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When faced with new challenges, your ability to adapt will determine whether you succeed. In the past 12-18 months, the market has undergone a massive shift. In today’s episode, you’re going to get the facts you need to respond. Your host Donald Kelly sits down with Kate Ahlering (CRO at Calendly) to talk about how automation can save you time and energy so you can apply your focus to the moments that matter.
Challenges In the Current Market
The game has changed from placing importance on “growth at all costs” (2020–2021) to “path to profitability” (2022-present).
There is a lot more scrutiny from buyers on all types of investment. The path to profitability needs to be clear at the outset.
The silver lining: sales organizations get to hone their craft, become more focused, and improve beyond what they’ve been able to offer in the past.
Speed of Sales Cycle
When balancing personalization with automation, some steps in the process require a more personalized approach than others. Find the parts you can automate.
If a customer is already on your website, they’re ready to talk to you at that moment – most don’t want to send a lot of e-mails back and forth.
Calendly Routing allows customers to easily book meetings with you from your website, cutting down the amount of time they spend in your pipeline.
Getting the Right Meetings Booked
Team selling is becoming increasingly common. Streamlining the booking process for collaborative meetings helps your customer get scheduled painlessly.
Standardizing the process to whatever extent you can helps give your customers a consistent experience, and makes your process more scalable.
Expansion Using Automation
There’s nothing wrong with doubling down on your base, but must also demonstrate your value to that base or offer more value.
Use analytic suites to become more educated on what works and improve conversion based on data.
HackerOne, a global cybersecurity company, implemented Calendly and scheduled 114% more meetings while streamlining their process by 600 hours.
“If you haven’t already, take a look at your customer life cycle map. What are the points in time that you really want to engage your customer? What are those high value conversations? What are those inflection points that are so critical? And [ensure] that you have the right amount and the right blend of personalization and automation to ensure that those moments happen.” – Kate Ahlering
Resources
https://calendly.com/ – Get started with a FREE trial
Connect with Kate Ahlering on LinkedIn
The Brevet Group: 21 Mind-blowing Sales Stats - check out this website for helpful stats Ahlering refers to
How CI Assante Wealth Management Achieved 323% ROI with Calendly - Case Study
HackerOne Realizes 169% ROI by Powering Customer Success with Calendly - Case Study
Sponsorship Offers
1. This episode is brought to you in part by LinkedIn.
Are you struggling to close deals? Cold outreach wastes the buyer and seller's time at every stage, especially when sellers are using shallow and outdated data.
Your organization can overcome these challenges with technology that translates comprehensive, high-quality buyer data into real-time insights.
These deeper insights empower sales reps and teams to adopt the habits of top performers, which leads to better outcomes - like more pipelines, higher win rates, and larger deals.
We call this Deep Sales. And we’ve built the first deep sales platform with the next generation of LinkedIn Sales Navigator.
Try LinkedIn Sales Navigator and get a sixty-day free trial at linkedin.com/tse.
2. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
By now, someone has already told you that sales is about building relationships. If you’ve ever been lured into the trap of trying to be your prospect’s best friend only to find out they weren’t interested, you’re not alone. As you’ll hear in this episode, JC Pollard isn’t afraid to ask tough questions, and that’s how he became a top seller at Gong, hitting 190% of his quota in his first year. Listen in as he and Donald Kelly discuss “soft closing” to get the facts about where your deals are at.
Setting Expectations and Being Proactive
As a rep, you are (or should be) experienced with your sales process. Take a leadership role in outlining the next steps in the process for your buyer.
Give the buyer options so they know you can either close the deal quickly or take more time to evaluate, depending on what they want.
Position the outcomes on every call and keep inviting your buyer to tell YOU where they stand.
Soft Closing
Many reps don’t know how certain their deals are. Instead of keeping yourself in the dark, set your buyers up with an opportunity to close at every step of the process.
If they say yes, this saves you a lot of time and effort. But if they say no, you have an opportunity to do discovery.
Wrapping Deals Before the Trial Ends
Never launch a trial or pilot without knowing what your customer’s success criteria are.
If you believe your product has checked all the boxes before the pilot is done, check in with them and see if they’re ready to buy yet. If they say no, don’t be afraid to ask, “Why not?”
“The best salespeople are ones that are friendly, liked, create rapport, and can really drop the hammer when they need to... That’s what I try to be. I get close with my prospects. I truly care about making friends with them – I keep in touch with people I sold Gong to a year ago. But when they say something throughout the cycle where I’m like, ‘You’re not thinking about that the right way,’ I’m not afraid to also call that out and be like, ‘Hey, can I challenge you on that?’ If you can marry the two, I think that’s where you start to see some success.” – JC Pollard
Resources
Gong website
Reach out to JC Pollard on LinkedIn
JC’s post calling out Donald Kelly on LinkedIn!
Sponsorship Offers
1. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
Why do all presentations look and feel the same? Why does it feel like you have to leave your true self at the door and switch into ‘pitch mode’? Why isn’t there more storytelling? These are the big questions our guest Ravi Rajani sought to answer, and he packed this episode with so much of what he has learned. In this episode, your host Donald Kelly and Ravi Rajani get pumped about the art of telling exciting stories in a sales environment – and the energy is contagious!
