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Jacquelyn Nicholson, Rapport, Donald Kelly, The Sales Evangelist, Female In Sales

TSE 1058: How to Genuinely Build Rapport With Any Prospect

Jacquelyn Nicholson, Rapport, Donald Kelly, The Sales Evangelist, Female In Sales

Many sellers struggle to connect with their customers, but on today’s episode, Jacquelyn Nicholson addresses how to genuinely build rapport with any prospect.

Jacquelyn is an enterprise seller and one of the inaugural members at Alpha Sense where she acts as an evangelist for the company and its work.

World of sales

Jacquelyn landed in sales after a strange recession in Chicago prevented her from finding a job as an engineer for a defense contractor. She moved to New York and took a job as a sales engineer.

Sometime after, she found herself heading a project for Johnson & Johnson and reporting directly to the vice president of the division. He told her to put together the very best team possible and trusted her to get the job done.

During the course of the project, she made two unexpected realizations. She discovered that she didn’t like buying from salespeople because she thought they were horrible. Secondly, she discovered that she really missed sales.

She didn’t like salespeople because they talked nonstop about how great their technology was. She found herself wondering, “Do you even know what I do? Do you even care?”

“At the same moment, I was drawn back to the world of sales and also slightly repulsed by what I saw in the sellers I knew.”

She decided then to return to sales, and she vowed that she would never be that kind of seller.

Solving problems

Jacquelyn discovered that people buy things from people who can help them solve their problems. If I have a problem and you can solve it, I’m going to buy your stuff.

But I also have to be able to trust the person I’m buying from. People buy from people they trust or they like, and they can spot fake people. Sucking up isn’t the same, and customers quickly learn to spot genuine people.

She determined that the key was getting to know the people she was selling to. Learning about their problems and the things they care about. That only happens after you build rapport.

The problem, she discovered, was figuring out how to do that at scale.

The good news was, she discovered, that it doesn’t take additional time to be authentic. Researching to understand your client’s problems takes time, but kindness doesn’t.

Segue into sales

Jacquelyn realized that she wasn’t going to land in a quota-carrying role until she got some experience in front of customers. She ventured into the consulting world and she gained experience solving client problems and earning their trust.

She loved the idea of solving problems instead of simply pushing products.

Jacquelyn also realized that her time managing a project for Johnson & Johnson taught her that executives aren’t any different than anyone else. Many sellers struggle to have the confidence to approach them, but she said she was fortunate to learn early on how to interact with them.

She counsels sellers now to be respectful of their time. Executives are short on time and short on people who want to be helpful to them for who they are rather than for what they can do.

Don’t put them on a pedestal. Don’t become a “yes man” for executives. They are often surrounded by “yes men” who don’t want to rock the boat, but what they often need is real insight.

Initiate a conversation around something relevant that matters to the executives.

Bad rap

Sellers have gotten a bad rap from some of the bad behaviors of our predecessors, but the world has changed an awful lot. Consumers now have the ability to do extensive research before they ever reach out to a seller.

Sellers must honor the time they have put into the process.

At the same time, you deserve to be treated as more than just a vendor. If your customers don’t treat you with a certain amount of respect, you always have the option to walk away. Sometimes you have to fire prospects.

Taking risk

There isn’t a lot to be afraid of anymore. Jacquelyn faced a rare and aggressive form of leukemia and survived it, so she calls herself “fearless on another level” now.

She defines success as being the best person she can possibly be. She wants to be the woman her husband would marry again; the seller her boss would hire again; the mom her kids are proud to introduce to their friends.

If you constantly define your success in terms of other people and what they think of you, you’re doing it the wrong way.


Jacquelyn believes that help is always available. Sometimes you’re the one giving the help and sometimes you’re the one seeking it. Don’t be afraid to keep your eyes and ears open for the help that’s available.

We have a tendency to believe that we have little to offer, but the truth is that you intrinsically have value because you’re you. Be aware of those who can help you, and those that need your help each day.

Sales is a noble profession because we’re selling something that will help someone else.

