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Freelancing After 50

Freelancing After 50

By Paul Chaney

Freelancing After 50 is a podcast for people aged 50 and older who want to consider freelancing as a "second act" career, either part- or full-time, or who are already freelancing. We interview over-fifty freelancers, letting them tell their story, and get advice for freelancers from experts in marketing, finance, tax, legal, and related fields.
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Episode #11 - Interview with Robert Persichiitte, CPA, CFP®, CFE - We're Talking Taxes!

Freelancing After 50Nov 02, 2022

00:00
22:31
Episode #11 - Interview with Robert Persichiitte, CPA, CFP®, CFE - We're Talking Taxes!

Episode #11 - Interview with Robert Persichiitte, CPA, CFP®, CFE - We're Talking Taxes!

My guest on this episode is Robert Persichitte, a CPA and certified financial planner with Delagify Financial in Arvada, Colorado. 

Robert has guided business leaders and individuals with financial and investment decisions for over ten years. In this episode, we're talking taxes: deductions freelancers should take, ways to pay, and more. His expert guidance and insights are well worth a 20-minute investment of your time to save money. 

You can connect with Robert on LinkedIn or contact him via his website, Delagify Financial

Legal Disclaimer:
Delagify Financial is a Registered Investment Advisor (RIA) registered with the State of Colorado. The information contained in this presentation is for educational purposes only and is not intended to offer recommendations or tax advice. Tax advice will only be given after a client engages our services and shall be subject to the terms and conditions therein. The information is of a general nature and should not be construed as advice.

Nov 02, 202222:31
Episode #10: Interview with Carol Alexander — Find Your Freelancing Niche

Episode #10: Interview with Carol Alexander — Find Your Freelancing Niche

Carol J. Alexander, a freelance content marketing writer, is my guest on this episode of Freelancing After 50. Carol shares her story and talks about working part-time at first, the need to define a marketable niche, and the importance of self-care. 

Carol offered this advice regarding finding your niche: 

  1. Make a list of all of your writing experience, everything that you've ever written before, whether it's an article, newsletter, or poem. 
  2. List your professional experience—every job you've ever held. 
  3. List your life experience: hobbies, things you do regularly, organizations you belong to, etc.  
  4. Finally, as a category for anything else you can think of—if you've won awards, been written up in the paper, things like that. 
  5. Once you get your list done, take two pens, a red pen and a blue pen. Go through your list and circle everything that was your favorite—something that you enjoy doing in red. Take your blue pen and circle the things you spend the most time doing.  
  6. Look at what's circled in both blue and red, and that's where you start. 

You can connect with Carol via her website at CarolJAlexander.com or on LinkedIn

My next guest is Robert Persichitte, CPA. We're going to talk about a subject that strikes fear in every freelancer's heart: taxes. I can assure you that Robert's insights and wisdom will allay your fears. 

In the meantime, subscribe to this podcast—it's available on Spotify, Apple, Google, Amazon, and other outlets. Also, subscribe to the newsletter by the same name. You can do both by visiting the website, Freelancing After 50

~ Paul Chaney

Sep 28, 202221:46
Episode #9: Interview with Urban Adams, Investment Advisor: Managing Uneven Cash Flow
Aug 24, 202221:23
Episode #8: Interview with Samantha Anderl & Andrea Wildt, Co-founders of Harlow; the topic: setting rates

Episode #8: Interview with Samantha Anderl & Andrea Wildt, Co-founders of Harlow; the topic: setting rates

This episode is especially helpful because my guests, Samantha Anderl and Andrea Wildt, co-founders of the freelance business management platform Harlow, expertly address a topic that affects every freelancer at one time or another — how much to charge clients and what method to use: hourly rates, project-based pricing, retainer, etc. 

They advise freelancers to:

  • Get engaged with what others in your field charge to set a baseline;
  • Figure out your goals, whether that's earning a six-figure income, having greater flexibility and freedom, or something else;
  • Determine whether you can meet their goals based on the market's willingness to pay. 

The pair also shares their respective freelancing journeys and what led them to start Harlow. It's 25 minutes of great conversation filled with valuable information that will help achieve more success in your freelance career. 

Connect with Samantha and Andrea on LinkedIn. 

If you like the podcast, please subscribe and share it with other over-50 freelancers. Also, check out the Freelancing After 50 newsletter. We publish it every two weeks. It's chock full of information to help older freelancers. 

Aug 10, 202224:42
Episode #7: Interview with Marcus Sheridan, Author of 'They Ask, You Answer'

Episode #7: Interview with Marcus Sheridan, Author of 'They Ask, You Answer'

Our guest on this episode of Freelancing After 50 is none other than Marcus Sheridan, internationally-known marketing expert and author of the best-seller "They Ask, You Answer." 

Marcus shares his story of how the They Ask, You Answer concept came about and applies its principles to freelancers 50 and older. 

Key takeaways: 

Marcus says you have to be willing to do three things that other companies are not willing to do. 

