKOs
Sales keynote speakers for 2027 sales kickoffs: an Olympic medalist, the founder of Shazam, AI operators and trust-building authors, each with a talk built for a revenue team going into a new number.
Find Your SpeakerWhy Book a Sales Speaker?
- Open your SKO with Shannon Rowbury, three-time Olympian and the first American woman to win an Olympic medal in the 1500 meters, whose Medalist Mindset™ keynotes and workshops have run for Abbott, Microsoft, Strava and Lloyds Bank
- Hear Chris Barton tell how Shazam nearly collapsed several times over six years, after MIT and Stanford experts called the technology impossible, before reaching 2B+ downloads and an acquisition by Apple
- Give reps who sell AI a straight answer to the "why do AI projects fail?" objection with Zach Rattner, co-founder and CTO of Yembo, whose AI platform runs in 20+ countries for insurance and logistics customers
- Pair a keynote with a working session: David Homan, USA Today best-selling author of Orchestrating Connection, runs an integrated trust-building workshop, and Matthew Spence, a four-time 29029 Everesting finisher who has coached leaders at Meta and Nike, runs his Lessons from the Wall workshop
Common Event Types
Sales Speakers

Shannon Rowbury
First woman in US history to medal in the Olympic 1500-meter race

Zach Rattner
AI Founder & CTO with physical industry customers in 20+ countries

Adam Cheyer
Co-Creator of Siri and 5x founder at the intersection of AI and human potential

Philip Lakin
Director of AI Transformation at Zapier and the operator companies call when AI adoption stalls, with 1,000+ hours turning enterprise teams from AI-curious to AI-capable

Chris Barton
Founder & Creator of Shazam, Entrepreneur, Inventor, and Tech Investor

Abigail Posner
Anthropologist & Former Director, U.S. Creative Works at Google | Becoming Irreplaceable in an AI World

David Homan
USA Today Best-Selling Author and Speaker on Trust, Relationship Value, Human Connection, and Ethical AI

Matthew Spence
Four-time finisher of the 29029 Everesting Challenge, turning one extraordinary climb into leadership lessons for thriving at the edge of uncertainty

Nicole Malachowski
First Woman Thunderbird Pilot, Combat Veteran, Fighter Squadron Commander & Former White House Adviser

