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Blog9 October 2026

By Mikk Orglaan

Anyone Can Learn to Sell. But Will They Stay in Sales?

Mikk Orglaan sits alone at a table, looking thoughtfully upward, with an empty chair beside him

“Sales can be learned.” Yes. A person can learn to ask questions, call a stranger, handle objections and close an agreement. They may become good at it and hit every target. That still does not mean they want to do the same work every day.

If the thought of Monday morning makes someone look for a way out, sales results do not tell the whole story. They may be capable and conscientious while doing work that gradually drains them. Another course can teach a skill. It cannot make the wrong daily work feel right.

Training helps when the missing piece is a skill

When sales fall short, the quick explanation is often that the team cannot sell and needs training. First, find where the result actually gets stuck. Perhaps we are talking to the wrong customers or offering a solution whose value they cannot see. Perhaps we count calls even though the buying decision depends on a thorough advisory conversation.

The person asked to find new prospects might be strongest at growing existing customer relationships. Their skills can be developed, but first we need to know whether this work fits both them and the business. Otherwise we expect a trainer to answer a question we have not yet defined.

Examine sales through strategy, process and people

Imagine a Challeng.ist business mentor speaking with a company leader. The leader wants more sales because the salespeople are not bringing in enough new customers. There are meetings and proposals, but too few deals. Customers say, “It is not a priority right now.”

It would be easy to conclude that the team cannot close. But the same answer may mean that the problem is not important enough to the customer, we are speaking to someone who cannot decide, or the customer does not believe the solution will work. Perhaps the salesperson has not helped them understand the cost of the problem. Each cause calls for a different action.

Strategy asks whether we chose the right customer and promise a result that matters to them. Process asks whether our actions help that customer reach a buying decision. With people, we ask whether those doing the work have the capacity, skills and desire to do it. Sales training will not repair a strategy problem. If strategy and process work but the job does not fit the person, examine how the work is divided.

Sparkly is one way to explore the fit between a person and a job. Before using any tool, be clear about the question you need it to answer.

A cold call must earn the next ten seconds first

“Hello! Our company offers an innovative solution that helps…” The customer recognises a generic sales call at once. They have no reason to think the caller understands their situation. The first job of a cold call is neither to present a product nor to book thirty minutes. It is to give the person a reason to listen for another ten seconds.

To do that, the caller must know why they are calling this company, this person and now. If the company is hiring for several similar roles, one question might be: “Are you growing the team or replacing people who left?” The question connects something visible to a possible problem. Then listen to the answer instead of launching into a memorised pitch.

A growing team, employees who leave quickly and positions that remain vacant for months call for different conversations. Trust comes from understanding the customer, not talking more. A precise reason to call is stronger than a grand product promise. If the customer says the problem is not theirs, that is useful market feedback too.

The right target group, relevant contact, visible reason to call and a person who can listen and change course must work together. Timing matters as well: test calling windows and see when people in this target group actually answer. More calls are not the goal. More meaningful conversations with the right people are.

This does not make cold calling comfortable. Someone still has to dial the number, hear a possible rejection and call again. A founder can give this work to an SDR or BDR if they cannot or do not want to do it themselves. They cannot delegate away what the market teaches them or their own responsibility to listen to customers in meetings.

“Good communicator” does not describe the job

One good communicator speaks easily and finds common ground quickly. Another listens closely; a third dares to ask an uncomfortable question; a fourth makes a complex solution clear. Sales needs all these strengths, but at different stages and in different amounts. “Good communicator” in a job ad says too little about the work.

Someone who shines in a first meeting may not enjoy managing a six-month buying process. A thorough adviser may not want to make dozens of first contacts every day. A great relationship builder may not want to keep opening new doors. One job title can hide several different jobs.

Sales is a sequence of activities you can compare with your preferences

One title covers very different work. Finding a contact may take days; a cold call is an immediate conversation with another person. Email and LinkedIn outreach need different approaches, and automation can support some of the sending. On a call or in a meeting, a human being has to listen and respond.

An SDR or BDR does more than produce meetings. They find the right people, make relevant first calls and bring back both signs of interest and reasons why customers will not listen or buy. When a real problem and a sensible next step emerge, they can bring a founder into the meeting to learn. The founder does not necessarily have to make the cold calls, but must use what they reveal to improve the offer. Call and meeting counts alone cannot prove the product will sell in its current form.

ACTIVITY MAP

Which sales work do you actually want to do?

Tick only the activities you would want to do regularly. An unticked activity does not count. Think about an ordinary workday, not whether you could manage the task in an emergency. This maps work preferences; it is not a test of skill or personality. Your choices are not saved or sent to a server.

01 Choosing the target group

The founder decides whose problem to test first.

02 The offer hypothesis

Before looking for contacts, know what you want to learn from the market.

03 Researching companies and contacts

A cold call starts before dialling: a suitable company, relevant people and a concrete reason to reach out.

04 Written first contact

Email and LinkedIn call for different approaches. Automation can help send messages; a person must make sense of the reply.

05 Phone calls

On the phone, a person has to be present. First earn the next ten seconds rather than immediately asking for a meeting.

