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Laura Pennington

19 Podcast Episodes

Latest 24 Sep 2022 | Updated Daily

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#79: Six-Figure Freelancing: Consistently Sending LOIs and Using Upwork, with Laura Pennington Briggs

Deliberate Freelancer

Today’s guest is Laura Pennington Briggs. Laura is a teacher turned entrepreneur, two-time TEDx speaker and freelance writer. She’s the author of the award-winning “How to Start Your Own Freelance Writing Business” and the Amazon bestseller “Six-Figure Freelancer” and the founder of Operation Freelance.  Laura started as a freelance writer and virtual assistant in 2012. Now, she continues to write but also does book marketing and book launch strategy for authors. She started out as a part-time freelancer. But after 18 months of freelancing—only six months of that as a full-time freelancer—she hit the six-figure mark. To get to that financial goal, Laura tracked her income and financial projections on a legal pad.  Freelancers are often told not to go on Upwork, but Laura used Upwork to build and scale her business. In fact, she earned over $450,000 through the site over the years. But she points out that it’s important to have a strategy when you are using Upwork. When she was a new freelancer, she aimed to get Upwork jobs primarily for the feedback, not necessarily the fee, so that she could build good ratings on the site, opening the door to better and more work. She called these her “fast, cheap and simple” jobs to deliver the service easily and quickly to get a fast five-star review. She now has more than 200 positive ratings on Upwork, which lands her good work. You also have to know what the red flags are, such as clients with ridiculous expectations and a very long description for a simple, short project. Also, when clients tell you they’ve worked with lots of other freelancers before and it’s never worked out, that’s a red flag! You can also read other freelancers’ reviews of clients. Trust those reviews. The two ways that have worked best for Laura to find new clients have been Upwork and emailing cold letters of introduction (LOIs). Laura says if you send 50 LOIs and only one person responds, there’s something wrong with your LOI or your strategy. It’s important to take the time to research the client and explain why you like that company. Make the beginning of an LOI personal and hook the person. Don’t use a standard template for the entire LOI, which is a common mistake. Great tip: Laura emails an LOI, and then about 30 minutes later she connects with that person on LinkedIn saying, “Spoiler alert: I just pitched you via email.” Remember: Your perspective clients don’t really care about you, only that you’re qualified. So keep that part of your LOI to about two sentences and focus instead on how you can help them. Sending LOIs is also a numbers game—you need to send a lot to get responses. You cannot just send a 1–2 LOIs a week and expect to get a bunch of new clients. Laura recommends sending five pitches a week for three months, tracking them and seeing how people respond. Make it a weekly habit. Laura is a morning person. She works in batches based on the type of work, not the client. For example, she spends time on pitches for different clients during the same time slot, not focusing on all tasks for one client before moving on to another clients’ tasks. When it comes to pricing, Laura recommends newer freelancers take on smaller projects and try out their rate, rather than committing to a rate and a long-term contract. You should try out your pricing and make sure you feel comfortable with it. Experienced freelancers should examine their pricing every six months. Clients are paying not for your time, but your years of experience and expertise. Laura does not commit to pricing over the initial phone call. She tells potential clients she will get back to them by email. She may be nervous to quote over the phone, but she may also actually need the time to consider all aspects of the project and what it may truly cost and entail. Remember that you can negotiate everything, not just price. You can negotiate length, deadline, scope of work and the amount of communication (no phone calls, no strategy sessions unless they pay more). You can also give a discount if they sign a long-term contract. Laura advises that you have to get comfortable with calling the shots. You might feel like you’re pitching yourself as a freelancer to a client, but you have to believe that you’re a CEO too and you get to decide what your company policies and deal breakers are. Laura tried to be an agency owner for a year, outsourcing her writing to subcontractors. And she hated it. You do not have to outsource your client work if you don’t want to. Instead, if you want to scale, you can outsource certain pieces of the process, like marketing, administrative work, invoicing or LinkedIn outreach. Biz Bite: Hire a virtual assistant Resources: Laura’s website: Better Biz Academy Laura’s book “The Six-Figure Freelancer” Laura’s podcast: Advanced Freelancing

45mins

12 Nov 2020

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Ep. 70: Entrepreneurs Who Grew 6+ Figure Businesses with Laura Pennington

The Entrepreneur Unleashed Show

Laura Pennington Briggs is an entrepreneur and a two time TEDx speaker. She is a freelance writer and a coach to freelancers. She is also the author of three books with an entrepreneurial press. Know more about Laura by going to this link >> https://laurapennington.teachable.com/courses

16mins

17 Sep 2020

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Running your Business w/ Freelancers: Laura Pennington

Best Morning Routine, Ever!