Suneel Gupta
Founding CEO of RISE & Bestselling Author of Backable | Harvard Medical School Visiting Scholar
A sales kickoff keynote has one job: change what your reps believe about the year ahead before they walk into the first breakout. The sales keynote speakers on our 2027 roster have each done something hard in public. Shannon Rowbury raced at three Olympics and came home with a bronze medal, Chris Barton kept Shazam alive through six years of near-collapse after experts called it impossible, Zach Rattner has spent years getting AI adopted by insurance and logistics companies that needed proof first, and David Homan built Orchestrated Connecting, an invite-only network of 2,800+ givers, over two decades. Each of them has a talk built for a revenue team heading into a new number.
What makes an SKO keynote land
Most SKO keynotes follow the same arc, a personal resilience story followed by a big close. Your reps have seen it, and they'll be checking Slack by minute ten. The keynotes that land at a sales kickoff do two things differently. First, they come from someone who lived a version of the rep's problem, whether that's hearing no for years before the market caught up (Chris Barton), performing when everyone is watching the scoreboard (Shannon Rowbury), selling a new technology to a buyer with reasons to be skeptical (Zach Rattner) or earning a client's trust before asking for anything (David Homan). Second, they connect to the theme you've already chosen for the year, so the opener sets up the breakouts instead of competing with them. If you're still choosing that theme, start with our list of sales kickoff themes for 2027, and use these sales kickoff meeting ideas to plan the rest of the agenda around the keynote.
Matching the speaker to the year your team just had
Sales kickoff speakers fall into four broad types, and the right one depends on how last year went. Pressure performers suit a team coming off a hard year or heading into a stretch target: Shannon Rowbury with Medalist Mindset™ or Control the Controllables: Building Resilient Teams in Uncertain Times, and Col. Nicole Malachowski, the first woman to fly with the Thunderbirds, with Pushing the Envelope: Being the Best When It Counts. Founder stories work for teams opening a new market or selling something buyers haven't accepted yet, whether that's Chris Barton's Bring Impossible Ideas to Life or Suneel Gupta, whose book Backable studies the habits of people who are extraordinary at pushing new ideas forward. AI operators help when reps sell AI or are being asked to use it, and Zach Rattner and Philip Lakin both bring keynotes and hands-on workshops for that. Relationship and resilience speakers fit account-led and referral-driven sales orgs: David Homan with The Five Founding Principles of Building Trust, and Matthew Spence with No Invisible Medals, drawn from 25 years of coaching leaders at companies including Meta and Nike.
AI keynote speakers for sales teams
Every sales org going into 2027 is fielding the same two questions: how should reps use AI, and how do you sell to buyers who are tired of AI claims? Philip Lakin built Lead Router, Zapier's first solution product, after Zapier acquired his company NoCodeOps, and his sessions put working AI workflows in front of a team that can use them the same week. Zach Rattner co-founded Yembo, whose AI platform processes millions of inspection videos a year, and his keynote Why AI Fails (and How to Fix It) gives reps a straight answer when a buyer has been burned by a pilot. Abigail Posner spent 13 years at Google, where she guided culture change for its 4,000+ sales professionals, and her keynote Expansiveness Edge: Becoming Irreplaceable in an AI World makes the case for the human skills a sales team keeps. For tech SKOs where customers keep asking where AI is heading, Adam Cheyer, co-creator of Siri and former VP of AI Experience at Airbnb, delivers The Future of AI and Businesses as a keynote or as a fireside chat with your CRO.
How to brief us for a sales kickoff keynote
Send us four things and we can usually get to a shortlist on a 20-minute call: the date and city (or virtual), the makeup of the room (AEs only, or the whole revenue org with customer success and partners), the theme you've picked for the year, and the one belief you want reps to leave with. Tell us how last year went too, because a team that missed its number needs a different opener than one coming off a record. We'll come back with two or three speakers, each with a talk outline mapped to your theme, and every speaker named on this page does a prep call with your sales leadership before the event.
When to book your 2027 SKO keynote speaker
Q1 is the busiest window of the year for keynote speakers, and January and February 2027 SKO dates are being booked right now. Six to nine months of lead time is the comfortable range, though fall booking still works: speakers who also run companies or broadcast careers keep their calendars differently, and we check live availability on the first call. If your SKO is in January, aim to have a speaker confirmed by mid-November so there's room for a prep call and a custom outline. If you need someone inside eight weeks, say so in the inquiry, since a virtual keynote or fireside chat opens up more of the roster on short notice.
If you're booking a sales keynote speaker for a 2027 kickoff, start with what you need your reps to believe on the Monday after, then find the speaker whose own story proves it. Tell us about your SKO and we'll come back within 24 hours with two or three names.
Frequently Asked Questions
Who are the best keynote speakers for a sales kickoff in 2027?
The best SKO keynote speaker is the one whose own story proves what your reps need to believe this year. The sales keynote speakers we place most for 2027 kickoffs are Shannon Rowbury (three-time Olympian and creator of Medalist Mindset™), Chris Barton (founder of Shazam, which Apple acquired after 2B+ downloads), Zach Rattner (co-founder and CTO of Yembo, author of Grow Up Fast: Lessons from an AI Startup), David Homan (USA Today best-selling author of Orchestrating Connection, with 350+ events behind him), Matthew Spence (four-time 29029 Everesting finisher who has coached leaders at Meta and Nike) and Philip Lakin (built Zapier's first solution product after Zapier acquired NoCodeOps). Shannon Rowbury and Zach Rattner are represented exclusively by Silicon Valley Speakers.
What should a sales kickoff keynote cover?
It should set up the theme of the whole kickoff and give reps one belief or habit to carry into the year. The strongest SKO keynotes pair a story of performing under pressure or pushing through rejection with one practical tool reps can use in their first week back, and the speaker ties both to your theme on a prep call beforehand. Leave product training and comp-plan detail to the breakouts. Our guide to sales kickoff themes for 2027 has 25 theme ideas to build the keynote around.
How far ahead should we book an SKO keynote speaker?
Six to nine months ahead is ideal, and the most in-demand names can go 9 to 12 months out for January and February dates. Booking in the fall for a Q1 kickoff is still workable: tell us your date on the first call and we'll check live availability across the roster. For a January SKO, aim to confirm by mid-November so there's time for a prep call and a custom outline.
Can we book a keynote speaker for a sales kickoff on short notice?
Often, yes. Speaker calendars move all the time, and a virtual keynote or fireside chat opens up more of the roster inside a few weeks. Put your date and format in the inquiry and we'll tell you within a day who is open.
How much does a sales kickoff keynote speaker cost?
Across the market, sales kickoff keynote fees run from about $10,000 to well over $75,000 for a 45- to 60-minute keynote. Adding a breakout workshop or international travel raises the fee, and virtual delivery usually lowers it. Several speakers on our sales roster start at $10,000, and we confirm exact fees once we know your date and format.
Who are the best motivational speakers for B2B sales organizations?
For B2B sales teams, motivation works best when it comes with a method. Shannon Rowbury's Medalist Mindset™ and Control the Controllables keynotes give reps a performance routine borrowed from Olympic racing. Matthew Spence turns his four 29029 Everesting climbs (the height of Everest in under 36 hours) into leadership habits, and Col. Nicole Malachowski, the first woman to fly with the Thunderbirds, delivers Pushing the Envelope: Being the Best When It Counts. For relationship-led B2B sales, David Homan's trust-building keynote and workshop has the room practicing the skill before the session ends.
Which AI keynote speakers work for sales teams?
Philip Lakin (built Zapier's first solution product after Zapier acquired his company NoCodeOps) and Zach Rattner (co-founder and CTO of Yembo) both work with teams putting AI into daily use, and both pair a keynote with a hands-on workshop. Abigail Posner, who guided culture change for Google's 4,000+ sales professionals, speaks on becoming irreplaceable in an AI world. For tech companies whose customers want to know where AI is going, Adam Cheyer, co-creator of Siri, delivers The Future of AI and Businesses as a keynote or fireside chat.
Can a sales kickoff speaker present virtually?
Yes. Every speaker named on this page delivers virtual keynotes, which suits distributed sales teams and regional kickoffs that run on different days. Several also run hybrid sessions. Tell us the platform and audience size in your inquiry.
What's the difference between a sales keynote speaker and a sales trainer?
A sales keynote speaker shifts how the room thinks in 45 to 60 minutes, usually at the opening or close of a kickoff. A sales trainer teaches a methodology over hours or days. Our sales roster is built for keynotes and keynote-plus-workshop formats, and many companies use the SKO keynote to set up the methodology training that follows it.
What is a sales kickoff speaker?
A sales kickoff (SKO) speaker is a keynote speaker booked for a company's annual sales kickoff, usually held in January or February to launch the fiscal year for the revenue team. The strongest SKO speakers come from operator or elite-performer backgrounds and calibrate the talk to what a sales team faces: pressure and rejection, with a new number on the board.
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