12 Flexible Side Jobs To Snag—And 5 Tips To Manage Them

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Looking for a flexible side job? FlexJobs is here to help.

Retail sales are expected to increase 3.6 percent this holiday season and online sales are forecast to increase between seven and 10 percent over last year. To help pay the bills during the 2016 holiday shopping season, more consumers may seek out secondary jobs to earn supplemental income. The number of people in the U.S. that currently hold multiple jobs recently reached 7.8 million, an increase over last year at this time. To assist job seekers interested in earning supplemental income, FlexJobs has identified twelve flexible side jobs, as well as tips on how to search and secure these positions.

“While taking a second job is demanding, the good news is there are side jobs with flexibility that allow people to work from home, on the evenings or just on the weekends,” said Sara Sutton Fell, Founder and CEO of FlexJobs. “And while side jobs are often taken on temporarily for financial reasons, secondary jobs can also be a great way to test a new career area, expand your professional network, get a foot in the door at a company, and develop new skills.

To inspire job seekers, FlexJobs has also compiled the stories of ten professionals who have found supplemental income jobs.

Each type of flexibility offered by the job is noted below. Job categories represented on this list include travel, non-profit, human resources and more.

  1. Recruiter
    Type of Flexibility: telecommuting, part-time

Description: Report to VP of Recruitment. Be accountable for customized recruitment services. Consult with recruiting team. Utilize provided sources. 4-year degree is required. Part-time. 20-30 hours weekly. Pays $25 to $30 per hour. Temporary to direct hire.

  1. Nonprofit Fundraiser
    Type of Flexibility: part-time

Description: Part-time candidate will support this company by fundraising outdoors and face to face sharing information and inspiring action for the charity partners. Must be passionate and enthusiastic about making local and global change. Pays $14 – $17/hour.

  1. Family Travel Advisor
    Type of Flexibility: telecommuting, flexible schedule, freelance

Description: Must have a passion for traveling with children. Must have an interest in travel industry. Craft age-appropriate, custom itineraries. Sell travel services and plan family vacations globally. Sales exp. preferred. Telecommute. Flexible schedule.

  1. Writing Tutor
    Type of Flexibility: part-time, flexible schedule

Description: Entry-level writing tutor desired for part-time role. Must have a bachelor’s degree, one year of exp, strong interpersonal skills, APA/MLA format familiarity, and library database research exp. Will provide group and one-on-one tutoring. Flexible.

  1. Executive Assistant
    Type of Flexibility: telecommuting, part-time, flexible schedule, freelance

Description: Part-time, virtual executive assistant needed to maintain schedules, organize travel arrangements, manage emails, and provide customer support. Must have 3-5 years of administrative experience. Earn $18/hour.

  1. Police Audio Transcriptionist
    Type of Flexibility: telecommuting, part-time, flexible schedule, freelance

Description: Transcriptionist with previous verbatim, multi-speaker transcription experience needed to transcribe audio content of various law enforcement audio. Must have a PC that can run transcription software. All telecommuting.

  1. Data Entry Specialist
    Type of Flexibility: freelance, temporary

Description: Research as well as resolve data errors. Perform assigned clerical functions. 1 year exp. req. Must have strong attention to detail. Must be self-driven and have intermediate skills in data entry. This is a contract role. Pays $13 to $16 hourly.

  1. Internet Assessor
    Type of Flexibility: telecommuting, part-time, freelance

Description: Using your desktop and cell phone, review online search results in order to improve their content and quality. Provide feedback and analysis on content found in search engine results and provide ratings on their relevance to the search terms used. Review the language used in the search results by examining grammar, tone and cultural relevance. $13.50/hour.

  1. Appointment Setter
    Type of Flexibility: telecommuting, part-time, flexible schedule, freelance

Description: Content potential clients inviting them to attend a free online webinar. High speed internet, computer, phone line, and reliable headset required. Must live in the U.S. and be a native English speaker. Paid per call and email.

  1. Refund Processor – Medical Billing
    Type of Flexibility: part-time

Description: This part-time opportunity requires a HS diploma or GED, plus a background in MS Excel and medical coding. Entry-level opening. Responsibilities will include account balance analysis, review of invoices, and compilation of amounts due.

  1. Telephone Interpreter
    Type of Flexibility: telecommuting, part-time, freelance

Description: Interpreter to provide telephonic interpretation services for speakers of Thai and English in industries such as insurance, medicine, legal, and finance. Requires a thorough understanding of the cultural dynamics of both languages. Freelance.

  1. Customer Service Representative
    Type of Flexibility: part-time, temporary, alternative schedule

Description: Temporary, part-time job paying $12 per hour. Will be responsible for answering inbound calls & inquiries & resolving customer issues. The ideal candidate will basic computer knowledge, skills using basic search tools, and utilize tracking features.

To be considered a supplemental income job, each job on this list had to meet at least one of the following work flexibility criteria although many offer a combination:

  • Having a very flexible schedule outside a traditional 9-5 in-office job

  • Offering part-time hours (anything less than a full-time, 40 hour-per-week job)

  • Being a short-term or long-term temporary project

  • Offering the ability to set your own hours

  • Allowing the worker to work remotely (a.k.a. telecommute, work from home)

Below are also five tips for people interested landing a flexible job for supplemental income.

 1.  Be honest with yourself: Job seekers should know what type of flexible job makes sense for their life and be realistic about how much time can be dedicated to it.

2.  Learn from others: Speak to others who are currently working a second job for valuable advice on how to balance an additional job with other responsibilities.

3.  Be open-minded: Consider a variety of industries instead of focusing a search on one or two options.

4.  Beware of job scams: Educate oneself on how to spot and avoid job scams, as flexible job seekers are targets online.

5.  Update resume and cover letters: Applying to a second job should be treated like any other job search. Job seekers should update their resumes and tailor their cover letters for each respective position.

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