5 Signs It's Time to Leave Your Sales Role

Shelley Young, who earned $38K/month as a closer, identifies five reasons to leave a sales role: hitting an income ceiling, no company investment in your growth, boredom from lack of challenge, values misalignment, and staying out of loyalty instead of strategy. She uses personal stories to help you assess whether it's time to move on.
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The most common question I get asked is, how do I know when it's the right time to actually leave a high ticket sales role and move on to the next? And I totally get it because I have been on offers where I have stayed far too long when I could have been doubling my income, but I was scared, I was shy, I was intimidated, I wasn't sure if I was going to be able to find another offer as good, so I stayed. So I'm going to break down 5 things that's going to allow you to assess your current role to decide if you should stay or if you should leave. Hi, if you're new here, I am Shelley Young. I was before a closer where I was making up to $38K a month, then a sales manager where I scaled a company to $1 million a month, and now I run the Female Sales Accelerator, which is a women's only high ticket sales training program where we help women all over the world break free of their career limitations and build remote careers making the money of their dreams. So let's dive into it. First things first, you have hit your income ceiling. Now this one definitely happened to me. I was top performer, I was closing up 50%. For context, the average is like 20 to 30%, so I was the highest closer in the company and I was pretty much doing all I could. I was doing follow-ups in my spare time, I was closing higher than anyone else has ever been before, I was taking 8 to 12 calls per day, 'cause I was trying to open up my calendar to see if that would help, but my income wasn't going any higher. And that's because, it wasn't because I was on a bad offer or there was anything wrong with the offer, it's because the offer size couldn't give me that next level. It couldn't give me what I wanted. I had a full calendar, I was closing at 50%, I was constantly showing up, I was working 5+ days a week, and I wasn't seeing any higher than the $10K a month mark. And I wanted more. I wanted that desire, I had that desire for growth and more money, and I couldn't achieve it. So for yourself, if you feel like, if you've truly done a bit of an audit and you've been honest with yourself, and you truly are closing at the highest you possibly can, you are taking the most calls you can, no one else in your team is doing better than you, and you are at an income ceiling where maybe for the past 2 to 3 months you've been consistently hitting an income that you aren't able to increase, then maybe it's time to move on. And it may be scary and it may not feel comfortable because you're making great money. But in reality, you have to be honest with yourself and realize that there's probably nowhere else you can go. There is no other income that you can make right now in that company with the size that it is. Is, and do you wanna wait for the company to scale and grow? Probably not. Sign number 2 is that the offer owner just isn't investing in your growth. They're not investing in your training. They're not trying to find new ways to scale the business. The lead flow is just not great and nothing's been done about it. If the offer owner's kind of coasting and, and not really thinking about you as a sales rep, then it's probably not a good sign. Equally, if the company's brand, brand new, and you're like their guinea pig, that's probably not good either. You wanna be in an established company where the offer owner really cares about you, really wants you on the team, will give you bonuses, will reward you, will train you, will support you, will communicate with you. If the lead flows down, why? How are they working on fixing it? This is super, super important. Like, we're not employees, we're contractors, so we should have this communication. Like, we deserve this level of communication because of our income. So don't be afraid to ask those questions, and if the offer owner isn't communicating with you, then it's probably not right. Sign number 3: you're not learning anymore. Quite frankly, you're bored. I felt like this. As I said, I was closing above 50%, um, it felt physically impossible to close anymore. I'd nailed down my avatars. People who weren't buying were purely people who just didn't have the funds, and I wanted a new challenge. I was bored. I wanted more. I wanted that new skill. I wanted, um, different team, different culture, different competition. There was no competition. I was only in competition with myself at that point, and I was doing everything— not to sound egotistical, but just to be honest, and I wanted more. Like, I'm a competitive person. I wanted growth. I wanted that challenge. I wanted that higher level team, and I just wasn't getting that. And if you're finding that too, like, you're just not able to have that new challenge or learn that new skill, or if you're closing the deals in your sleep and you're not really, you know, having that fun and that rush like you used to, it's probably time to move on. Sign number 4, the culture and ethics of the company don't actually align with you. Now this is a big one because this will weigh you down over time. Like if the management's vile or if they're not respecting you or not supporting you, like I've heard some management just call sales rep like, oh, they're just a sales rep. Like to me, I find that so disrespectful. A sales rep is the person the top of the company. They are the ones bringing in the money. Without those people, the company would have no money. It's super important to be respected as a sales rep and to feel like you are valued as a team member and you're not just another number. Or maybe, you know, the company is making you sell to people who you shouldn't be selling to, and, and no one's getting results, and, and it's just a bit of a toxic environment or a bit of a scammy environment. If you feel like it just doesn't feel right to you, if you're turning a blind eye to things that you know deep down you shouldn't, don't do that. Stay true to yourself because you're going to be able to make so much more money by being in an environment where you feel aligned and where you actually enjoy the people that you're working with. And sign 5, you're staying out of loyalty. You're not thinking of yourself and a strategy to elevate your career. Now, this is a big one, and especially as women, as more emotional beings, it's very, very easy to do this. I have definitely done this. I have stayed on an offer for probably 4, 5, 6 months longer than I should have because I stayed out of loyalty, because I felt bad because of how much they poured into me. You can leave a great company, and I had to learn that. You can leave a great company for another great company. That is okay. If the above boxes are being ticked, like you're bored, you've hit your income ceiling, then that is okay to leave a great company. I was making $10K a month closing at 50%. I was being looked after, I was the top sales rep, but I wanted more. So reflect on yourself. Are you there because it's genuinely benefiting you? Are you there because you feel bad about leaving a great team, a great culture, a great offer owner behind? It's okay to do that and be selfish. Obviously you're not just going to quit overnight and just be like, see ya. Like, you have respect for the offer and and you're, you're there to, you know, be respectful and support the team, but you also have to think about yourself. You also have to think about what it is you truly want and if you are able to get that. And I'm not saying if you're not top rep right now and you're just making $2-3K a month and you've got an ego about you, or you're making $5-7K a month where you could be making $10-12K, or you're closing at 20% when you could be closing at 50%. If that's the case, you've got work to do, and we don't just want to offer hop. But if you truly, truly hit the ceiling, then don't stay loyal. You have to think of yourself. So how do you know if you're making the right decision? Ask yourself, is my income capped here? Do I respect the offer owner? Does the offer owner respect me? Am I staying because I could grow, learn, and develop, or am I staying out of scarcity and loyalty? Ask yourself with these— ask yourself these questions and really reflect on it. And Just because you're watching this video and you may feel one point doesn't mean you then have to quit and leave an offer. But if it's a buildup of things that's been happening for a couple months, then it may be time to leave, and that's totally okay.
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