Work Opportunity: Part Time Technology Support Specialist





You will fail the application process if you don't read the entire job description.




We're looking for a part-time technology support specialist. You'll be solely responsible for improving company performance by managing our technology stack. 

About Us

We started in 2017, and we're growing like crazy.

We expect to hire at least four salespeople, three admins, and three marketers in 2023.

Growing FAST - We sold 2663 lessons in 2023, and we're on pace to sell 3328 lessons in 2023

A small team of 1 American and 9 Filipinos.

We sell manual transmission driving lessons in the United States. Yes, really.

100% inbound leads from Organic Search (SEO). We don't do cold calling.

No competition - we have no competitors in 90% of the markets we serve. Because of this, our sale is easy to make.

Compensation and Benefits

Competitive commission package - $10 / hour

Paid 5 Sick Days - Effective on Day 1

Paid 10 days vacation - Prorated

Paid 14 Bank holidays - (Legal and religious Holidays are country-specific)

Paid Birthday Off - you pick a day off

Business Continuity Plan - In cases of calamity, $40 hotel accommodations are permitted to ensure work will continue.

Schedule - Flexible, but you'd likely need to work some US Eastern hours to coordinate with the team. 

Benefits to be provided after completion of 3 months:

Paid Two weeks off for Christmas Season

Health Insurance

Home internet and electricity bills

Office equipment, home office furniture, and anything else you need for work

Learning books, courses, training, or coaching that you want

Who This Job Is Good For

This is a great opportunity for anyone with a background in any of the following areas: System Administration, Sys Admin, Software Development, AWS, Database Management, Technical Support, Solution Engineer, Hardware Engineer, Configuration Specialists, SAAS Configuration, Software Integration Specialist.

Duties and Responsibilities

Troubleshooting - Troubleshoot technical issues by talking with our vendors. Fix technical issues that periodically arise.

Training and User Support - Be the first point of contact for anyone on the team any time they have questions or concerns about how to use our systems.

Evaluation & Enhancement - Evaluate the efficiency of our systems, how we're using them, how we have them configured. Identify ways to improve our operations by enhancing how we use our systems and then implementing those improvements.

Automate - Identify ways to automate our operations through our various software systems and then implement those automations.

Integration - Integrate various software systems so that they talk to each other. Install and maintain tags from various advertising platforms.

Sourcing - Lead the identification, sourcing, and evaluation of potential new solutions.

Set up and Installation - Lead the setup and integration of the systems with our existing systems. Read and integrate support documentation from various vendors.

Website Maintenance - Implementation of changes to our website based on the input of our creative and content teams.

Examples of Recent Problems that We've Had That You'd Focus on Solving

Our Website - Changing text on various pages of the website

Map Search - Troubleshooting why the map on our website is showing incorrect location information

Google Analytics - Prepare for GA4 depreciation by changing tagging and website integrations.

Hubspot - Configuring landing pages to have data entry fields mapped to CRM fields. Creating new CRM contact record fields to support HR in their recruiting efforts. Edit Workflows and Automations to get appropriate instructor information added to customer contact records when certain conditions are met.

Phone System - Configuring a system to route calls to the appropriate salesperson. Creating filters for salespeople to identify missed callers in their territory - Troubleshooting why advertisements were not posting and implementing changes to our process based on findings

GSuite Admin - Adding and removing users


At least three years of work experience, preferably in managing business software such as CRM, VOIP phone systems, Sales Enablement, drag-and-drop website platforms, advertising tags.

You must have your own computer, reliable high-speed internet, and good quality headset and microphone.

English Grammar and Language: You must speak passable English. We’re not looking for perfect English.

Strong Problem-Solving skills

What's Hard About This Job

Working Remotely - We're a remote-first company, and we never want to have an office. This is great if you like working by yourself in the quiet, but it can be terribly painful if you need the energy of coworkers nearby.

Our Cultural Values - We're an American company with an incredibly unusual culture. Even by American standards, our 7 cultural values are highly unusual. Our culture is challenging for people accustomed to corporate culture and especially difficult for people who grew up in Confucian cultures. It's a great culture for people who speak directly and have a great deal of self-confidence and ownership. If you identify as a misfit, you'll do well.

Multiple Software Systems - You're going to need to learn how to use 12 different software systems. This is great if you want to get exposed to and experienced with lots of technology, but it can be tough if you have a hard time learning technology. Secret Message - When you apply, you'll see a box that asks if you want to add anything else. Type in PINKELEPHANT in all capital letters exactly as we've shown it here. 

Leadership Expectations - Other than the company founder (who doesn't have a tech background), you will be our first technology specialist. The combination of being solely responsible for all aspects of the technology and our lack of technical prowess could be overwhelming to someone who wants to be told what to do and how to do it. You need to have a leadership mindset, or this won't work.

Cheat Code for getting a job with us:

1) Our application comprises the majority of our recruiting process. Because of that, we suggest that you give us thoughtful responses and rich stories. We typically only interview applicants who give rich and detailed answers to our questions. If you write short responses so that you can hurry up and finish the application, you will not get interviewed. 

2) Tell us stories about how your actions match your beliefs and values. For example, if I say I value health and fitness, you don't know if I'm telling you the truth or if I'm just telling you what sounds good. But, if I tell you things I've done, I can illustrate my values of health and fitness with proof. For example, I go to the gym 4 days per week, I've done 6 triathlons, including an Ironman, and I can swim 3000 meters in one hour. My examples of things I've done prove that my actions match my values system. 

3) Be vulnerable and honest. We take very detailed notes during the interview process, and we conduct extensive background checks. If the stories you tell about yourself don't match what your references say, we will not hire you. We'd rather hire a C student who is honest about being a C student than someone who is a C student but tries to pass themselves off as an A student. Remember, this is an entry-level job. We're not looking for perfect. We're looking for an excellent cultural fit.

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