dwightyouignorantsale

Account Executive

Need a good push

I received one kick ass offer yesterday from a very large tech company for a position that is multiple years beyond my experience. It's one hell of an opportunity and offer.

Why am I not over the moon excited, you may ask? 1. Self Doubt. I am so nervous that my lack of experience will make me fall short in this role. 2. I have been treated SO well at my current company and my boss is easily the best person I have ever worked for or with. I feel tremendous loyalty to them (not the company).

With that being said, I know it's a good move. I just need some reassurance that I'm not making a mistake. Anyone left a company they were at for multiple years and it ended up being a great move??

🧠 Advice

🚀 Career Goals

💪 Motivation

47 comments

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CuriousFox

WR Officer

🦊

That's comfort and fear of change talking. Tell it oh yeah? Watch me. 😎

dwightyouignorantsale

Politicker

Account Executive

I know 🙈 I am getting so in my head about this. I just need to do it.

CuriousFox

WR Officer

🦊

Push it. Push it real good. 🎶

Telehealth_2the_Moon

Notable Contributor

Director of Business Development

I left a shit situation and love it, and had some of the same concerns. I skipped a few levels while at the same time changing industries completely so it felt like I'd be out of my depth.

Regarding the self-doubt, that's something only you can sort out for yourself. There's a chance that some of it is correct and you risk taking a job you're not prepared to do, on the other hand, if looking back at your work performance you see many occasions where you doubted yourself and then knocked it out of the park, then maybe this doubt isn't warranted and don't let it hold you back.

Regarding the loyalty situation, that's also something you'll have to decide for yourself. You call out that your loyalty is specific to your boss and not your company, and in that case I take it to mean the company isn't quite hitting all your expectations. In the end that is who you work for, not your boss.

If the only reason you would consider staying is for your boss, then you probably shouldn't. There aren't any guarantees your boss will be sticking around forever, and then you've lost out on a great opportunity and now are working for a company that hasn't done enough to gain the same loyalty you've given your boss.

dwightyouignorantsale

Politicker

Account Executive

That’s exactly where I’m at too. It’s a very similar industry, but very different product. I know there will be a huge learning curve to understand the ins and outs of the new product, but I’m nervous about it being a little over my head.
That’s a good point. I love working for my boss, but he is also extremely selfless and looks out for our overall career development and not just career development within the company. He is someone who will understand, knowing it’s a good opportunity for me. I am just going to have knots in my stomach breaking the news to him 😅

Telehealth_2the_Moon

Notable Contributor

Director of Business Development

You sound like you've got one hell of a boss. When you do break the news to him, make a point to ask what you can do to help with the transition and also make a point to stay in touch when you leave. Someone like that can still be a great mentor and who knows when you'll be crossing paths again!

funcoupons

WR Officer

👑

Your situation is very similar to what I just went through. Yes, I was nervous that I might not be successful. Yes, I really liked my boss (and company for that matter.) But yes, I did take the new role.

You just gotta do it. What's the worst thing that happens? You don't do so hot or don't like the new role? So what? You received an awesome offer now, you'll be able to receive another awesome offer if you need one in the future. There will be other great people you work with/for. Be grateful you had this awesome boss in your life, thank them, keep in touch, and open your mind to even better possibilities.

You got dis

dwightyouignorantsale

Politicker

Account Executive

this is perfectly said and exactly what I needed. Sometimes it’s tough to remember that there are other incredible leaders, I just need to give them a chance. There are other phenomenal companies, but I won’t know unless I try them out. Thanks for this!

funcoupons

WR Officer

👑

I gotchu

bandabanda

Tycoon

Senior AE Mid Market

@dwightyouignorantsale coups nailed this, even better that she went through this recently and can empathize with you.

I’d add that even if you fail, that’s where growth happens. 1) you’re not define by your successes or failures. 2) Growth rarely comes when you stay comfortable and are afraid to step out.

You‘ve got this

ToniDrake

Contributor

SDR

Speaking from personal experience, Imposter Syndrome plays a huge part in these feelings.

I think everyone knows that there are SDRs or AEs that can outsell even the best Enterprise AEs.

The only problem is they don't get the opportunity.

If you think the culture at the new place is toxic, or you'll get fired two months in for not getting quota, I'd re-evaluate.

