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    How to be Successful When You Suck at Selling

    1. Tonya@Budget and the Beach

      June 18th, 2015 at 9:22 am

      I have a difficult time with it as well and it’s a total work in progress. Glad you found a system that worked for you!

    2. Stefanie

      June 18th, 2015 at 10:42 am

      I like my system, but I’d definitely like to improve my confidence in other sales approaches that I’m not so great at (like selling my book).

    3. Lauren

      June 18th, 2015 at 10:03 am

      I think every financial coach that wishes to help those at the bottom feels guilty about charging (if they don’t feel guilty, I’d question their integrity).

      The key with selling something is feeling confident that what you’re offering is going to benefit them more than the dollars they spent.

      That’s why I love my products and my company for offering easy ways for my customers to get the products they want without paying for it. Its a great feeling to tell someone not to worry about how they will afford the products and that I can show them how to get them for free.

    4. Stefanie

      June 18th, 2015 at 10:43 am

      I even feel guilty about selling products that have more benefit than cost- I gotta get over it! 🙂

    5. Luke Fitzgerald @ FinanciallyFitz

      June 18th, 2015 at 10:14 am

      Awesome Post! And very timely for me. I’m a terrible salesperson! It’s so easy to undervalue yourself. I’m in my first month of first entrepreneurial endeavor (and its just a blog). Would love to freelance, offer products, etc. in the future but I struggle knowing I will have to become a “salesperson” [insert dun-dun-dunnn sound]. Thanks!

    6. Stefanie

      June 18th, 2015 at 10:40 am

      If you can build up to selling your work to the corporate world, it really is SO much easier to command your value. Best of luck!

    7. Kirsten

      June 18th, 2015 at 10:49 am

      I’ve never thought too much about it, but I am no salesperson either, and I think you identified why I don’t like it. I don’t’ like it because I don’t believe they need to spend the money on THAT thing in order to have a better life. I don’t believe THAT thing is what they need to use their money on. There are so many other necessary and important things – not the thing I am hawking.

      I have no problem, however, advocating for a raise at my job. I can confidently go in and say “pay me this much” and get it. Obviously, I believe I am worth it, I believe they need me to stay on (happily) so they can increase either bottom line, which is way more sizable than an individual consumer’s wallet.

    8. Stefanie

      June 18th, 2015 at 10:58 am

      Yep, I feel exactly the same way, that’s why I’ve refocused my efforts on targeting the latter rather than trying to “make” myself good at the former.

    9. DC @ Young Adult Money

      June 18th, 2015 at 1:15 pm

      I am not very good at selling either. I think it depends on the product and medium, though. I really like to pitch products and services online. I feel most comfortable in that medium. In person I have trouble selling to others because I’m simply not as polished a speaker or as good at getting my point across. Online, though, I really do like to sell things and it’s one of my favorite parts of blogging.

    10. Brian @DebtDiscipline

      June 18th, 2015 at 2:34 pm

      It’s just the asking for money part I get hung up on. I can talk/ tell others about a service or product, but when it comes down to the close that’s when I get that uneasy feeling. It certainly takes practice.

    11. Holly@ClubThrifty

      June 18th, 2015 at 2:55 pm

      My husband tried a career in sales and it basically led him to a mid-life crisis! He hated it!
      I don’t think I would like it either, unless I was selling some sort of miracle product! =)

    12. Dane Hinson

      June 18th, 2015 at 4:53 pm

      I think anyone can sell if they truly believe in the product. I had a short stint in sales selling a product that I knew deep down was not worth its weight. I had a terrible time explaining to people the value in the purchase. Realized pretty quickly that the world of accounting and finance was a much better fit for me!

    13. Simon | Cafe Credit

      September 7th, 2015 at 9:56 pm

      I think you’re actually right, but I also think that a truly good salesman can sell anything.

    14. Natalie @ Financegirl

      June 18th, 2015 at 8:53 pm

      I think you can learn how to sell. I read To Sell Is Human by Daniel Pink and it was helpful – so is listening to marketing podcasts. Over the last few years it has gotten easier, but only with practice and confidence. I hope that through learning and practicing more it only gets easier.

    15. Paul Moyer

      June 18th, 2015 at 10:15 pm

      This is a great post for people who are not natural salespeople. I have a natural gift for selling and helping people feel comfortable with a buying decision. My siblings are both TERRIBLE. Your fears are exactly what my sister goes through when she is in a selling situation. I LOVE how you have refined a system that helps you overcome your current weaknesses.