  • Talk about what others aren't willing to talk about. 
  • Show (specifically through video) what others aren't willing to show. 
  • Sell in a way others aren't willing to sell. 

The Big Five

He also listed the "big five" things you must talk about: 

  1. Price - How much does it cost? 
  2. Problems - What could go wrong? 
  3. Comparisons - We compare constantly to do our due diligence. 
  4. Reviews - Get customer reviews that talk about the good, bad, and ugly. Don't be biased. 
  5. Best - The top, the best, etc. 

Marcus is very open to being contacted. You can reach out to him via his website or email. Also, connect with him on LinkedIn, Twitter, and YouTube

Jul 13, 202222:53
Episode #6: Interview with Ed Britton, the 'Not Retirement Rebel'
Jun 29, 202222:13
Episode #5: Interview with Rob Ainbinder - How to Manage Your Freelance Business Growth

Episode #5: Interview with Rob Ainbinder - How to Manage Your Freelance Business Growth

In this episode, I interview Rob Ainbinder, a digital marketer, author, investor, and foodie. (Disclaimer: We talk BBQ at the beginning. That's one of Rob's passions.) He is also CEO of Why People Click, a digital marketing agency that grew from his early freelance beginnings. 

The topic is this episode is how to manage your freelance business growth. Rob shares his own freelance growth story and offers practical advice for other freelancers, particularly those aged 50 and older, on steps to take as your business grows. He discusses branding, how to choose a domain name, the importance of networking, and other pertinent information. 

You can contact Rob by visiting his website, Why People Click, or via email: rob@whypeopleclick.com

Jun 08, 202222:22
Episode #4: Interview with Leslie Tayne, Esq. on Why Freelancers Need to Use Contracts

Episode #4: Interview with Leslie Tayne, Esq. on Why Freelancers Need to Use Contracts

Leslie Tayne is an award-winning financial attorney and the founder and head attorney of Tayne Law Group in Melville, New York. She is also the best-selling author of Life and Debt: A Fresh Approach to Achieving Financial Wellness and an expert in legal matters related to entrepreneurship. 

In this episode, Leslie discusses why freelancers should use contracts, what elements to include, and the risks of not having one. She also talks about steps freelancers can take when clients don't pay in a timely manner and why you should not use templated contracts but work with an attorney when constructing one. 

Her main point: Freelancing is a business and should be treated like one. That includes the use of contracts. 

You can connect with Leslie in the following ways:

May 25, 202217:54
Episode #3: Interview with Jane Genova, Veteran Freelancer & One of the Smartest People I Know
May 11, 202215:31
Episode #2: Interview with Jay Thompson - Realtor, Freelancer, Fisherman

Episode #2: Interview with Jay Thompson - Realtor, Freelancer, Fisherman

Jay Thompson retired from the real estate industry at age 57 and headed from Seattle to the Texas coast to fish for marlin. It wasn't long before he realized that as much as he loved it, fishing wasn't a full-time sport and that he needed to "unretire." So, what did Jay do? Started freelancing as a B2B writer, speaker, and business consultant. 

In this 20-minute episode, we talk about why Jay got into freelancing, the benefits he has gained, the challenges he has faced, and one piece of advice he would give others who are considering retiring and starting a freelance career.

Key takeaway: 

According to Jay, the key to successful freelancing can be summed up in one word: confidence.

"You've got to have the confidence in your ability to get the job done ... I won't say anybody can do freelancing; it takes a certain mindset. But having confidence in your abilities is really, really important."

You can reach Jay via email at jaythompson.home@gmail.com

Apr 20, 202220:53
Episode #1: Interview with Amie Chaney, My Wife and Freelancing Partner-in-Crime

Episode #1: Interview with Amie Chaney, My Wife and Freelancing Partner-in-Crime

In this, the inaugural episode of Freelancing After 50, I interview my wife, Amie, a legal assistant, who shifted back into freelancing after many years working in law offices. 

In this episode, she shares what motivated her to move back to freelancing, the benefits and challenges she has experienced so far, and one piece of advice that every over-50 freelancer ought to know. 

Apr 06, 202212:00
Welcome and Introduction

Welcome and Introduction

I’m Paul Chaney, a freelance B2B writer, editor, and digital marketer. I want to introduce you to a new podcast, Freelancing After 50. It's tied to a blog and newsletter by the same name. 

The podcast will feature stories from people 50 and older who decided to become “greypreneurs” by starting a freelancing career. Call it a second act, encore career, or simply breaking the bonds of the corporate grind to do something they love that gives them freedom, flexibility, a newfound sense of purpose, and the prospect of making more money than they ever have.

I’ll also feature interviews with subject matter experts, people in finance, legal, marketing, and other fields, who can provide practical advice freelancers need to know.

I plan to publish a new episode once every two weeks. Subscribe to the podcast, so you don’t miss a single one.

Join me and my guests as we discover the joys of Freelancing After 50. 

~ Paul 

PS: Did I mention that I’m 66 and have been an over 50 freelancer for nearly 10 years. 

Mar 30, 202201:41