Laura spent most of her life preparing to be an educator and then burned out after working as a middle school teacher in Baltimore City. After she started a freelance writing career on the side, she quickly replaced and surpassed her day job earnings and hit the six-figure mark in just 18 months. Since 2013, she's worked full-time for herself helping clients with content and project management by leveraging time management and digital teams. She now teaches others how to build fulfilling lifestyle businesses from home as a coach. Topics Discussed: 1. Landing TEDx talks 2. Building a flexible freelance career online Connect with Her: Website http://www.betterbizacademy.com/ Website #2 http://sixfigurewritingsecrets.com/ Website #3 http://www.legalseowriter.com LinkedIn URL http://www.linkedin.com/in/laurapenningtonwrites Facebook URL https://www.facebook.com/laurapenningtoninternational/ Twitter URL https://twitter.com/sixfigurewriter YouTube URL https://www.youtube.com/channel/UCGhKNcbq3QWhpgHZV4Y-xPQ

22mins

10 Feb 2020

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How To Become A Freelancer with Laura Pennington

Inspired Women Amazing Lives Podcast

Freelancing has become a very lucrative profession. In this profession, people with lots of skills and talents are using what they are gifted with to make a very good living. They work for themselves which affords them the time and money freedom that we as business owners always seek.My guest, Laura Pennington, is able to tell you what it's like as a freelancer and how to go about establishing yourself as a freelancer.Laura Pennington Briggs is a former teacher turned writer, entrepreneur, and speaker. She is a two-time TEDx speaker.Since 2013, she’s worked full-time for herself helping clients with content and project management by leveraging time management and digital teams. She now teaches others how to build fulfilling lifestyle businesses from home as a coach.Laura is the author of “Launch Your Own Freelance Writing Business” with Entrepreneur Press.

44mins

6 Nov 2019

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023 - Building a Business That Suits Your Life With Laura Pennington

The Turning Lemons Into Lemonade Podcast

Before today's episode of Turning Lemons Into Lemonade, I had never met Laura Pennington.  It turns out that she is one of the savviest women building a business that I've interviewed on my show.  We had SO much in common that it felt like I was talking to myself in a lot of ways. First, Laura talked about how she built her writing business as a freelancer while she still was working in corporate.  Then she talked about how despite making more as a part time freelancer than she did in her full time job, she still was afraid to cut the cord and leave the steady bi-weekly paycheck!  We talked about the mindset that we often have about our steady paychecks - and despite having demand for our product or service, that it is still hard to think of building a business that is successful enough to support us consistently! Laura also talked about something I discuss frequently - scaling a successful business that really isn't in alignment with how she wanted to live her life.  You often find that money isn't everything - and that if business growth and business success is actually costing you in your quality of life, that it probably isn't the right thing.  She talked about how both she and her husband (who is a doctor) made very conscious life choices that led them to better quality of life - and not necessarily more income! As Laura was talking about how she juggles building a business - her freelance business and her coaching business, we talked about productivity hacks to help her manage her busy day.  She had some great advice for women business owners - find a mentor who has done what you want to do - not just one who has done something cool!  If you get one who has done something cool - they often think you need to do it their way!  Find one that is RIGHT for where you are in the business. She also advised that you find the things that are most important and do them at the time of day when you are your best!  If you're a morning person - do them then! If you're a night person - do your highest impact activities then.  Understand who you are and build your business and life around you to generate true success and happiness!

38mins

6 Nov 2018

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Delegation and Time Freedom in Your Business With Laura Pennington

The Daring Woman Podcast

Delegation. It’s my favorite subject having been a Virtual Assistant for almost 10 years!I’m still amazed at the number of people who are afraid to outsource or have never even head of a Virtual Assistant.Joining me in this kickin’ episode is Laura Pennington, freelancer. We are all about delegation in this show…I’m talking the…WhoWhatWhyHowWhereWhenHow muchYou get the picture!Laura Pennington is a former inner city middle school teacher who left behind the educational grind to pursue her dream as a freelance writer. Five years later, she’s been featured in Business Insider and Inc and writes for Boss Babe and the Huffington Post. She’s been a project manager and writer for Microsoft and Truecar and now teaches others how to freelance.

