This guide explores 5 Boring Reliable Remote Jobs That Pay Well And Comes with a Free Laptop and the Tips On How to Get Hired.
1.Tax Associate
Tax associates handle documents, input numbers, review deductions and follow specific processes for clients.
Boring Level: 8/10
Company Hiring: Pando Wealth (Remote)
Pando Wealth provides financial services to Chick fil A operators across the U.S. They’ve got a 5/5 Glassdoor rating.
Eligible Countries: United States (Nationwide). Some roles may consider applicants from Canada or Latin America with U.S. tax knowledge
Why It’s Worth Trying It
- Highly structured and rule-driven
- Repetitive but predictable
- Minimal client interaction
- Strong demand in the finance industry
Skills You Need To Have
- Attention to detail
- Comfort with spreadsheets (Excel, Google Sheets)
- Familiarity with tax forms like 1099s or W2s
- Communication skills (mostly email based)
Career Insight
You don’t need to be a math genius or have a degree to start. Bookkeeping and accounting can be learned through short courses.
Tip: Check out Course Careers for a 4–8 week entry level accounting course. They offer free intros and flexible payment plans.
2. Customer Service Representative

This role is about helping customers via phone, email, or chat. You’ll reset passwords, update info and answer the same few questions
Boring Level: 6/10
Company Hiring: NeoPollard Interactive (Remote)
NeoPollard Interactive builds digital lottery games and works with government run lotteries. Their Glassdoor rating is 3.3/5 and employees appreciate the flexibility and tech forward environment
Eligible Countries: United States, Canada. Some international roles may be available based on language and time zone alignment
Why It’s Worth Trying It
- Entry level friendly
- Clear processes and scripts
- Includes company laptop and headset
- Offers remote flexibility
Skills You Need To Have
- Strong communication (email, chat or phone)
- Patience and empathy
- Typing speed and grammar accuracy
- Familiarity with customer service tools like Zendesk or Salesforce
Tip: Mention tools such as “CRM,” “ticketing systems” or “customer support” on your resume
3. Payout and Risk Operator
Boring Level: 7/10
Company Hiring: NeoPollard Interactive (Remote)
All you have to do is log in, verify transactions, scan for fraud and hit approve
Eligible Countries: United States. Select international candidates with strong compliance or finance backgrounds may be considered
Why It’s Worth Trying It
- Minimal interaction
- Quiet, focused work
- Highly routine
- Company laptop usually provided
Responsibilities
- Review financial transactions
- Spot suspicious activity
- Follow rules to ensure compliance
- Create internal reports for auditing purposes
Skills You Need To Have
- Detail oriented mindset
- Ability to follow steps and meet deadlines
- Some experience with compliance, finance or data review
Tip: Highlight terms like “fraud prevention,” “policy review” or “risk analysis” on your resume
4. Payments Risk & Underwriting Analyst
Similar to the risk operator role this job focuses on vetting businesses not individuals. You will review merchant applications, check IDs and tax forms and decide whether to approve them
Boring Level: 7/10
Company Hiring: Shop Monkey (Remote – Texas/California)
Shop Monkey creates software for auto repair shops. They’re known for innovation and employee growth.
Eligible Countries: United States (Texas & California preferred). Some remote fintech companies also hire from Canada, Mexico, Philippines and India
Why It’s Worth Trying It
- Repetitive and predictable
- Zero customer interaction
- Strong focus on problem-solving
- Fast growing FinTech space
Skills You Need To Have
- Familiarity with tools like Stripe, Plaid or PayPal
- Terms like “KYC,” “AML” or “fraud detection” on your resume
- Comfortable working under time sensitive deadlines
- Confidentiality and data analysis experience
5. Sales Development Representative (SDR)
SDRs don’t close deals they simply schedule meetings for sales reps. It’s the same few outreach steps on repeat: email, cold call and update CRM
Boring Level: 5/10
Company Highlight: Bandalier (Remote, Entry Level)
Bandalier helps people with no experience start sales careers by matching them with tech companies and providing training
Eligible Countries: Worldwide.This company is known to hire from: USA, Canada, Philippines, Kenya, India and Nigeria. Others (depending on English proficiency and timezone overlap)
Why It’s Worth Trying It
- Fast entry into the tech industry
- Paid training provided
- Remote and structured
- Room for rapid advancement
Skills You Need To Have
- Strong communication and persuasion
- Coachability and willingness to learn
- Familiarity with tools like Salesforce or HubSpot
- Resilience (comfortable with rejection)
Tip: Use phrases like “quota-driven,” “self-motivated” and “cold outreach experience” in your application