149: Dia Bondi – Ask Like an Auctioneer

149: Dia Bondi – Ask Like an Auctioneer

Guest: Dia Bondi

Guest Bio:

Dia Bondi is a Communications Catalyst for high-impact people. In her private coaching and programs, she works with C-level leaders, VC-backed founders, and ambitious professionals, helping them find their voice and lead with it. Her workshops and talks are hosted by corporations including Quartz, Salesforce, Google’s X-team, and Dropbox. In global sport, she helped Rio de Janeiro secure the 2016 Summer Olympics. After attending auctioneering school for fun, she translated the techniques she learned into a program that prepares ambitious professionals, and especially women, to ask for more and leave nothing on the table, called Ask Like an Auctioneer. She’s been featured on CNBC Make It, Forbes, and Fast Company. Her book, Ask Like an Auctioneer: How to Ask for More and Get It, is available now.​

Key Points:

Dia’s Backstory & Career Path

Started her career in fitness, where she loved helping people feel powerful and embodied. Then, transitioned into training and development (professional development) after college. She discovered her passion for storytelling and communication while observing a workshop for finance leaders. Dia founded Dia Bondy Communications in 2009 to help leaders and VC-backed founders communicate effectively in high-stakes moments.

"Ask Like an Auctioneer" Concept
Inspired by her side work as a fundraising auctioneer. The key principle: ask big enough to get a “no”, because a “no” signals you’ve reached the upper limit of what’s possible. In business, people often limit their asks based on what they think they can get, leaving money and opportunity on the table. Instead of selling to the first yes, push further to uncover maximum value.

Overcoming Fear of Asking

Fear of rejection keeps people from asking boldly. Many assume rejection damages relationships, but often it doesn’t. Leaders should teach teams that discomfort (the Zofo—Zone of Freaking Out) is a signal of courage and potential growth. Reframe rejection: it’s information about value, not a judgment of personal worth.

Lessons from Auctioneering for Business & Sales

· Price = a reflection of value, not worth. The same item can sell for vastly different amounts depending on the audience.

· Know your “reserve.” Like an auctioneer’s minimum acceptable price, know your bottom line before asking.

· People are irrational. Decisions are often emotional, even in data-driven environments—so storytelling is critical.

Four Types of Asks That Drive Growth

1. Money – dollars, budgets, contracts.

2. Influence – visibility, access to networks, platforming yourself.

3. Authority – positioning yourself to make important decisions.

4. Balance – aligning deals and clients with the kind of work you actually want.

Why People Struggle with Asking

Fear of rejection. Lack of clarity on what to ask for and when to ask. Sometimes people make asks that are too small, too vague, or to the wrong audience.

Framework for a Strategic Ask (first 4 of 6 steps)

  1. Define your main concrete goal.
  2. Identify the next big move toward that goal.
  3. Determine the ask that advances that move.
  4. Ensure the ask is big enough to risk rejection.


Storytelling Framework: “Blocker Buster”

  1. What your audience wants.
  2. What’s blocking them from achieving it?
  3. How do you remove the blockers?
  4. Your ask (to move them forward).

Big Takeaways

  • Asking boldly is a skill that can be learned.
  • The most powerful ask live in the Zofo—the zone of freaking out.
  • Rejection is not failure; it’s valuable feedback about what the other side values.
  • Asking strategically, with courage and clarity, maximizes opportunities for growth, influence, and alignment.

Guest Links:

Connect on LinkedInCon

Connect on Instagram

https://www.diabondi.com/salesology

Download The Powerful Ask Plan, a free tool to help you design a strategic ask.

About Salesology®: Conversations with Sales Leaders

Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus, and revenue generation experts.

Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs.

If you are a business owner or sales manager with an underperforming sales team, let’s talk. Click here to schedule a time.

Please subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!

To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Instagram, and check out our website at https://gosalesology.com/.