“How to Genuinely Build Rapport With Any Prospect” episode resources

You can connect with Jacquelyn on LinkedIn, and if you’re interested in her personal journey, you can go to lxu.training/jacq. She’d love to connect with you.

We are currently in the Beta portion of our new TSE Certified Sales Training Program. The first section is about prospecting, the second is all about building value, and the third is about closing.

This episode is brought to you by the TSE Certified Sales Training Program. If 2018 wasn’t the best year for you, check out TSE Certified Sales Training Program. We can help you out of your slump.

If you gave a lot of great presentations and did a lot of hard work, only to watch your prospects choose to work with your competitors, we can help you fix that. The new semester of TSE Certified Sales Training Program begins in April and it would be an absolute honor to have you join us.

This episode is also brought to you in part by mailtag.io, a Chrome browser extension for Gmail that allows you to track and schedule your emails. It’s super easy, it’s helpful, and I recommend that you try it out. You’ll receive real-time alerts anyone opens an email or clicks a link.

Mailtag.io allows you to see around the corners. You can see when people open your email, or when they click on the link you sent. Mailtag.io will give you half-off your subscription for life when you use the Promo Code: Donald at check out.

I hope you enjoyed the show today as much as I did. If so, please consider leaving us a rating on Apple Podcast, Google Podcast, Stitcher, or wherever you consume this content and share it with someone else who might benefit from our message. It helps others find our message and improves our visibility.

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Salespeople, Heather Havenwood, The Sales Evangelist, Fear of Sales, Fear of Failure, Donald Kelly

TSE 257: “I LOVE SALES!” The Power of The Sales World With Heather Havenwood

Salespeople, Heather Havenwood, The Sales Evangelist, Fear of Sales, Fear of Failure Today’s episode is oozing with insights and great value that you can definitely apply into your sales process or business. Heather Havenwood is the CEO of Havenwood Worldwide and the Chief Sexy Boss, 100% unemployable entrepreneur and salesperson.

She began her career in corporate sales and is now a coach helping other people move with their transitions in business as well as grow their businesses.

With Heather’s sense of humor topped with a ton of sales insights, definitely makes this interview a super fun episode that you shouldn’t miss to listen.

Here are the highlights of my conversation with Heather:

Sales as a transition of time:

  • When you’re selling, you’re transitioning people from the old to the new.
  • You basically tell people to let go of the old and take on something new.
  • As a salesperson, you really are a transition of time.

Treat failure as part of your success.

  • Heather admits to have failed more than she has succeeded and that’s exactly the reason she’s here today.
  • As a salesperson or entrepreneur, you have to be willing to fail. The biggest piece of success is failure.
  • Being in sports is the best way to learn that success only comes through failure.
  • It’s not what you did wrong but if there’s something you could change, alter, or add in the recipe, that would make a difference next time.

Sell yourself in a new way.

  • Sell yourself as a leader and as an entrepreneur to your vendor, to your clients, to your team.
  • Be constantly selling and improving.

Create your own sales letter.

  • Being able to create your own sales letter is the key in any business.
  • Sell through the power of words.
  • Part of sales is to say “what’s already in the customer’s mind” so you speak in their language

Be a bridge.

  • Salespeople bridge from our fear or lack of knowledge to moving towards something to get results.
  • When you’re presenting, say their “fear” out loud because they’re already thinking it.
  • Address the current conversation that’s already in their mind.

Behavior never lies.

Our behavior of buying has not changed. What’s changed is what we buy as well as the medium at which we buy. Why we buy has not changed and will never change.

Learn how to sell.

Entrepreneurship is the ability to sell one’s ideas to the consumers and/or investors to the world.

Communicate your idea such that:

  1. A consumer is purchasing the product
  2. An investor is interested in putting his money into the business to grow

Heather’s Major Takeaway:

Choose to sell. Don’t be afraid to ask for money. You’re probably selling the same product or service as others do but you can only be successful if you make that choice to sell.

Episode Resources:

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The Sales Evangelist, Donald Kelly, Donald C. Kelly