Forget the flowers and chocolate this Valentine’s Day. What if someone handed you a job offer instead? That’s exactly what we’re talking about today. Whether you’re returning to the workforce after a career break, pivoting to a new industry, or simply tired of the commute, there’s a wave of legitimate remote job opportunities waiting for you right now. Companies like Toast, Zillow, and CVS aren’t just hiring—they’re investing in your success with paid training, virtual onboarding, and salaries that actually make sense. Let’s dive into the opportunities that could transform your career this season.
Section 1: Why This Moment Matters for Remote Job Seekers
The job market has fundamentally shifted. Remote work isn’t a perk anymore—it’s a standard offering at major corporations. What makes this moment special is that companies are now actively seeking candidates without requiring years of experience or specialized degrees. They’re willing to train you. They’re willing to invest in your growth. And yes, they’re willing to pay you well while doing it.
The beauty of work from home opportunities is that they level the playing field. Geographic location no longer determines your earning potential. Someone in rural Montana can earn the same salary as someone in Manhattan. Career breaks no longer disqualify you—employers understand life happens. What matters now is your willingness to learn, your reliability, and your ability to communicate effectively.
This is your season. Not next month. Not next year. Right now. The companies we’re discussing today have active hiring pipelines, competitive compensation packages, and structured onboarding programs designed to set you up for success. The question isn’t whether these opportunities exist—they do. The question is: are you ready to claim them?

Section 2: Toast’s Game-Changing Remote Roles
Toast has positioned itself as an employer that genuinely cares about employee development. Their approach to hiring is refreshingly different: they don’t just want experienced professionals. They actively recruit people returning to the workforce, career-changers, and anyone with the right mindset and work ethic.
The Care Tax Expert Position: Your Gateway to Finance
Let’s start with the Care Tax Expert role. This position sits within Toast’s customer care team and represents something powerful: an entry point into the financial services industry without requiring a finance degree.
Here’s what makes this role special:
- Start Date:Â March 23rd (or rolling start dates)
- Training:Â 5 weeks, completely virtual
- Starting Salary:Â $26/hour
- Training:Â Paid (yes, you get paid while learning)
- Equipment:Â Provided by the company
If you’re someone who’s been out of the workforce and worried about jumping back in, this is your golden ticket. You’ll receive comprehensive training on tax-related customer issues, learn how to navigate complex scenarios, and build real expertise that opens doors to six-figure positions down the line.
Think about it strategically. This role is your foundation. Master it, and you’ve got credentials to move into:
- IRS compliance positions
- Tax preparation roles
- Financial advisory positions
- Accounting firm opportunities
Many people don’t realize that entry-level tax roles at established companies like Toast serve as springboards to lucrative careers. You’re not just answering customer questions—you’re building a professional portfolio that says, “I understand tax compliance. I’ve worked for a reputable company. I can handle complex scenarios.”
The Collections Representative Role: Breaking the Mold
Now, here’s where Toast gets creative. Most people hear “collections” and immediately think of cold-calling frustrated customers. That’s not what this role is. This is collections reimagined for the modern workplace.
What you’ll actually do:
- Track payments received from business partners
- Manage account statuses and reconciliation
- Reach out via email to partners about outstanding balances
- Collaborate with sales, business operations, and customer onboarding teams
- Work with established relationships, not cold prospects
The salary range reflects the responsibility:
- Base Range: $50,000–$78,000 annually
- Mid-tier positioning: Aim for $60,000–$65,000
- Senior entry: Target $70,000–$80,000
This is fundamentally different from traditional collections work. You’re not battling resistance from frustrated customers. You’re managing professional relationships with business partners. The tone is collaborative, not confrontational. You’re problem-solving together, not pushing for payment.
The beauty of this role is that it teaches you accounts receivable management, which is valuable across industries. Finance departments, accounting firms, and business operations teams all need people who understand cash flow management and partner relationship dynamics.
Section 3: Zillow’s Communications Specialist: Six Figures for Email Skills
This is where things get interesting. Zillow is hiring Communications Specialists, and the salary structure will blow your mind.
The Role Breakdown
As a Communications Specialist on Zillow’s communications team, you’ll:
- Write and edit content for internal emails
- Create company announcements and all-hands communications
- Develop presentations and internal toolkits
- Craft messaging that resonates across the organization
- Manage internal communications strategy
Here’s the kicker:Â You don’t need a specialized degree. You don’t need a certification. You don’t need years of corporate communications experience. You need to be someone who enjoys creating clear, compelling content and understands how to communicate effectively at scale.
