The 3 Eras of B2B Sales: How Selling Has Evolved (2025 Guide)
Iannarino
JUNE 25, 2025
I joined my family’s staffing firm when I was seventeen, and since then, I’ve witnessed a complete transformation in B2B sales strategy over the decades.
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Martech
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The customer journey for B2B software is long and complex for everything but the most basic, inexpensive products. Regardless of the complexity of the product or process, it’s safe to say most B2B SaaS buyers want to see the product in action before they invest. The vendors included both Obility clients and non-clients.
Iannarino
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When a client has done something in a certain way over a long time, the fact that it has always worked can cause them to believe it will—or should—still work. While years pass, things change and nature takes her toll. What once was the best practice slowly starts to decay.
Martech
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Somebody in B2B needs to hear this today: AI isn’t a one-size-fits-all solution. Some of B2B’s most influential sectors require the most sophisticated, accurate content and strategies. The B2B content creation conundrum Of the 61.4% AI’s interpretation of design prompts also misses the subtleties of client requests.
Iannarino
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Iannarino
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Securing large clients in B2B sales takes more than skill; it requires strategy, patience, and resilience.
Martech
AUGUST 19, 2024
Reaching your B2B audience gets challenging each year as competition increases and digital trends evolve. The benefits of programmatic ABM for small B2B marketing teams ABM presents multiple benefits for small B2B marketing teams striving to optimize resources and drive engagement.
Martech
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Recently, I shared an example of a work email on LinkedIn, sparking a flood of opinions on whether images belong in B2B emails. It turns out, the question of “to image or not to image” is a surprisingly divisive topic in B2B. Why bother adding images at all, my B2B email friends? Processing.
Iannarino
JULY 20, 2021
The Gist: Your clients have expectations for how you use the time they give you. Low win rates, missed goals, and a host of other trends likewise suggest that salespeople are not serving their clients well enough. With that in mind, here are a few things your clients should expect from a B2B salesperson.
Iannarino
JANUARY 2, 2024
Master the art of turning client rejections into successful engagement opportunities in the B2B sales landscape. The following list describes common negative situations and how you can turn them around.
Iannarino
DECEMBER 21, 2023
There are some who believe that B2B buying and selling have not changed over the last two decades. An unwillingness to face these changes head-on has caused sales organizations to continue using the legacy approach. The legacy approach has lost its effectiveness, and buyers complain about what they describe as a poor sales experience.
Iannarino
JANUARY 15, 2024
Uncover the secrets to transforming B2B sales experiences by prioritizing value creation over mere transactions.
Iannarino
AUGUST 7, 2023
After a long pursuit, you have won your dream client. You have a signed contract, your operations team is executing, and you are pursuing your next prospective client. You have heard nothing from your team or your client, so you assume everything is going as planned—until your client calls to tell you they are having problems.
Iannarino
SEPTEMBER 26, 2024
Disqualification doesn’t happen often enough because salespeople have trouble recognizing how much we're connected to the idea of pain or dissatisfaction.
Martech
AUGUST 7, 2024
We recommend that clients create a panel of interested parties with various interests. Dig deeper: From efficiency to efficacy: 2024’s B2B marketing revolution The challenge: Context For all that large language models know, they’re nearly unusable for sales and marketing use cases. Without this plan, you’ll end up with BYOAI and chaos.
Martech
DECEMBER 5, 2024
It’s a challenge we’ve faced while working with clients over the years. Understanding the 65/75 rule: Birds of a feather in B2B At its core, the 65/75 rule exists because birds of a feather actually do flock together. The post Why personality data is key to scalable B2B marketing appeared first on MarTech. Processing.
Iannarino
JULY 24, 2023
Longtime readers will know that you want to dominate your client’s time because the amount of time a client spends with one salesperson is a better indication of a deal’s momentum. Any suggestion that a salesperson should try to speed up the sales conversation is more likely to cause problems at best, and a loss at worse.
Iannarino
SEPTEMBER 12, 2023
There are several reasons one might fall behind the changes in B2B buying and B2B selling. Just like our clients fall behind, sales organizations can miss an inflection point. They can be like a prospective client that believes what they do is good for all seasons, even if they haven’t made changes in five decades.
Heinz Marketing
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The agency developed targeted campaigns and personalized nurturing tactics, resulting in a 50% increase in high-quality leads and a 20% increase in enterprise client acquisitions within six months. In the dynamic world of B2B marketing, staying ahead requires continuous innovation and strategic resource allocation.
Iannarino
MAY 2, 2024
Understand Client Needs : Beyond the surface, clients seek solutions, not just products. Engage with Enterprise Clients : There was a time when my presence within a company prompted questions about my tenure as one of its employees. Consistent client visits foster loyalty and growth.
Martech
OCTOBER 11, 2024
Here’s a question to consider: Does it take more than 250 touchpoints to close a B2B SaaS deal in today’s world? But B2B software sales are incredibly complicated things. Any sizable B2B SaaS deal includes: A buying committee. Dig deeper: Why does everyone seem to be re-thinking B2B marketing? That’s a lot of touchpoints.
