2

Remote Comedy Writing Jobs in Chicago, IL (NOW HIRING)

Remote Comedy Writing information

See Chicago, IL salary details

$12

$25

$43

How much do remote comedy writing jobs pay per hour?

As of Jul 30, 2026, the average hourly pay for remote comedy writing in Chicago, IL is $25.02, according to ZipRecruiter salary data. Most workers in this role earn between $19.09 and $28.70 per hour, depending on experience, location, and employer.

What are some common challenges remote comedy writers face, and how can they overcome them?

Remote comedy writers often encounter challenges such as creative isolation, maintaining consistent communication with fellow writers, and balancing multiple deadlines. To overcome these, it's helpful to schedule regular virtual meetings to brainstorm ideas, use collaborative writing platforms for real-time feedback, and set clear deadlines to stay on track. Building a support network with other writers and taking scheduled breaks can also help maintain motivation and creativity.

What are the key skills and qualifications needed to thrive as a Remote Comedy Writer, and why are they important?

To thrive as a Remote Comedy Writer, you need strong creative writing abilities, a sharp sense of humor, and experience in comedic storytelling, often supported by a portfolio of previous work or relevant degrees. Familiarity with digital collaboration tools like Google Workspace, Final Draft, or Slack is common, and knowledge of content management systems may be helpful. Excellent communication, adaptability, and the ability to accept feedback are valuable soft skills that help writers work effectively with remote teams and clients. These skills are crucial for delivering engaging, timely, and original comedic content that resonates with diverse audiences in a remote work environment.

What is the difference between Remote Comedy Writing vs Remote Content Writer?

AspectRemote Comedy WritingRemote Content Writer
Required CredentialsWriting portfolio, humor or comedy experienceWriting samples, SEO knowledge
Work EnvironmentFreelance or in-house, creative settingsFreelance or corporate, diverse industries
Employer & Industry UsageMedia, entertainment, comedy outletsMarketing, blogs, corporate websites
Search & Comparison IntentFocus on humor, entertainment, comedy skillsFocus on informational, promotional content

Remote Comedy Writing involves creating humorous content for entertainment or media outlets, requiring a strong sense of humor and creative writing skills. Remote Content Writers produce a wide range of informational or promotional content for various industries, emphasizing SEO and clarity. While both roles involve writing remotely, they differ in tone, purpose, and industry focus.

What is remote comedy writing?

Remote comedy writing is the process of creating comedic scripts, sketches, jokes, or other humor content while working from a location outside of a traditional office or studio. Comedy writers may collaborate with teams or work independently, using digital tools to communicate and share their work. This type of work can include writing for television, film, stand-up comedians, social media, podcasts, and websites. Remote comedy writers need strong writing skills, a good sense of humor, and the ability to adapt to various comedic styles and formats.
What are the most commonly searched types of Comedy Writing jobs in Chicago, IL? The most popular types of Comedy Writing jobs in Chicago, IL are:
What are popular job titles related to Remote Comedy Writing jobs in Chicago, IL? For Remote Comedy Writing jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Comedy Writing jobs in Chicago, IL look for? The top searched job categories for Remote Comedy Writing jobs in Chicago, IL are:
Infographic showing various Remote Comedy Writing job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $52,042 per year, or $25 per hour.

Senior Client Partner - Sales & Sales Ops

secondcity

Chicago, IL • Remote

Other

Re-posted 2 days ago


Job description

SENIOR CLIENT PARTNER - SECOND CITY WORKS

Position location: Remote (US and CAN only) or Chicago, IL  

Position type: Full time

About Second City Works 

Second City Works is the professional services side of The Second City, the world’s leading comedy theatre and school of improvisation. We serve more than 600 clients through hands-on improve based learning, licensed and custom video, consumer marketing programs, and custom live & virtual entertainment. When businesses engage Second City Works, they develop unique insights and skills to better collaborate and create with their colleagues and customers. We work with leading international clients across various industries, including Tech, CPG, financial services, sport, hospitality and healthcare.  We are adding to our Sales team to expand our impact and match market demand for our solutions. To know more about us, visit https://www.secondcity.com/second-city-works.  

