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The red flags every executive should know before accepting an offer

Devin Till

Jan 21, 2024

10 Min Read

Most executives spend their interview preparation focused on answering questions. The best ones know the real skill is in asking them. A practical guide to reading the room, spotting the warning signs and making sure your next role is the right one.

how to spot red flags in an employer

There is nothing quite like working for a great leader. Someone who understands what you are capable of, gives you the space to do it and takes your development seriously. Most senior executives have had at least one experience of the opposite, and they know the cost. A bad hire is expensive and disruptive. A bad employer is worse. The wrong culture, poor leadership, a problematic dynamic at the top can do real damage to a career.

The frustrating truth is that much of the information you need to make a good decision is available during the interview process. Red flags abound. The problem is that candidates, even experienced and senior ones, spend the majority of their preparation thinking about how to answer questions rather than which questions to ask. They arrive focused on performing well and leave without having assessed the opportunity properly.

An interview is not an audition. At senior level it is a mutual assessment, and you have as much right to reach a considered judgment as the people sitting across the table. Here is how to use the process to do that.

Read the room as soon as you arrive

Company culture is visible long before the formal interview begins. Pay attention to how you are greeted, how long you wait, how support staff are treated by the people around them. A reception team that appears stressed or subdued, a PA who is visibly anxious around a senior colleague, or an environment that feels tense without obvious cause are all meaningful signals.

If you are offered a tour of the working environment, take it. Ask if you are not, because a refusal tells its own story. The physical environment, the noise level, the body language of people at their desks, whether people seem engaged or exhausted, whether there is any visible evidence of recognition or community; all of this tells you something about what it would actually be like to work there.

Watch interviewer behaviour closely

Lateness happens. What matters is whether it is acknowledged. An interviewer who arrives late without apology or explanation is showing you something about how they regard other people’s time. If this person will be your line manager, that pattern is unlikely to improve once you have accepted the offer.

Distraction during the interview is a more common and equally telling signal. An interviewer who checks their phone, takes calls or appears to be only partially present is not necessarily rude by nature, but they are demonstrating that this conversation, and by extension you, is not their priority.

Listen also to the pronouns. An interviewer who uses ‘I’ consistently when describing team achievements and ‘you’ when describing challenges or difficulties is probably not someone who shares credit generously or absorbs accountability readily. By contrast, someone who says ‘we’ when things went well and speaks plainly about their own role in difficulties tends to be a more honest and self-aware leader.

Ask the right questions

The questions you ask at interview serve two purposes. They demonstrate the quality of your thinking and your genuine interest in the role. They also give you the information you need to make a sound decision. These goals are not in conflict because the best questions do both simultaneously.

Prepare at least five questions and expect that two or three will be answered during the conversation itself. The ones that matter most at senior level:

1.     What happened to my predecessor in this role? Listen for hesitation, vagueness or the phrase ‘bad fit’. A direct, confident answer is a good sign. Evasion is not.

2.     How long have the people I would be working most closely with been in their roles? High turnover in a senior team is one of the clearest indicators of a difficult environment.

3.     Why did you personally choose to join this organisation, and what has kept you here? The answer reveals a great deal about what the culture actually rewards and what kind of people tend to thrive.

4.     What would success look like in this role after twelve months? Vague or shifting answers suggest the organisation does not have a clear mandate for the role, which usually means the person in it will struggle to demonstrate impact.

5.     What are the main challenges facing the business right now? A leadership team that cannot or will not answer this question openly is one you should approach with caution.

6.     How would you describe your management style? Ask this of the person who would be your direct line manager specifically, not a general panel. Then listen carefully to whether the description matches what you have observed.

Do you have any reservations about my suitability for this role? This is the most underused question in senior executive interviews. It gives the interviewer an opportunity to raise concerns directly, gives you a chance to address them, and signals a level of astute awareness that most candidates do not demonstrate.

What evasive answers tell you

How an interviewer responds to direct questions is as informative as the content of the answers. Stilted or over-formal replies to questions about culture or team stability, a reluctance to discuss why a previous person left the role, or a tendency to redirect away from anything that might reflect badly on the organisation are all worth noting. Companies with strong cultures and confident leadership tend to answer these questions directly. Those with something to hide tend not to.

References to ‘cultural fit’ as the reason a predecessor did not work out deserve particular scrutiny. It is occasionally an honest answer. More often it is a polite way of describing a management problem that was easier to attribute to the individual than to address systemically.

Trust what you observe

Senior executives are generally good at reading situations. The problem is that the pull of an attractive role, a strong compensation package or the pressure of an active search can make it easy to discount or rationalise away things that would otherwise register as concerns. If something feels wrong, it is worth asking why, rather than deciding in advance that the discomfort is irrelevant.

The best employers will not be threatened by a candidate who asks good questions and pays close attention. They will respect it. If asking about staff turnover or management style makes an interviewer uncomfortable, that reaction is itself the most useful piece of information you will take away from the room

The right move, not just the next one

At senior level, a poor hiring decision costs more than time. It costs momentum, reputation and in some cases years of career capital. The due diligence you would apply to any major strategic decision applies here too. The information is available. The interview process is the place to find it.

Preparing for an important interview?

Our interview preparation work helps senior executives go into high-stakes processes with the right questions, the right narrative and the confidence to assess an opportunity clearly. Contact us today for a free discovery call.

About author

Devin Till is a former executive headhunter, career coach and advertising copywriter with two decades of experience helping senior leaders find and win the roles they deserve. He has worked with over 3,500 executives across the UK, US and international markets.

Devin Till

Lead Consultant

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