by Terrance Ellis | Dec 19, 2025 | Uncategorized
Get paid to run a team community like it matters, because it does. If you’re a legit superfan who can post daily, keep conversations clean, and grow a team’s vibe inside the Sleeper app and on social, this is a simple, straight-to-the-point side gig.
About Sleeper
Sleeper is a sports games platform built around community and messaging, designed to bring fans and friends together through sports. They’re a fast-moving company backed by major investors, focused on keeping the fan experience interactive and social.
Schedule
Remote (United States)
Part-time, contractor role
Daily posting and community coverage expectations
Compensation: $500 per month
What You’ll Do
• Manage a sports community within the Sleeper app for your assigned team(s)
• Create, grow, and run an organic social media account tied to that community
• Coordinate with a moderator team to ensure consistent daily coverage
• Maintain a safe, respectful environment and enforce appropriate community standards
• Respond to comments and user questions in a timely way
• Post daily with unique, engaging content (news, highlights, updates, fan moments)
What You Need
• Real superfan energy for your city’s NFL, NBA, and/or MLB team(s)
• Strong instincts for what’s timely, relevant, and safe to share in a public community
• Community management skills and comfort moderating conversations
• Ability to create engaging sports content consistently (daily)
• Reliable follow-through and good judgment
Benefits
• $500/month contractor pay
• Flexible remote work
• Great portfolio builder if you want to grow in sports content, community, or social
Quick reality check: $500/month is only worth it if the time commitment stays reasonable for you. If you’re already posting and plugged into team news daily, it’s easy money. If you’d have to force it, it’ll feel like underpaid labor.
If you tell me which teams you’d rep, I’ll help you tailor a short application pitch that sounds like a superfan, not a corporate robot.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 19, 2025 | Uncategorized
Sleeper wants a scrappy growth marketer who can create, test, and scale what works, fast. If you’ve got that mix of creative instincts and numbers brain, and you understand sports culture and fantasy or DFS, this role puts you in the middle of campaigns that directly move users and revenue.
About Sleeper
Sleeper is a sports platform built around community and conversation, where fans can check scores, play fantasy and Picks, chat, and share content. With 8M+ users worldwide, they’re focused on building a “digital playground” for sports fans and moving quickly through experimentation and trend-driven marketing.
Schedule
Remote within the United States
Full-time role on the Growth team
Fast-paced environment with cross-functional collaboration and ownership
What You’ll Do
• Ideate, create, and test marketing creatives across video, image, audio, and copy for paid and organic channels
• Build, optimize, and scale paid acquisition and influencer campaigns
• Support affiliate outreach and creator partnerships to expand Sleeper’s network and drive new users
• Analyze conversion, retention, and campaign performance to guide growth strategy
• Identify and test new social, affiliate, and content opportunities
• Collaborate with design, content, and product teams to deliver campaigns on time
• Contribute ideas in brainstorms and help shape creative direction across growth initiatives
What You Need
• Self-starter mindset with a bias toward action and experimentation
• Comfort balancing creative ideas with performance data and ROI thinking
• Ability to manage and scale budgets from small tests to large campaigns
• Strong feel for trends, internet culture, and what generates buzz
• Passion for sports with working knowledge of fantasy sports, DFS, or Sleeper Picks
• Strong collaboration skills in a fast-moving, iterative environment
Benefits
• Base salary range: $50,000 to $70,000 USD (depending on location/experience)
• Medical, dental, and vision coverage
• PTO
• 401(k)
• Remote work
One quick gut-check: this role rewards people who can show receipts. If you apply, you’ll want to highlight 2–3 examples where you tested creatives, learned fast, and improved a metric (CTR, CAC, CPA, CVR, retention, ROAS, etc.). If your resume doesn’t have numbers, we should add them.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 19, 2025 | Uncategorized
This is a build-your-own-book role for people who want autonomy and long-term commission income, not a scripted call-center grind. If you can prospect, market yourself, and build trust fast, Pyron Group is offering the tools and support while you control the pace.
About Pyron Group
Pyron Group is a people-first insurance agency built on empathy, simplicity, and service. They help clients navigate personal insurance decisions with clarity and confidence, and they support teammates with training, marketing resources, and a collaborative culture.