About the role 

Our Second City Works Senior Client Partners are responsible for outreach to prospective clients, consulting with prospects to truly understand their business needs, making recommendations to prospects on the SCW product offerings that will meet those needs, and ultimately driving SCW revenue to meet individual and team quota goals. Senior Client Partners on the team also collaborate with internal stakeholders to design product offerings that meet client and partner business goals.    

Our client and partner network is expanding, and we are looking to add a Senior Client Partner to enhance our position as a strategic partner to the Toronto market by prospecting and closing net new business in that market.  The role will consult with prospects to identify their business challenges in areas such as ethics and compliance, diversity & inclusion, sales effectiveness, and improving leadership skills.  This role will require critical thinking in order to provide and present a tailored solution based on prospect needs.   Once successfully onboarded with the Toronto market, this role will have the opportunity to capitalize on additional leads for the US market as our business continues to expand into new geographies and due to increased outbound efforts and new partnership opportunities. 

This is a full-time, exempt position reporting to the Chief Financial Officer.   

Role Responsibilities 

  • Meeting an individual sales quota by managing the full sales cycle for the Toronto market, as well as other assigned leads in the US, including cold prospecting to create opportunities and expand the book of business, consultation and demoing prospects, negotiation / closing deals and ensuring smooth handoff to internal production teams 
  • Managing and converting inbound leads for the Toronto market (and other assigned leads) to opportunity and closed / won business 
  • Use internal technology platforms to track, update, communicate prospect and client information, including providing accurate sales forecasts and account status reports to team and leadership 
  • Make strategic recommendation to enhance Toronto market growth and revenue potential, and execute on green-lit strategies to drive revenue  
  • Project managing client events along with internal production managers 
  • Collaborating with internal teams to design and develop custom products and services that meet prospect business needs 
  • Lead and engage in new out-bounding efforts to win new customers, as well as develop key account strategies to grow business with existing customers 
  • Occasional travel to client sites and/or Second City’s Toronto theater space to oversee and help facilitate event success for large scale / VIP events 

Candidate Qualifications: 

  • At least 5+ years proven track record of meeting / exceeding sales quotas in full sales cycle environments 
  • Expertise in consultative approach and solution-based selling  
  • Ability to successfully build relationships with C-suite prospects and clients, as well as roles at every level  
  • Extensive network to leverage and bring new business to The Second City 
  • Strong leadership skills and an ability to operate in positions requiring significant self-direction and motivation 
  • Ability to work cross functionally and successfully collaborate internally across internal stakeholder groups to ensure client engagement and satisfaction 
  • Ability to maintain accurate and updated opportunity and client records in company CRM – Salesforce experience preferred but not required  
  • Ability to prepare sales forecasts, account status reports, and make recommendations to enhance account growth and revenue potential 
  • Ability to problem solve creatively and be resourceful 
  • Ability to effectively prioritize tasks and time within a fast-moving environment, and ensure timely communication with prospects, clients and internal collaborators 
  • Ability to maintain a high level of organization and nail details while maintaining forward momentum  
  • Strong communication skills, both written and verbal - presentation and report-building are a necessary part of presenting to clients on a regular basis 
  • Understanding of selling B2B professional services and products preferred, but not required 

The Second City is an open, inclusive workplace and welcomes applicants who bring along with them diverse life experiences, including every permutation of economic and cultural backgrounds, orientation, ethnicity and points of view. We strive to continue our efforts to work with people who may otherwise be marginalized or underrepresented in our business and around our community. 

All candidates for this role will be asked to authorize a background check and must be 21 and older. 
  
The Second City follows CDC guidelines and recommendations regarding safety measures to navigate the Covid-19 pandemic.