The Salary Reality
In certain states, this role pays:
- California, Massachusetts, Maryland, New Jersey, New York: $90,000–$145,000
- Other states:Â $100,000+ (mid-range entry)
Let that sink in. You’re writing emails. You’re creating announcements. You’re not managing teams. You’re not dealing with customers. You’re not on the phone. And you’re potentially earning six figures.
If you’ve ever:
- Taken detailed meeting notes and sent recaps to your team
- Volunteered to proofread company communications
- Enjoyed crafting clear, engaging emails
- Helped colleagues communicate complex ideas simply
…you should be applying for this role.
The reason companies pay this much for communications specialists is simple: poor communication costs money. Miscommunicated announcements lead to confusion. Unclear policies lead to mistakes. Ineffective internal messaging leads to disengagement. Zillow understands that investing in excellent communicators is investing in organizational efficiency.
Section 4: CVS’s Training-Forward Opportunities
CVS deserves special attention because they’ve built a hiring model around training and development. They’re not just filling positions—they’re building careers.
The Coordinator Role (Complaints & Appeals)
This position sits within CVS’s complaints and appeals team. Your job is to process patient grievances and escalated issues.
What you’ll handle:
- Denied insurance claims that need appeals
- Patient escalations and complaints
- Claims processing and status updates
- Coordination with various departments
- Documentation and follow-up
Compensation:
- Range: $17–$31/hour
- Training: Provided (5–18 weeks depending on role complexity)
- Equipment:Â Provided
- Availability:Â All 50 states (work-from-home eligible)
The wide pay range reflects experience levels. New employees start at $17/hour and can progress to $31/hour with experience and performance. CVS is transparent about this, which means you know exactly what growth looks like.
The Claims Benefit Specialist Position
This role focuses specifically on claims management, and the compensation structure is notably different.
What makes this role distinct:
- Work with specific insurance providers (Aetna, others)
- Manage claims from intake to resolution
- Coordinate with healthcare providers
- Navigate complex insurance regulations
- Provide customer support for claims issues
Compensation:
- Range: $18–$42/hour
- Training:Â Customized based on insurance provider
- Availability:Â 50 states, work-from-home eligible
The $18–$42 range is significant. That’s not just hourly variation—that’s career progression. Someone with claims experience and certifications can command $42/hour, which translates to approximately $87,000 annually for full-time work.
Why CVS’s Training Model Works
CVS invests heavily in employee training because they understand that insurance and healthcare claims are complex. They’d rather train someone with the right attitude than hire someone with incomplete knowledge. This means:
- You’re not expected to know everything on day one
- Training is structured and comprehensive
- Career progression is clear and achievable
- Remote work is standard across all 50 states
Section 5: Comparing Your Options
Let’s put these opportunities side-by-side so you can evaluate which aligns with your goals.
| Company | Position | Salary Range | Training | Best For | Growth Potential |
|---|---|---|---|---|---|
| Toast | Care Tax Expert | $26/hr | 5 weeks, virtual, paid | Career re-entry, finance interest | IRS, tax compliance, 6-figure roles |
| Toast | Collections Rep | $50k–$78k | Varies, virtual | B2B experience, relationship building | Finance management, accounting |
| Zillow | Communications Specialist | $90k–$145k (select states) | Minimal (role-specific) | Strong writers, content creators | Communications leadership, strategy |
| CVS | Coordinator (Complaints) | $17–$31/hr | 5–18 weeks, paid | Healthcare interest, detail-oriented | Claims management, healthcare admin |
| CVS | Claims Benefit Specialist | $18–$42/hr | Customized, paid | Insurance knowledge, problem-solving | Senior claims roles, compliance |
Section 6: Real Success Stories That Prove This Works
Before you dismiss these opportunities as too good to be true, consider the real people who’ve already landed these jobs.
Key’s Journey: From Job Seeker to Employed
Key was a PayPal member who started with a temporary position at a work-from-home pet hospital. She didn’t stop there. She leveraged the platform, used the resources available, and landed a permanent position. Her message: “I could not have done it without you and your tools. Your encouragement is a huge asset.”
This is the pattern that works: find opportunity → apply → get hired → move to permanent role.
YK’s Strategic Approach
YK used the platform twice. The first time, he received an offer from Yelp but turned it down for a better opportunity. Smart move—he knew his worth. The second time, he secured a position with Carnival Cruise Line with a March 2nd start date. His takeaway: sometimes the first offer isn’t the right one, but persistence pays off.