Sales Leaders like to blame reps when sometimes it's the lack of resources, lack of accurate forecasting, and lack of positive work culture as being the real reason for garbage quota attainment.

Best of luck man I bet you're a killer salesperson!

dwightyouignorantsale

Politicker

Account Executive

My quota at the new place would be almost double of my current quota, but I think it might be more attainable than where I’m at now. It’s just really really hard to sell where I’m at, given the nature of our product.
I swear I’ve had imposter syndrome in every single role I’ve been in 😅 But then when I look back on previous roles, I know I did a good job. Such a tough mental battle.
Appreciate it, man!

UrAssIsSaaS

Arsonist

SaaS Eater

Enter some cheesy quote about how growth happens when youre uncomfortable.

Speaking from personal experience I have moved on from like 5 roles in my career (internally and externally) when working for people I was super loyal to and was better for it every. single. time.

dwightyouignorantsale

Politicker

Account Executive

this is super reassuring. appreciate this

SADNESSLieutenant

Politicker

Officer of ♥️

The grass is greener where you water it.

dwightyouignorantsale

Politicker

Account Executive

love this

SADNESSLieutenant

Politicker

Officer of ♥️

🗣🧠📌

techsales

Politicker

Enterprise Account Executive

Been there. In my last job change I left a cushy comfortable situation for a job I felt was way out of my comfort zone and typically required 2x more years of experience that I had. Almost 3 years later, this was one of the best decisions I have ever made.

My advice to you and what helped me get through the first few months of feeling overly anxious is to continue to bet on yourself.

Don't know the product? You can learn it like you've learned products before.

Lack of experience compared to your peers? Be overly prepared for every meeting and go the extra mile when presenting.

Worried about leaving a boss you love for fear of the unknown with the new boss you'll have? You might learn even more from this new boss or have an even better shot at upward mobility.

Concerned about the worst case scenario where this new role absolutely sucks or it's not a fit? Guess what... you can find another role in sales just like you found this one

You got this

poweredbycaffeine

WR Lieutenant

☕️

Treat me like a King and I’m still liable to leave for more money, more growth and an opportunity to up-level. Take the offer and move into the next phase of your career.

dwightyouignorantsale

Politicker

Account Executive

this is the tough love I need

Justatitle

Big Shot

Account Executive

I battle imposter syndrome everyday of my life, am I good enough? Can I do this? There's someone better than me. All about which voice you choose to listen to.

dwightyouignorantsale

Politicker

Account Executive

Mental battles are the worst and this job situation has for sure brought out more self doubt thoughts that I thought. Up and up!!

DungeonsNDemos

Big Shot

Rolling 20's all day

I fully know what you mean. It is stressful to think about a change, but you also need to consider that if you don’t take the leap, will you be able to meet the goals you have for yourself where you are now? (Financial, personal, etc).
We only get one life to live so if you feel that you will look back one day with regret on your decision which decision do you see yourself regretting?(much more common to regret what you didn’t do vs. what you did)

dwightyouignorantsale

Politicker

Account Executive

I like your thinking on that - I’m much more likely to have regrets not doing something vs doing it. If worse comes to worst, I can always go back as I don’t intend on burning any bridges on my way out!

Sunbunny31

Politicker

Sr Sales Executive 🐰

That self doubt happens to everyone except pure narcissists. Fear of change is a real thing.

Go for it. Stay in touch with your manager - who knows, maybe there will be an opening for him downroad.

crazycooter

BDM

Left after 20 years and didn't realize how shitty it really was until I had a chance to see what was happening somewhere else. I should have made the move years ago when I was first presented with the opportunity. Fear of change and higher expectation held me back when it really should have been pulling me hard towards it. Make the move now without a fallback position or plan B. If you give yourself an out or have a backup waiting, you'll never fully commit so just take the leap and get after it. You'll be glad you did and you'll be great.

CuriousFox

WR Officer

🦊

Your username. I cannot. 🤣☠

dwightyouignorantsale

Politicker

Account Executive

Fear of change is the worst. It’s exactly what I’m feeling, but I know it’s the right thing.

Diablo

Politicker

Sr. AE

One statement - don’t fall in love with your company as they might not love you tomorrow

dwightyouignorantsale

Politicker

Account Executive

truuuuuuu dat

SaaSsy

Politicker

Congrats! Take it and believe in yourself, leave with a good relationship, and then you can always go back if the fit isn’t right.

dwightyouignorantsale

Politicker

Account Executive

Very true… even if all goes south, I have a good place to come back to.