Understanding “STORY” in a Sales Context
Write Great Sales Stories With The ACORNS Checklist
Using Stories to Incite Emotion
“What is a story? Let’s take it back to my guy Ralph Emerson. He once said, ‘The creation of a thousand forests is in one acorn.’ I actually believe that the creation of a thousand relationships is in one story.” – Ravi Rajani
Resources
DM Ravi Rajani on LinkedIn with the word “Donald” so he knows you heard about him here!
https://www.theravirajani.com/yourelevatorstory - FREE script for your Elevator Story
Sponsorship Offers
This episode is brought to you in part by LinkedIn.
Are you struggling to close deals? Cold outreach wastes the buyer and seller's time at every stage, especially when sellers are using shallow and outdated data.
Try LinkedIn Sales Navigator and get a sixty-day free trial at linkedin.com/tse.
This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
Take a moment to walk in your prospect’s shoes. Imagine you’re interested in a product and you reached out for more information, only to wait weeks to hear back. Chances are you went looking elsewhere for a more responsive seller – and if you want to BECOME that second seller, listen in. In this episode, your host Donald Kelly and Aleks Gollu, founder and CEO at 11Sight, discuss the undeniable effectiveness of video calls and rapid response time.
What Causes Friction?
Two Ways to Talk On the Customer’s Terms
How Can Reaching Out in Real Time Scale Globally?
“A lead is 10 times more valuable in those first five minutes than anytime thereafter. When the phone rings, answer.” – Aleks Gollu
Resources
https://www.11sight.com/ - Call through the website, and let them know you heard about them on The Sales Evangelist Podcast. You’ll be transferred directly to Aleks!
Sponsorship Offers
1. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
New reps and veteran sellers alike are looking for the missing piece in their sales game – look no further. In this electrifying interview, your host Donald Kelly speaks with Amanda Holmes, CEO of Chet Holmes International, about how her finger-on-the-pulse approach connects with the foundational elements of her father’s work (The Ultimate Sales Machine) to bring us into the future of selling.
What is a Dream 100?
Identify YOUR Dream 100
3 Dream 100 DON’Ts
“My father was a fifth-degree blackbelt. He realized that there are only so many ways that you kick or you punch, and it’s just a matter of practicing these things over, and over, and over again. He’s famous for the saying, ‘Mastery isn’t about doing 4,000 different things, it’s about doing 12 things 4,000 times.” – Amanda Holmes
Resources
http://ultimatesalesmachine.com (Chapter 4 of the book is free!)
Reach out to Amanda directly @amanditaholmes on Instagram
Sponsorship Offers
Are you struggling to close deals? Cold outreach wastes the buyer and seller's time at every stage, especially when sellers are using shallow and outdated data.
Try LinkedIn Sales Navigator and get a sixty-day free trial at linkedin.com/tse.
2. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
If you’re still trying to build pipeline by loading up your “spam cannon,” you’re living in the past. In today’s episode, your host Donald Kelly opens up a conversation with Drew Sechrist, the CEO and co-founder of Connect the Dots (a FREE program that helps you leverage your connections – see the Resources below for a tip to skip the waiting list). Sechrist shares the history of how he got his start as a seller at Salesforce, becoming a top seller, and learning the skills that helped him revolutionize his strategy.
How Relationships Helped a Young Rep Become the Top Seller
Taking Sales Beyond LinkedIn
The Problem With Cold E-mails
“Just think about it: somebody comes up to you on the street that you don’t know and they’re proposing something to you, it’s like ‘Whoa, whoa, I don’t know you. I’ve got places to go.’ But if your friend comes up to you on the street and says, ‘Hey Donald, I think I’ve got something for you,’ you’re going to give that person a minute to hear them out… Your brand suffers a little bit if you make a request of somebody’s time and it’s not considered to be valuable.” – Drew Sechrist
Resources
E-mail [email protected] and let him know you heard about CTD on The Sales Evangelist Podcast, and you will be bumped to the top of the waiting list for FREE access to this program!
Connect the Dots
Sponsorship Offers
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
Creating and sharing content is the new frontier, but it can feel like a chore if you’re not sure how or why to use it. In this episode, your host Donald Kelly sits down with Zach Basner, digital sales and marketing coach extraordinaire, to show you how effective this type of content can be when used correctly. Listen in as they shed some light on the effectiveness of these strategies and how they can be used to up your game as a seller.
The 80% Video
The Bio Video
Buyer’s Prep Guide
“The best time to eliminate an objection is before it has to come up. Content like this will help us eliminate those long before they need to be brought up. If we’re not hearing the same objections that we used to, we know we’re doing this right.” – Zach Basner
Resources
IMPACT
Sponsorship Offers
Are you struggling to close deals? Cold outreach wastes the buyer and seller's time at every stage, especially when sellers are using shallow and outdated data. Your organization can overcome these challenges with technology that translates comprehensive, high-quality buyer data into real-time insights. These deeper insights empower sales reps and teams to adopt the habits of top performers, which leads to better outcomes - like more pipelines, higher win rates, and larger deals. We call this Deep Sale. And we’ve built the first deep sales platform with the next generation of LinkedIn Sales Navigator.
