We’re Hiring for Staff Therapists and an Office Manager/Executive Assistant


Staff Gender & Sex Therapist

You’re a queer/queer-affirming therapist seeking to dismantle the patriarchy one 50-minute session at a time.  You strive for inclusivity and to keep your feminism intersectional. You’re excited to be collaborating with some of the queerest, most audacious providers in the field.  You are sex positive, multiculturally adept, and passionate about working with queer people of color. You’re resourceful - hungry for constructive feedback and ready to go the extra mile to address your growth edges.  You and technology are friends. That thing that’s on most people’s five-year plan? You did it yesterday. You’re looking for a position and company to grow with long-term.

Practical Audacity is a gender and sex therapy group practice and healing collective located in Logan Square centering and celebrating queer folks and other marginalized communities. We also do speaking, workshops, and consultancy projects for both professionals and the general public. Founded by Rae McDaniel (that’s me!), licensed therapist and certified sex therapist, in 2018, we are still very much in startup mode. I am looking for a team member who is as passionate as we are about our mission to serve the mental health needs of our community and who possesses the adaptability and flexibility that a start-up requires. 

If hired, you will have the privilege of working with diverse clientele including trans/non-binary folks, people of color, artists, and folks in poly/kink communities.  You will be joining an intimate, yet growing, collective of therapists, coaches and healers aligned in our passion for helping marginalized communities to thrive. Depending on your license requirements, you will have the opportunity to participate in weekly individual or group supervision.

The following describes you super well:

  • While therapy is your focus, you also get excited about outreach, education, workshops and groups.

  • You have specific training & experience working with people and/or communities of color

  • Queer, kink and poly-related lingo are already part of your vocabulary.

  • You’re an effective communicator who is able to not take emoji-free, brief email or text communication personally and is able to accept and integrate feedback. You also are able to express any interpersonal issues effectively

  • You’re able to work autonomously, find information, and make decisions easily

  • You’re hyper-focused on getting the details right — you don’t do sloppy work or let little things slip through the cracks

Gotta have it:

  • License - LPC, LCPC, LCSW, LMFT, PsyD or PhD with at least one year of post-graduate experience.

  • Training & experience working with people of color

  • Training & experience working with transgender and gender non-conforming adults 

  • Training & experience working with poly and kinky identified adults

  • Experience working in mental health offices and knowledge of HIPAA requirements

  • Able to stay organized and systematized with routine tasks

  • Can create notes and treatment plans independently and within a short time-frame

  • Understanding & implementation of the ethical guidelines of your licensure/degree

  • Willing to work some evenings and at least one weekend day




Helpful but not required:

  • Proficient in:

    • Google Apps

    • Electronic Health Records Systems

    • Health Insurance Lingo

Personal Computer Required

FT: 20-30 Hours Per/Wk. Full time is 20 clients average/week.

Instructions for Application:

Please send resumes, cover letters and two references to hiring@practicalaudacity.com. The subject line should be “Pineapple: (Your Name)”. Applications will not be accepted without this subject line. Applications deadline is September 26th. 

References (name, relationship to you, contact information) should include at least one previous clinical supervisor.

Please include the following in your cover letter:

  • What speaks to you about the mission of Practical Audacity

  • Your experience & training working with people of color

  • What does the term intersectionality mean to you?

  • Your experience & training working with queer AND trans/non-binary folks

  • Your theoretical orientation

  • Explain why you feel you are an especially good fit for this position. What makes you stand out over other candidates?

Office Manager & Executive Assistant

PT 10-15 hours/week with lots of opportunity for growth $15/hr

W2 Employee status


You’re a human that gets joy out of doing the behind the scenes work that makes a mission-driven business run effectively. You know that no task is too small and that everything is figureoutable. Your brain works in systems and you are continually working to figure out an easier and more efficient way to get something done. You and technology are friends. You breathe easy when things are clean and organized. You are sex-positive and transgender-affirming and comfortable being around, helping with systems and content related to, and talking about topics related to sexuality and gender. Someone once told you that you have a green thumb and the term “plant babies” frequently comes out of your mouth. You’re looking for a position and a company to grow with and not just a side-gig. 

Practical Audacity is a gender and sex therapy group practice and healing collective located in Logan Square centering and celebrating queer folks and other marginalized communities. We also do speaking, workshops, and consultancy projects for both professionals and the general public and have an online community and coaching program. Founded by Rae McDaniel (that’s me!), licensed therapist and certified sex therapist, in 2018, we are still very much in startup mode. I am looking for a team member who is as passionate as we are about our mission to serve the mental health needs of our community and who possesses the adaptability and flexibility that a start-up requires. You’ll wear a lot of hats and have the opportunity to provide valuable support to help grow and shape Practical Audacity. 

