This episode’s questions include:

• How do you get bigger clients that gave you more job security?

• What are the best resources for getting started with the business side of freelancing?

• Did the money you make buy back your soul?

This episode’s questions include:

• I have a full schedule, I'm booked for a few months in advance with regular clients, and I enjoy my work. Now what? What should be my next step to progress my career?

• What's a rough estimate of how you split your time promoting yourself, following leads, interacting with clients, and doing billable work?

• How do you increase sales and engagement?

This episode’s questions include:

• Do art directors still expect illustrators to snail mail them postcards or do they prefer to see digital work now?

• I was approached by an agency to do some illustration work for a 2-month project on-site and they asked me for my day-rate. I think they want a work-for-hire situation, which seems a bit odd for me. Aren’t there rights, usage, etc., which need to be factored into the cost even if I work on-site?

• How do you build up enough client work to freelance full-time while working a full-time job?

This episode’s questions include:

• How do you strike the balance between too little work and too much work?

• How do you balance doing work that you’re passionate about versus work that pays the bills?

• As an extrovert, the hardest part of freelancing for me is the lack of human contact. In particular, I miss those consistent relationships you build over time with people on your team or in the office. What are your strategies for maintaining your social health?

This episode’s questions include:

• What did your first year look like? How long did it take before you realized you made the right choice?

• How do you enter new markets when your existing clients are in a different market?

• How do you transition from per-project pricing to retainers with larger clients?

This episode’s questions include:

• What do you do to calm your nerves about all the things that can go wrong while you’re trying to become a freelancer?

• What does freelancing look like 10 years in?

• How do you land big clients?

This episode’s questions include:

• How do you say “no” and protect your brand from potential backlash?

• How do you know when it’s time to increase your rates?

• How do you deal with a difficult client?

This episode’s questions include:

• How do you best scale your pricing and your workload?

• Personal brand or professional brand?

• How do you handle clients who change their mind and ask everyone what they think of your illustrations?

This episode’s questions include:

• Have you always freelanced?

• Do you think freelancing full-time helps or hurts you in staying creatively relevant?

• Everyone's talking about value-based pricing, but how can you apply that thinking to clients with smaller budgets?

This episode’s questions include:

• What does your project management workflow look like?

• If you were to grow your solo business, what role would you hire as your first employee?

• How do you actively grow your business without overselling?

This episode’s questions include:

• What sacrifices do you make to get the work you want?

• How do you work when clients aren't interested in a discovery phase?

• How do you determine your pricing for each project?

This episode’s questions include:

• Is it smart or stupid to do a job without pay for experience/exposure?

• How do you handle payment and contracts with less than professional clients?

• How do you diplomatically fire a client?

This episode’s questions include:

• How do you get your partner on your side when going freelance?

• How do you scratch your creative itch when it's not the work that pays the bills?

• If you don't have well-known clients, should you include a client list on your website?

This episode’s questions include:

• Why would I freelance when I could have a full-time job?

• What do you do to consistently keep a daily routine and not work unsociable hours?

• How do you stay fulfilled over an extended period of time?

This episode’s questions include:

• What do you do when freelancing slows down?

• Does freelancing ever get less stressful?

This episode’s questions include:

• What’s the key to getting your first client?

• How do you get new projects?

• What's the best way to transition from full-time to freelance?