Schedule
Fully remote (Mississippi residents only, more states expected later)
Full-time, entrepreneurial structure with flexible scheduling
No fixed quotas, income scales with your effort and book growth
Agency provides technology and marketing assets
What You’ll Do
• Prospect and sell personal insurance products (auto, home, renters, umbrella, and more)
• Generate leads through your personal network, community presence, and social platforms
• Guide clients from quote through renewal with a strong, service-first experience
• Manage and service your book of business with agency support as needed
• Maintain required state licensing and follow regulatory guidelines
• Participate in optional mentorship and development resources
What You Need
• Mississippi resident (required)
• Strong interpersonal skills and comfort with self-promotion and relationship selling
• Independent work style with consistent follow-through
• Digital comfort using CRM and quoting platforms
• Experience in insurance, real estate, direct sales, or customer service (helpful but not required)
• Property & Casualty license or ability to obtain one (Mississippi preferred)
Benefits
• Commission-based with the ability to choose a compensation track based on your goals and sales confidence
• Residual income from renewals as your book grows
• Full tech setup provided (laptop, phone system, remote tools)
• Training, onboarding, and marketing support
• Benefits package available depending on compensation track, including:
• Medical, dental, vision
• HSA/FSA with employer contributions
• Wellness program
• 401(k) with match
• Company-paid life and short-term disability
• Optional long-term disability and supplemental life insurance
Real talk: this role is only a good fit if you’re willing to hunt. If you want a guaranteed base and a predictable day, this will feel stressful. If you want freedom and you can sell, it could be a strong long-term play.
If you’re serious about it, your next move is simple: apply today, and be ready to speak clearly about how you’ll generate leads in your first 30 days.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 19, 2025 | Uncategorized
Own the schedule. Keep the practice flowing. If you’re the kind of person who can build clinician templates, manage waitlists, and keep Athena running like a well-oiled machine across time zones, Midi wants you as their master scheduler.
About Midi Health
Midi is a digital healthcare company focused on delivering a kind, human-centered care experience. They’re a fast-growing startup practice offering fully remote work, strong benefits, and a chance to get in early and help shape how the operation scales.
Schedule
Fully remote
Full-time, 40 hours per week
Required shift: Monday to Friday, 9:30 AM to 6:00 PM PST (8-hour shift plus 30-minute unpaid lunch)
What You’ll Do
• Build and manage every Midi clinician’s schedule in athenaHealth
• Monitor clinician schedules daily to ensure accuracy and availability
• Manage patient waitlists to backfill openings as time becomes available
• Reschedule patients as needed and adjust clinician schedules when changes come up
• Support Care Coordinator team coverage as assigned to keep operations moving
What You Need
• Availability for the required M–F 9:30 AM–6:00 PM PST shift
• 3+ years of experience building clinician schedules (not just booking patients), preferably in athenaHealth
• 1+ year of experience working at a digital healthcare company
• Proficiency scheduling across multiple time zones
• Strong attention to detail, ownership mindset, and ability to self-direct in a remote environment
Benefits
• $30/hour (non-exempt)
• Medical, dental, vision, and 401(k)
• Fully remote work-from-home setup
• A human-centered culture at a growing healthcare startup
This kind of scheduling seat is high-trust and high-impact. If you’ve got Athena expertise and the “nothing slips through the cracks” mindset, apply now.
You’ll be the reason the care stays smooth.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 19, 2025 | Uncategorized
Own a book of business, grow revenue, and turn customers into raving fans. If you’re strong at relationship-building, renewals, and consultative upsell and cross-sell, Fleetworthy wants you driving retention and expansion.
About Fleetworthy
Fleetworthy (rebranded in September 2024 from Bestpass, Fleetworthy, ExpressTruckTax, and Drivewyze) simplifies fleet safety, compliance, toll management, and efficiency under one connected platform. Their tools help fleets reduce risk, improve performance, and operate beyond compliant, supporting millions of drivers and vehicles across the industry.
Schedule
Remote or hybrid role (based on location and team needs)
Full-time, customer-facing position supporting account growth, renewals, and product adoption
Work includes managing multiple customers and priorities in a fast-paced environment
What You’ll Do
• Grow revenue within an existing customer base through strategic upsell, cross-sell, and renewals
• Build and maintain a strong pipeline of expansion opportunities while hitting sales targets
• Manage customer engagement end-to-end, using customer journey mapping and proactive outreach
• Strengthen customer lifetime value by understanding segmentation, behaviors, and account insights
• Deliver a superior customer experience through consistent communication, follow-through, and customer advocacy
• Act as the voice of the customer, sharing feedback and feature requests to influence product improvements
• Drive customer adoption by educating clients on new capabilities and best practices
• Collect customer insights through surveys, interviews, and focus groups to improve satisfaction and retention
• Help generate customer references and case studies that support growth
What You Need
• 3 to 5 years of account management experience (or closely related customer growth role)
• Strong interpersonal skills and the ability to work well with internal and external stakeholders
• Customer-first mindset with the ability to manage expectations and build trust
• Ability to juggle high volume across multiple accounts and priorities without dropping details
• Excellent written and verbal communication skills
• CRM experience preferred (Salesforce or similar)
• Comfort with Microsoft Office tools (PowerPoint, Word, Excel a plus)
• A results-oriented mindset with the creativity and initiative to exceed targets
Benefits
• Base salary range: $50,000 to $65,000 USD plus commission
• Remote or hybrid flexibility (role-dependent)
• High-impact role with clear ownership of retention and revenue growth
If you’re the type who can keep customers happy and still grow the account, this one’s worth moving on quickly. Apply while it’s still open.
Be the advocate. Be the closer. Be the reason they renew.
Happy Hunting,
~Two Chicks…
Recent Comments