Try LinkedIn Sales Navigator and get a sixty-day free trial at linkedin.com/tse.
2. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
We’re all trying to find creative ways to build pipeline, but sometimes it feels like we’ve exhausted every possible avenue. In this episode, your host Donald Kelly encourages you to look for leads in places you might have missed. Donald and his team use all of these methods and have done the hard work of testing them for their effectiveness. Give them a shot!
5 Ways to Build Pipeline this Quarter
Current Customers: Selling to your current customers is the simplest, cheapest way to build pipeline because they already understand and believe in your product. Stay connected with them and build strong relationships so you can keep them up to date on your new offerings.
Lost Deals: Deals fall through for many reasons, so it’s a good idea to check in with leaders to see if they know what went wrong. There may be opportunities to rectify some of the issues that occurred before.
Existing Connections on LinkedIn: Your connections on LinkedIn, like your current customers, know of you and probably have some trust in you. You don’t necessarily need to pitch to them, just talk to them and see if what you’re offering can help them in any way.
Referrals: Many of our customers are willing to give referrals, but we don’t always ask for them. Rather than ask your customers “who they know who could benefit from your services,” go to their LinkedIn profiles and see for yourself. Then reach out to your customer about those folks specifically.
Past Leads: Your past leads were interested in your product at one point but were disqualified for one reason or another. Their situation or your offerings may have changed, so it’s a good idea to reconnect and see if now is a better time for them to move forward with your product.
“Some of these people may be friends from college, some of these people may be past customers, some of these people could just be folks in your network that you’ve connected to, but for one reason or another, you haven’t quite navigated the path where you ask them for an opportunity. It is a loss if you’re not doing that.” – Donald Kelly
Sponsorship Offers
This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
There is absolutely nothing wrong with going to work every day for the paycheck. But if you go one step further, ask yourself, what is that paycheck for? What do you REALLY care about? In this episode, your host Donald Kelly and guest Will Yarbrough break down a word that all sales leaders should be thinking about constantly – “motivation.” Listen in to hear how you can improve yourself or your team by tapping into those unique drivers that go beyond the dollar sign.
Why Should We Go Beyond Being Money Driven?
How Can Leaders Help?
“I may want to make a six-figure salary, but at the end of the day, it may just be checking a box, where other things are much more important to me. Words of affirmation, getting opportunities to take on more responsibility, having trust and flexibility in the way that I go about my job – these are all things that I think can help inherently motivate folks, but you have to start with the fact that Donald and Will are going to respond to different tactics differently, and money is just one component of motivation.” – Will Yarbrough
Resources
Will Yarbrough on LinkedIn
Fleetio.com
Sponsorship Offers
Scratchpad is the fastest way for sales professionals to update Salesforce. Move at the speed of thought with Scratchpad. Try it for free or learn more at Scratchpad.com.
2. This episode is brought to you in part by LinkedIn.
Cold calling will not work if you’re using shallow, outdated information. You need to go deep. Try Deep Sales by LinkedIn, the next generation of LinkedIn Sales Navigator. You can get a 60-day free trial - simply go to Linkedin.com/TSE.
3. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
You can’t control the changes that are currently happening with the economy, or the changes that are to come. What matters is how you respond in each moment. If you’re not sure how to approach selling in the current economy, fear not – our guest today brings the knowledge and experience that has helped him find great success in his business. Alex Levin is the Co-Founder and CEO of Regal.io, and he’s here today to sit down with your host Donald Kelly. Together, they share the wisdom that can get you through a tough period in the market and even help you see it as an opportunity for growth.
4 Tips for Success During Challenging Economic Times
Advice For New (or Experienced!) Sellers Trying to Build Pipeline
“Don’t ghost people. Don’t treat them with disrespect. Don’t do things that you wouldn’t want on the cover of the New York Times.” – Alex Levin
Resources
E-mail Alex: [email protected]
Sponsorship Offers
Scratchpad is the fastest way for sales professionals to update Salesforce. Move at the speed of thought with Scratchpad. Try it for free or learn more at Scratchpad.com.
2. This episode is brought to you in part by TSE Sales Foundation.
I think we can all agree that sales should be fun. However, many times, we find ourselves in a quagmire where we’re not progressing and deals are not going the way that they should. This is why we created TSE Sales Foundation. It’s a program designed to help sales professionals just like you master the fundamentals of sales so they can radically improve their sales pipeline and close more deals. To find out more about TSE Sales Foundation and our next start date, simply go to thesalesevangelist.com/foundation.
Credits
As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and Produced by Brightseed and Hill.
Mentioned in this episode:
HubSpot and bluëmago | STUDIOS
HubSpot and bluëmago | STUDIOS
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