We have high standards for our marketing, brand, physical office space, and the quality and efficiency of your work, so you have to be willing to challenge yourself to continually raise the bar and be good at accepting feedback. 

If hired, you will be stepping into an integral role at Practical Audacity. In your role as Office Manager and Executive Assistant and right-hand person, you will have a primary role in maintaining and enhancing our office environment as well as helping to increase the efficiency and effectiveness of digital systems. This will include everything from doing light office cleaning weekly and keeping the space neat and organized, to regularly checking inventory and ordering supplies, to responding promptly to maintenance issues as they come up and helping create and research systems that help PA run like clockwork. You will also be asked to do some personal assistant-type tasks for me at times (basic life tasks, problem solving, customer service issues, and errands). No task can be too small or too big. 

The following describes you super well:

  • You’re an effective communicator who is able to not take emoji-free, brief email or text communication personally and is able to accept and integrate feedback. You also are able to express any interpersonal issues effectively

  • Being on time is important to you

  • You’re able to juggle multiple projects and communicate honestly about your timelines, challenges, and questions

  • You strive to be the best at what you do. You go above and beyond regularly. The phrases “That’s not my job” and “That’s not possible” are not a part of your vocabulary. “There’s gotta be a way. Let me figure that out for you” is. 

  • You’re able to work autonomously, find information, and make decisions easily

  • You’re hyper-focused on the getting the details right — you don’t do sloppy work or let little things slip through the cracks

  • “How can this be done better/easier/with more efficiency?” is a regular question you ask yourself. 

  • You’re excited to learn and integrate new tech systems (ex: project management system) into your workflow

  • You’re happy to track your accomplishments each day with checklists, project management, and time tracking applications to keep us both on the same page

  • You are able to effectively manage difficult customer service issues, be assertive, and get sh*t handled

  • If you say you’re going to do something, you deliver

  • You’re pro-active and you take initiative to make my life and the lives of our staff and clients easier and more delightful 

Gotta have it:

  • Local to Chicago

  • Have a car

  • Have a personal laptop computer in good working order

  • Great communication skills-verbal and written

  • Able to prioritize projects and tasks with little direction

  • Able to stay organized and systematized with routine tasks

  • Managing multiple tasks and/or projects on deadlines

  • Ability to be assertive with customer service representatives 

  • Proficiency in:

    • Mac Operating Systems

    • Microsoft Office 

    • Google Apps

Helpful but not required:

  • Experience or knowledge of working in mental health/medical offices and of HIPAA requirements

  • Experience as a personal or executive assistant

  • Experience with project management software

Responsibilities include, but are not limited to:

  • Weekly office cleaning and stocking

  • Potential light cleaning and home maintenance as needed

  • Weekly plant whisper duties-watering, fertilizing, talking to gently (Maybe not the last one. Unless you want to. Then go for it. I’ve heard they like it.)

  • Coordinating office stocking needs and supply ordering

  • Coordinating and troubleshooting office deliveries

  • Point person for office repairs/issues, including tech issues

  • Various one-time projects and errands, both personal and professional 

  • Managing email inboxes, including drafting and sending email

  • Managing schedules, including being responsible for scheduling doctors appointments, other life things, and booking travel arrangements 

  • Assist in creating and maintaining various ongoing projects for better internal systems management, including but not limited to: a manual for your position, policies and procedures, HIPAA and PCI compliance, online referral system, stocking and ordering systems, etc

  • Assist in developing and delivering marketing and social media copy, systems, and potentially graphics

  • Manage and maintain multiple facebook groups and membership communities

  • Assist in digital program delivery

Check us and our mission out at practicalaudacity.com

Instructions for Application:

Please send resumes, video cover letter (Loom is a great and easy tool for making videos) to hiring@practicalaudacity.com. The subject line should be “Papaya: (Your Name)”. Applications will not be accepted without this subject line. This is to ensure that you have read to the bottom of this post. 

Please include the following in your video  cover letter:

  • What speaks to you about the mission of Practical Audacity

  • Explain why you feel you are an especially good fit for this position? What makes you stand out over other candidates?

  • What difference would you make if you joined our team?

  • Tell us a little bit about your experience

  • Tell us about a time you really killed it at work.

  • Tell me about the best boss you’ve ever had

  • Tell me what you do with the rest of your time (work and personal). What does your life look like?