06 The meeting

A founder or consultative seller can learn directly from the customer even when no deal follows yet.

07 Moving the buying process forward

The buying decision is an outcome of these actions: yes, no or later. The answer is not a separate sales task.

08 After the purchase

The job does not end with a signature. The customer should feel that the promise is being kept and the decision was a good one.

09 Feedback and learning

Call volume alone does not show whether the right person heard something relevant at the right time.

Which sales process appeals to you most?

Tick the activities you would want to do regularly.

The score is the share of activities you ticked within each process. An unticked task does not mean “I do not want to do it.” This maps preference, not skill, emotional state or performance. Use it to start a conversation about the work you would actually want to do every day.

Being able and wanting to are different things

If someone avoids cold calls, they may lack experience, feel unsure how to open the conversation, doubt the offer or have a poor contact list. Training and better work design can address these causes. Another possibility is that a day built around approaching strangers simply does not fit them.

Someone may even be good at cold calls while spending a great deal of energy on each one. A larger bonus or another course may help them push through for a while, but may not turn the work into a strength. Being able to do something does not prove that the job fits.

A person’s emotional state may already show on their face: enthusiasm gives way to tension, and energy disappears before certain tasks. An employer must not demand to measure this with a test or assume they know someone’s inner experience from an expression. They can ask about the work: which activities bring joy, which are tiring and when did that change begin? Listen to the answer instead of arguing it away.

If a person is repeatedly pushed to do work they do not want deep down, their experience and results may get worse. People can flourish when they use their strengths in work that also brings them joy. A leader should look at the outcome, the person’s experience and the possibility of dividing the work differently. Good performance alone does not mean the job fits for the long term.

Before hiring, see whose strengths are already in the company

A technical specialist may quickly build substantial trust with a customer but be invited into the sales conversation only after someone has already made the wrong promise. Customer support may hear recurring needs that could become new sales. One salesperson loves starting new conversations but spends most of the day checking proposal details; another writes flawless proposals but puts off first contacts.

Neither person necessarily needs training. The work may need a different division. Only after using the strengths already in the team can we see which part remains uncovered, what AI can support and where we truly need to hire.

You do not have to guess whether you fit

“I am not a salesperson” may mean that a person dislikes cold calls, once had to sell a product they did not believe in, or worked in a way that constantly drained them. One bad experience does not describe all of sales. Another type of sales work, position or organisation may fit.

Create an account at Sparkly.hr and explore yourself in depth. Measure your predispositions and see, for free, which of your characteristics may support sales work. Then go beyond asking whether you can sell. Consider which tasks you need to do so that your strengths are used and you feel valued.

Fit also includes the organisation’s sector, activity, maturity and size, and the content, responsibility and place of your role within it. These are measurable questions. You may have strong potential for sales and only lack some learnable skills. Or the same job might fit you in another environment. Sales work you have avoided so far may hold an opportunity to be excellent.

Will they stay in the job?

Sales can be learned. A person can learn to ask questions, make cold calls and guide a deal to completion. Training does not guarantee that they want to do that work day after day. If the job uses their strengths, they do it well and they enjoy it, they have a reason to stay. If every workday demands self-coercion, they may sell well for a while but eventually look for a place where they do not have to keep fighting themselves.

A person in the wrong job is not stupid or lazy. They may be excellent at another stage of sales, with another leader or in a different role. They may leave before the leader notices the problem. Or they stay while the leader’s desk fills with fires: neglected contacts, customer relationships that need rescuing and constant checking. The leader sees individual mistakes but misses the mismatch between people’s strengths and the work they were given.

So “can they sell?” is not enough. Ask what kind of sales work they want to do, what they do well and in which environment they can keep doing it. Only then decide whether they need training, a different division of work or a different person.

TAKEAWAYS

Eight things to notice after reading

01

A learnable skill is not the same as desire

People can be taught sales tasks. That does not mean they want to do the same job for years. Ask separately what they can do and what they want to do regularly.

02

A good result can come at too high a cost

Hitting a target can hide enormous inner effort. Explore whether the work gives the person energy or drains it day after day.

03

Emotional state is real, but not the leader’s test result

Notice changes in expression, energy and attitude to work. Do not guess the cause or demand a test. Ask about specific tasks and listen.

04

The wrong job does not make someone stupid

The same strengths may shine in a different role or environment. If the person leaves, the reason may be a job that gradually drains them rather than a lack of commitment.

05

A leader’s constant fires may signal a mismatch

If a leader must keep checking work and rescuing customer relationships, look at the fit between the people and their tasks. Fixing individual errors will not resolve a recurring pattern.

06

Train for what is actually missing

A missing skill can be taught. Training will not necessarily change work preferences. Before booking another course, find out whether the obstacle is strategy, work design, skill or fit.

07

Put strength and enjoyment into the same job

Find the tasks in which someone produces results and wants to keep growing. Divide the work with that knowledge; only then will the remaining gaps become clear.

08

Create reasons to stay

When people can do suitable work, see its impact and feel valued, they have a reason to stay. Follow both results and their experience, and adjust the work before a good person leaves.