    16. Peanuts & Thread

      June 18th, 2015 at 11:03 pm

      Wow! Im so glad to read about others with the same selling anxiety issues. I’ve had my boutique business where I tried bring better quality to the town since it was a number one complain about the clothing stores in town. It turned out, that the consumers were all about the price, not the quality so as soon as I brought lower quality to fit their price range, I found myself not being able to sell my own products. Unfortunately that business is no longer but now in this new hobby I’m in, I do find it hard charging what I should for my work. Yet when I’ve directed to higher income customers, because I’m not a legit business yet, they come to me in hopes for a discount compared to the retail.

    17. Mel

      June 20th, 2015 at 12:21 pm

      I feel the same way about taking people’s money. I’m like – I’m trying to teach you how to spend your money wisely, even I’m not sure I’d say I’m in your budget. But I also feel the same way about corporations. They nearly all hemorrhage money on some of the stupidest things. I don’t think twice about asking for decent wages when I work with them at all.

    18. Jayson @ Monster Piggy Bank

      June 20th, 2015 at 10:31 pm

      Selling is not for me. So the moment I realized it, that I had no skill in selling. I ventured out in something I was capable of doing and good at-writing. For those who want this field of expertise, managing how to accept lots of rejections is something that must be learned.

    19. Hayley @ Disease Called Debt

      June 21st, 2015 at 7:44 am

      I think some people are natural born sellers and some aren’t, although it is possible to learn effective selling techniques and sounds like you’ve mastered what works for you now which is brilliant!

      I’ve tried selling quite a few times for side jobs but found it hard. You have to really believe in yourself and the product in question to sell a product well I think. I tried selling utility services (gas and electric) once – that was tricky! 🙂

    20. NZ Muse

      June 21st, 2015 at 6:32 pm

      One of the reasons I don’t want to be self employed. So much admiration for those who are! Targeting businesses makes so much sense in regard to getting comfortable with selling, and also financially as they have bigger budgets so they can pay more.

    21. Toni @ Debt Free Divas

      June 22nd, 2015 at 1:17 pm

      LOL! I like your in progress working on it link. I have such a problem in this area too…especially because my goal is to help people stop spending and maximize their income. So it’s a balancing act that I haven’t really found a great way to bridge – not yet. I’m working on it as well.

    22. Kayla @ Kat Script

      June 22nd, 2015 at 4:45 pm

      I’m not a great seller either, I usually use a hands-off approach to selling, which may not be the most successful. Therefore, I tried to not have selling business for my online business. It’s just not my thing.

    23. Jess @ Best Credit Cards Canada

      June 22nd, 2015 at 5:59 pm

      I think it’s a wonderful quality that you felt empathy for your consumer and worried that they couldn’t afford your product. Although it may not make you good at selling to all consumers, it makes you a good person! And now you’ve found your niche. Congrats!

    24. Abigail @ipickuppennies

      June 23rd, 2015 at 6:10 pm

      I think you need to frame selling in the mindset that you’re helping people. When I would show apartments, I would point out things of value to them. Then let them decide. Tim is great at sales (but he can’t do it anymore because stress exacerbates his conditions) usually just by helping people find what they need, then making suggestions that he generally thinks will help them.

    25. Stefanie

      June 24th, 2015 at 6:38 am

      I agree, but I still get hung up on it. Even if it’s something I know will help people, I think, well why what I’M selling vs. the other options. Ugh, I need to get over it!

    26. Cat@BudgetBlonde

      June 24th, 2015 at 10:59 pm

      I hear ya. I recently did a webinar to help sell my course and I was so, so nervous. I didn’t want to come across as sales-y but at the same time, I still really wanted to help people. I think it’s one of those things that gets easier with practice, but I’m glad you’ve started writing for bigger companies and brining in that bigger paycheck! Rock on!

    27. Kalen Bruce

      July 6th, 2015 at 3:21 pm

      Interesting read! I guess we are all selling something in one way or another…and it’s all semantics, but we have to find what we are comfortable selling and an audience we are comfortable selling to. I think if you’re a good writer (as you obviously are and I try to be) you can be good at selling. Maybe the issue is simply how we view “selling” as a whole. Thanks for making me think today. 🙂

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