35mins

6 Jan 2018

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Delegation and Time Freedom in Your Business With Laura Pennington

The Daring Woman Podcast

Delegation. It’s my favorite subject having been a Virtual Assistant for almost 10 years!I’m still amazed at the number of people who are afraid to outsource or have never even head of a Virtual Assistant.Joining me in this kickin’ episode is Laura Pennington, freelancer. We are all about delegation in this show…I’m talking the…WhoWhatWhyHowWhereWhenHow muchYou get the picture!Laura Pennington is a former inner city middle school teacher who left behind the educational grind to pursue her dream as a freelance writer. Five years later, she’s been featured in Business Insider and Inc and writes for Boss Babe and the Huffington Post. She’s been a project manager and writer for Microsoft and Truecar and now teaches others how to freelance.

35mins

6 Jan 2018

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149: Freelance Business with Laura Pennington

The How of Business - How to start, run & grow a small business.

Freelancing business with Laura Pennington. How do you start a grow your freelance writing business? Laura is an entrepreneur, speaker, podcaster, and freelancer. She shares her journey, from teacher to starting her own freelance writing business. She is the founder of “Six Figure Writing Secrets”, and several other businesses, and the host of the "Better Biz Academy with Laura Pennington" podcast show. Henry Lopez is the host of this episode of The How of Business show – dedicated to helping you start, run and grow your small business. (TheHowOfBusiness.com)

35mins

18 Sep 2017

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#PIB20 Everything you need to know before hiring a virtual assistant with Laura Pennington

Parents in Biz Podcast

Laura Pennington, her passion is teaching you exactly how to fast track your freelancing career, skip over the trial-and-error stage that can last for years, and build a fulfilling lifestyle business as a freelancer. In 2012, she went from part-time freelancing to a six-figure freelance writing business in just 18 months. Listen in as Laura answers all questions to do with hiring a virtual assistant and becoming one. Click here to listen  Links mentioned in this episode: Laura’s Website Laura’s Courses Twitter Facebook Upwork Thanks for listening!

22mins

5 May 2017

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JLDC 0117: Laura Pennington – Starting Your Own Freelance Business

Online Marketing

Until I did this interview with Laura Pennington, I didn't realise just how lucrative starting your own freelance business could be.In fact, I was shocked that it was common place for freelancers to be earning six figures.In this interview, Laura reveals exactly how she did it, and how anyone can do it also.Topics discussed during this podcast include; How much can you expect to earn as a freelancer? Where is the best place to start your freelance business? How to get noticed when you're first starting out And much more!You can play this session of the podcast here:Your browser does not support the audio element.Websites referenced during the podcast:SixFigureWritingSecrets.com - Laura Pennington's website (April 2022 update: this site no longer exists)Here's a timeline of the topics discussed during the podcast:0:00 - Short bio and intro1:30 - Laura's growing up years and influences3:30 - What inspired you to become an educator?4:45 - What drove you to become a freelancer?6:30 - Laura's experience starting her own freelance business8:30 - What type of income and jobs can a freelancer expect?9:45 - Do you charge an hourly rate or on a project basis?11:15 - When you reached six figures in your freelance business, were you doing all the work, or where you outsourcing?13:40 - Where were you outsourcing?16:00 - For someone that wants to start their own freelance business, what do they need?19:30 - How long would it take, on average, to build the business to $50K per year, and how much time would you need to be working per week for that $50K?22:45 - Laura's final thoughts23:30 - Laura's free resources to help beginner freelancersWhat I got out of this interview about Starting a Freelance Business with Laura Pennington:1. Freelancers Earn Good MoneyNot only do freelancers earn 6-figures... you can make it a recurring billing business by choosing the right clients.2. Spy on Your CompetitorsIf you're struggling to pick up new clients because your competitors have been in the game longer, simply check out what they are doing, take notes, and make your offering better.Like this podcast?If you're enjoying the podcast, it's safe to assume there are others out there like you who would also enjoy the podcast.Help them find it!I've created a short video below that will show you how to quickly and easily rate and review the podcast in iTunes and/or Stitcher. Those people will appreciate it, and you'll feel great about yourself...

25mins

10 Mar 2017

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