Iannarino
JANUARY 29, 2024
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Martech
MAY 1, 2025
YouTube has long been a go-to advertising platform for B2C marketers, but it’s often still a question mark for B2B brands. I usually see B2B professionals on LinkedIn asking, “Has anyone had success with YouTube ads?” ” or “What’s the best way to approach video advertising for a B2B audience?”
Iannarino
AUGUST 5, 2022
The role of the B2B salesperson has never been particularly easy, but as the world, and business, become more complex, so too has B2B sales. When the client's needs change, so must salespeople.
Iannarino
MARCH 2, 2023
The Earl of Chesterfield For as long as anyone can remember, salespeople have been trained to identify their prospective clients’ problems and their implications. This sales strategy has been part of B2B sales processes and is practiced by sales reps in many sales organizations. Hope your competitors’ discovery is weak.
Iannarino
DECEMBER 6, 2023
In the realm of B2B sales, credibility isn't just an asset; it's the currency that powers success. To prove to clients that you deserve their trust, consider the following ways to demonstrate your credibility. There are many ways a salesperson can earn credibility—and there are even more ways to undermine it.
Iannarino
APRIL 1, 2023
As B2B sales organizations continue to reorganize their go-to-market (GTM) sales teams, there is a convergence into revenue teams. The full-cycle B2B salespeople who used to walk into the client's office alone are now accompanied by a phalanx of team members. The resulting sales process is often more complicated B2B.
Martech
JUNE 11, 2025
B2B marketers are under pressure to deliver pipeline, but the old playbook of MQL chasing, generic content and paid ads isn’t cutting it anymore. Experts have been discussing brand building as the future of B2B marketing for some time. Too much B2B marketing is diluted, repurposed offers. We’re in content shock.
Iannarino
FEBRUARY 20, 2023
It isn't easy to schedule a meeting with your dream client. If you are in an industry where you must practice competitive selling , you are not the only B2B salesperson asking for a contact’s time.
Martech
DECEMBER 23, 2024
Best practices for customer engagement: Content that outlines effective methods for enhancing customer engagement and retention, especially in a B2B context, resonates well with my focus on brand management and customer segmentation. Context) You are an email marketing expert for a B2B financial services company. Processing.
Iannarino
FEBRUARY 3, 2024
Step into the future of B2B sales discovery and redefine how you connect with clients in a dynamic market. Are you ready to revolutionize your approach?
Iannarino
AUGUST 18, 2022
In B2B sales, our messaging has changed, even if most sales organizations haven't made any significant adjustments. Those who are using an outdated approach may feel confident they have command of the message, only to discover that their clients no longer respond positively to it.
Iannarino
MARCH 13, 2023
In The Lost Art of Closing: Winning the 10 Commitments That Drive Sales , you will find one of the most powerful sales strategies for acquiring a first meeting with a prospective client.
Iannarino
NOVEMBER 4, 2023
Several events and decisions have changed B2B sales in ways that harm sales organizations, salespeople, and their prospective clients. The problems combine to eliminate a domination strategy:
Iannarino
MARCH 10, 2024
One client answered the call on speakerphone. He wanted to give me the experience he had every day. I wasn’t prepared to hear a competitor trashing my company and explaining how they would do a better job than we were doing. Nothing the caller said made any sense. I was amused. There was nothing professional about his approach.
Martech
AUGUST 19, 2024
You can mitigate this risk by managing expectations and communicating clearly with clients about product capabilities, the roadmap, and, of course, by offering exceptional customer support for those with high expectations. The post How to identify high-churn personas in B2B and mitigate their risk appeared first on MarTech.
Iannarino
MARCH 28, 2023
B2B sales organizations that lose clients ( churn ) must recover lost revenues before they can increase their net new revenue. Losing clients often causes sales organizations to miss their targets and fail to achieve their goals. Customer loyalty is critical for growth companies.
Iannarino
MARCH 5, 2023
More still, those who believe they need not be liked because they can address their ideal customers’ pain points are willfully oblivious that there are plenty of B2B salespeople who are likable and also address their client's needs.
Iannarino
JANUARY 14, 2024
Push vs. Pull: Key Strategies in B2B Sales There are two strategies that sales organizations use to win a client's business. The first, and the most dominant of the two strategies, is a push strategy.
Iannarino
MARCH 3, 2023
These approaches relied on a B2B sales process that directed salespeople to avoid answering a prospective client's questions. Many of the older, outdated sales approaches forbid salespeople from answering questions about price. This stemmed from fear.
Iannarino
MARCH 24, 2023
The investment you make in sales enablement ensures your sales force's effectiveness and will allow sales teams to create new opportunities, develop new clients, increase net new revenue, and create growth. Because B2B sales has become more difficult, more money and resources are deployed to ensure the sales organization reaches its goals.
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