Pachacuti

Politicker

They call me Daddy, Sales Daddy

They have confidence in you. Why don’t you?
Bosses come and go. If he’s a good person he’ll be happy for you. It’s a litmus test.

dwightyouignorantsale

Politicker

Account Executive

I know. I am the one person in this equation who is doubting myself and need to get rid of those negative thoughts!!

Pachacuti

Politicker

They call me Daddy, Sales Daddy

It’s tough sometimes to have confidence in yourself when there is so many around you ready to bring you down. Let your doubt drive you to better yourself. Fake it till you make it isn’t a bad thing.

SaasSlingin

Politicker

Sr AE

I was in the same boat last month. It was hard to leave amazing people and a place where I was well-established, slinging like a beast. Got an offer for a better role at a better + younger + more renowned place while also less experienced than my entire hiring class… fast forward a month later and boy am I happy as hell I made that leap of fate.

SaasSlingin

Politicker

Sr AE

There are great people & leaders elsewhere, it turns out.

CRyan

General Manager, Sales

I believe this is just a natural response to challenge, and you can’t spell the word without change. We all fear stepping out of our comfort zone, but that’s where life truly begins. In times like these, I try to always reflect on challenges I’ve faced and and think about whether I failed or succeeded. It gives me a boost of confidence every time. They wouldn’t have made you the offer if they didn’t believe in you. Be strong and take a leap of faith, but don’t put passion ahead of principle.

TennisandSales

Politicker

Head Of Sales

duuuude lets go! take that!!!

any boss who is a good person will respect your decision if you come to them and say "i just got this incredible offer, i really value working with you, but I feel like id be crazy to turn this down"

IndianaJ

Area Manager

Don't let imposter syndrome affect your decision! If they feel you have what it takes , you can always pick up new skills once your on board. If your looking to grow personally and professionally and your current role does not have that opportunity , I would totally go for it!

RevenueArchitect

Executive

EVP Revenue

My biggest career regrets are about STAYING in places longer than I should have, due to a misplaced sense of loyalty. Certainly great things have come from it, but likely, greater things would have come from leaving sooner, strategizing my way out and being proactive about my next moves before I would feel the need to leave.

Ask yourself: What will you regret more?

maradona

Personal Trainer & DIY Man

Don't chase money. Chase happiness. It's good to have both in one job. But if you had to choose one, choose the one that makes you feel the most satisfied. We are all different human beings, and sometimes what makes others happy and satisfied, is not always what makes us feel good. Some of us are more like robots, and we don't care too much about external factors on the job. We can deal with anything, good or bad, as long as the numbers are right. Others, are more emotionally engaged in their work and the people and feeling a sense of accomplishment and satisfaction. Know yourself. And again, know the things that are important to you in a job. Some examples: having a cool boss, working with cool people, being able to make your own decisions / creativity, making a difference / positive impact in the world (knowing that your company is not causing others or the environment harm), commute distance, loyalty both ways, how it fits in with your lifestyle, etc. Only you can make the right decision, and only you can ases what is being offered, vs. what will make you happy. (In fact, you can request another informal interview or "lunch" to visit them before you sign anything. And, you can have a conversation with your current boss, about wanting to stay loyal but needing to re-negotiate salary in light of this higher offer.) One last note about being "happy". This may sound superficial, but opportunities (like this one) only come your way, when you are happy. That's why you want to be in a place and situation that is hi-vibe, and you feel on top of your game. By "opportunities" I don't just mean, "job opportunities". Opportunities to use someone's cabin in the mountains or on the beach for free, opportunities to meet the person of your dreams, opportunities in life that help you grow in ways you never imagined. Being "happy" in what you do, and with who you are, does all that. It attracts that. And you cannot put a price on these "intangibles" and how much "money" they are worth in terms of how they added to the quality of your life. This only happens when we do "happy". No "happy", no great "opportunities" will come your way. Because they exist where happy exists. That's my take! Hope this helps!

dwightyouignorantsale

Politicker

Account Executive

But….what if money makes me happy? 😆

sleepercindi

Personal Narrative

Setter

congrats congrats go kill him

sleepercindi

Personal Narrative

Setter

you got this don't overthink it go for it-

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