Work Opportunity: Insurance Procurement and Administration


Insurance Procurement and Administration




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We’re looking for one part-time insurance procurement and administration specialist. This role will ensure that our company and our partners are adequately insured against risk and losses and administer our insurance compliance and insurance claims. 

About Us

Started in 2017 and we're growing like crazy.

We expect to hire at least 4 salespeople, 3 admins, and 3 marketers in 2023.

Growing FAST - We sold 3138 lessons in 2023 and we're on pace to sell 3743 lessons in 2024

A small team of 1 American and 7 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 - in 90% of the markets we serve, we have no competitors. Because of this, our sale is pretty easy to make.

Compensation and Benefits

Competitive commission package - $10 per hour

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

Type of Employment

Part-Time and Flexible Hours

Initially, during the procurement phase, we’re open to having you work as many hours as you have available. Once the insurance is procured, we expect an average of 5 hours per week for administration and then an indeterminate amount of time if/when we have a claim to process.

Schedule - We generally work 9am to 5pm eastern, but you can work any hours you want. That said, if you need to meet with any members of our team, you’ll need to hold those meetings between 9am to 5pm.

Duties and Responsibilities

Three Primary Responsibilities: Procure Insurance, administer insurance compliance, manage claims

Procurement: Contact insurance brokers and partnersDiscuss and evaluate insurance offerings with brokers. Work with our internal management to make sure the insurance covers all risks and exposures. Coordinate conversations and collaboration between our management and insurance brokers.

Administer Insurance Compliance: Collaborate with our operations teams, partners, and customers to ensure that all parties have done and continue to do everything necessary to stay in compliance with our policy. 

Claims Management: Be the main point of contact and coordination between the company, partners, customers, lawyers, insurer, and anyone else involved in any and all claims made. Assist all parties in processing claims.


At least three years of work experience, preferably in insurance buying and/or claims management.

Strong knowledge of and familiarity with the insurance industry and insurance operations, particularly insurance compliance.

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

English Grammar and Language: You must be fluent in English

Strong Problem-Solving skills

Customer Service Oriented and ability to adapt/respond properly to different types of scenarios

Ability to Multitask, prioritize and manage time effectively

This is a great opportunity for anyone with a background in any of the following areas: Insurance, Claims, Claims Adjuster, Co-Insurance, Liability, Risk, Law, Legal, Paralegal, Deductible, Benefits, Warranty, Indemnity, Malpractice, 

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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