Shavead’s Interview Success
Shavead used the “magic wand question” technique (a specific interview strategy) and landed multiple job interviews. She didn’t just interview—she converted those interviews into job offers. Her success proves that having the right tools and strategies makes a measurable difference.
The Carnival Cruise Cluster
Here’s something remarkable: multiple people landed positions at Carnival Cruise Line simultaneously through the same platform. Why? Because when one person succeeds, it validates the process for others. They see proof that it works and apply with confidence.
Section 7: The Real Cost of Not Taking Action
Let’s talk about opportunity cost. If you delay applying for these positions, what are you actually losing?
Consider the Zillow Communications Specialist role:
If you earn $100,000 annually and delay applying for six months, you’ve lost $50,000 in potential income. That’s not hypothetical—that’s real money that could be in your bank account right now.
Consider the CVS Claims Specialist role:
If you could earn $42/hour ($87,000 annually) but instead stay in a $15/hour job, you’re leaving $72,000 on the table every year. Over five years, that’s $360,000 in lost earnings.
These aren’t small numbers. These are life-changing amounts of money that represent:
- Debt payoff
- Emergency savings
- Home ownership
- Educational opportunities
- Financial security
The companies we’ve discussed aren’t offering these positions out of charity. They’re offering them because they need talented people, and they’re willing to pay for quality. The question is: will you be one of those people?
Section 8: How to Position Yourself for Success
Now that you know what’s available, how do you actually land these roles?
Step 1: Update Your Resume
Your resume doesn’t need to be perfect—it needs to be honest and clear. Highlight:
- Any relevant experience (even if it’s volunteer work)
- Skills that transfer (communication, organization, problem-solving)
- Career breaks (frame them positively: “Focused on family/education/personal development”)
- Certifications or training (even if self-directed)
Step 2: Craft Your Cover Letter
This is where personality matters. Hiring managers read hundreds of generic cover letters. Stand out by:
- Explaining why you’re genuinely interested in the role
- Showing you understand the company’s mission
- Demonstrating how your skills solve their problems
- Being authentic (they can tell when you’re faking it)
Step 3: Prepare for Interviews
Use the “magic wand question” technique mentioned earlier. When asked, “What would you do if you could change anything about your previous role?” answer strategically:
- Show self-awareness
- Demonstrate growth mindset
- Avoid blaming others
- Focus on what you learned
Step 4: Negotiate Your Salary
This is crucial. If you receive an offer, don’t accept the first number. Research the role, understand the market rate, and negotiate respectfully. Professional salary negotiation services exist specifically to help with this—use them if needed.
Section 9: Addressing Common Objections
“I Don’t Have Experience”
Neither did anyone else at some point. Companies like Toast and CVS specifically hire people without extensive experience because they provide training. Your willingness to learn matters more than your resume.
“I’ve Been Out of the Workforce”
Career breaks are increasingly common and increasingly accepted. Employers understand that life happens. What matters is your current readiness and commitment to the role.
“I’m Not Sure I’m Qualified”
If you meet 70% of the job requirements, apply. Companies often list ideal qualifications, not absolute requirements. You might surprise yourself.
“Remote Work Seems Risky”
Remote work is now standard at major corporations. These aren’t sketchy gig economy jobs—they’re legitimate positions at established companies with benefits, training, and career progression.
Section 10: Your Declaration of Season
Here’s the truth that separates successful job seekers from those who stay stuck: mindset matters.
The people who landed positions at Carnival, PayPal, Yelp, and other major companies didn’t do anything magical. They:
- Identified opportunities
- Applied with confidence
- Prepared for interviews
- Negotiated their value
- Started their new roles
You can do exactly the same thing. Right now. Today.
This is your season. Not because I’m saying it, but because you’re deciding it. When you declare something with conviction—when you say it like you mean it, like your ex is watching, like your future depends on it—you shift your energy. You start noticing opportunities. You apply with confidence. You interview differently. You negotiate better.
The job offers are there. The training is there. The salaries are there. The only question is: are you ready to claim them?
Final Call to Action
Don’t wait for the perfect moment. Don’t wait until you feel completely ready. Don’t wait for someone to give you permission.
Here’s what you do today:
- Research the specific roles that interest you
- Update your resume and cover letter
- Apply to at least one position
- Prepare for interviews using the strategies discussed
- Declare your season—say it out loud
The companies we’ve discussed—Toast, Zillow, CVS—are actively hiring. The positions are real. The salaries are competitive. The training is provided. Everything you need to succeed is already in place.
As the saying goes: if you stay ready, you never have to get ready. You’re ready. Now go get your job offer.
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