Episoder(150)

014: Kendra Lee - How to Build a Real Sales Organization

014: Kendra Lee - How to Build a Real Sales Organization

Guest: Kendra Lee Guest Bio: Sales and marketing expert, Kendra Lee started her sales career in accounting, failed IBM’s entry-level sales exam, and was told she would be a sales failure without an engineering background. Despite that demotivating start, Kendra Lee entered sales and proved those nay-sayers wrong. She turned her knowledge of numbers into a lead generation approach that has propelled SMB companies to their own success. She is the founder of KLA Group, a sales and marketing agency that helps B2B SMB companies get more customers and is the author of Selling Against the Goal and The Sales Magnet.   Guest Links: https://resources.klagroup.com/worksheet-12-steps-to-create-marketing-messages/   Books: Selling Against the Goal: How Corporate Sales Professionals Generate the Leads They Need The Sales Magnet: How to Get More Customers Without Cold Calling   About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

26 Sep 202235min

013: Lori Richardson -  Becoming an Inspiring Sales Leader

013: Lori Richardson - Becoming an Inspiring Sales Leader

Guest: Lori Richardson, Founder & CEO of Score More Sales, President of Women Sales Pros Guest Bio: Lori Richardson is a sales strategist helping leaders at midsized companies hire better sellers and evaluate the true potential of their existing sales team. In 2915 Lori started Women Sales Pros - a community to inspire more women into sales and sales leadership. Lori is the author of She Sells and is the host of the award-winning podcast, Conversations with Women in Sales.   Guest Links: https://womensalespros.com/podcast/ ScoreMoreSales - More of What Works, Now Women Sales Pros to Hire and Retain More Women in B2B Business   Books: SHE SELLS: Attract, Promote About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

19 Sep 202226min

012: Tom Hopkins - THE Builder of Sales Champions

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12 Sep 202233min

011: Sky Cassidy - List Companies Aren’t Monogamous & Other Things to Know About Lists for Sales & Marketing

011: Sky Cassidy - List Companies Aren’t Monogamous & Other Things to Know About Lists for Sales & Marketing

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5 Sep 202250min

010: Jake Butzer - Today, You Can Rocket Your Sales

010: Jake Butzer - Today, You Can Rocket Your Sales

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29 Aug 202230min

009: Bob Howard - Using Business Processes To Set More Appointments And Drive More Sales Revenue

009: Bob Howard - Using Business Processes To Set More Appointments And Drive More Sales Revenue

Guest: Bob Howard Guest Bio: Contact Science helps MSPs with inbound and outbound strategies to fill the pipeline by setting more initial appointments. Before founding Contact Science, Bob’s background with business process included running product development and marketing teams which focused on using technology for strategic marketplace advantage.   Guest Links: www.contactscience.com     About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

22 Aug 202237min

008: Tibor Shanto -  It’s All About Execution

008: Tibor Shanto - It’s All About Execution

Guest: Tibor Shanto Guest Bio: I started in B2B sales in the 1980’s, around the same time faxes were the height of communications. I started off on the phone and have held almost every possible role in sales over the years, with companies of all sizes, helping them achieve and improve their revenue goals. People have called me “a brilliant sales tactician”, which is fine by me, as I truly believe that success in sales is all about Execution, everything else is just talk; and there is no shortage of talk in sales. My work is focused on helping sales teams and organizations better execute their sales process. With a focus on metrics and process, I help clients improve critical aspects of their sales cycle, including aligning to buyer process, remove redundancies to shorten their cycles, increase close ratios, and create double digit growth through the execution of their strategy with through tactical execution. With a focus on adoption and behavioral change required for ongoing improvement in execution and results.   Guest Links: Voicemail - https://www.tiborshanto.com/7-day-voicemail-challenge/ Calculator - https://www.tiborshanto.com/whats-your-number/ Books: Shift!: Harness the Trigger Events That Turn Prospects into Customers Sales & Consequences Objection Handling Handbook: A Proactive Prospector's Guide To Overcoming Objections Report On Sales: A collection of articles about B2B selling from the Globe and Mail's Report On Small Business   About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

15 Aug 202246min

007: Jim Mitte - Internet Marketing Without The Smoke & Mirrors

007: Jim Mitte - Internet Marketing Without The Smoke & Mirrors

Guest: Jim Mitte Guest Bio: Jim Mitte is an industry leading Internet Marketing expert with over 23 years of experience. His digital agency focuses on generating leads and making phones ring.   Guest Links: https://www.turtlehut.com/free-consultation     About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus and revenue generation experts.  Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. Watch the demo of the Salesology® Prospecting Method, A Simple, 3-Step Method That, On Average, Increases Qualified Appointments & Sales By 73%. If you are a business owner or sales manager with an under-performing sales team, let’s talk. Click here to schedule a time. Please, subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on LinkedIn and follow us on Facebook and Twitter and checkout our website at http://www.gosalesology.com

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