by Terrance Ellis | Jan 1, 2026 | Uncategorized
Lead a remote product team building tools that SEO pros and web agencies rely on to win. If you’re meticulous, market-aware, and good at turning customer reality into a sharp roadmap that engineers can actually ship, Nightwatch will feel like home.
About Nightwatch
Nightwatch is a bootstrapped SaaS company building SEO and AI performance tracking tools for internet professionals. They’re fully remote and value autonomy, direct communication, and people who thrive outside the traditional corporate playbook.
Schedule
- Full-time
- Remote: Yes (100%)
- Hours: Not specified
- Work style: Agile (Scrum experience preferred)
- Expectation: Own the roadmap, keep teams aligned, and drive a smooth, low-friction build-and-ship cycle
What You’ll Do
- Own product strategy and roadmap, keeping it clear and consistently communicated
- Stay on top of SEO, website visibility, and internet marketing trends to guide product direction
- Track competitor moves and research the market landscape
- Conduct customer research and lead user testing to validate priorities
- Manage and align a remote team of developers and designers
- Partner with stakeholders and leadership to keep execution focused and outcomes measurable
- Direct and improve the product development process for efficient shipping
- Track and report performance of product improvements and delivery velocity
- Stay accountable for a frictionless development cycle from planning to release
What You Need
- Proven track record creating successful product strategies in SaaS/software
- Strong UX instincts and understanding of well-designed web applications
- Deep understanding of software development processes and product delivery
- Strong knowledge of SEO, search engines, and website optimization
- 3+ years of team management experience with strong leadership skills
- Experience leading remote teams and working in agile environments (Scrum)
- Ability to run customer research and effective user testing
- Excellent communication skills (native or highly fluent English preferred)
Benefits
- Fully remote work environment
- High autonomy and flexibility with a tight-knit team
- Direct influence over product direction and execution
- A company culture built for builders, not corporate ladder-climbers
They want someone who can lead and ship, not just “manage.” If that’s you, apply.
Tell them why you want in and what you bring to the table.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 1, 2026 | Uncategorized
Be the human bridge between Nightwatch and the people using it to grow their businesses. If you love onboarding users, building community, and turning customer needs into clear product feedback, this is a strong remote role with real ownership.
About Nightwatch
Nightwatch is a bootstrapped SaaS company building SEO and AI performance tracking tools for internet professionals and fast-growing teams. They’re fully remote and run on autonomy, direct communication, and people who take initiative without needing hand-holding.
Schedule
- Full-time
- Remote: Yes (100%)
- Hours: Not specified (remote, flexible environment)
- Expectation: Proactive user engagement, strong communication, and ownership of onboarding and community growth
What You’ll Do
- Build and manage an engaged user community around Nightwatch
- Create and run an effective 1:1 onboarding strategy that helps users get value fast
- Engage different user segments and collect feedback consistently
- Translate customer needs and “wish lists” into clear insights for internal teams
- Build processes and automation for reporting across tools and workflows
- Partner closely with marketing and company leadership to drive retention and growth
- Help hire and coach additional community and account managers as the team scales
What You Need
- Experience in a similar SaaS environment (remote experience strongly preferred)
- Proven ability to build and cultivate an online community
- Experience training, onboarding, or guiding users online
- Clear, concise communication and confident presentation skills
- Strong awareness of technology and digital marketing, plus a basic understanding of SEO
- Genuine interest in the broader internet and SEO ecosystem
- Data-driven mindset with strong attention to detail
Benefits
- Fully remote work environment
- High autonomy and flexibility with direct, low-bureaucracy communication
- A chance to shape onboarding, community strategy, and reporting systems
- Growth runway, including future leadership through hiring and coaching
If you’re great with people and sharp with data, this is the kind of role where you can really matter.
Tell them why you want in and what you’ll bring to the team.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 1, 2026 | Uncategorized
Help steer a remote product team building next-generation SEO and website visibility tools used by internet professionals. If you can translate customer insight into clear priorities, keep a roadmap moving, and guide a team to ship without chaos, this is your lane.
About Nightwatch
Nightwatch is a bootstrapped SaaS company building SEO and AI performance tracking tools for fast-growing teams. They’re fully remote, collaborative, and focused on building high-quality products with modern development practices and strong UX at the center.
Schedule
- Full-time
- Remote: Yes (flexible environment)
- Hours: Not specified
- Work style: Agile (Scrum experience preferred)
- Expectation: Stay tightly connected to a distributed team and keep execution aligned across stakeholders
What You’ll Do
- Own product strategy and help drive improvements based on customer needs and industry trends
- Stay current on website visibility, marketing, and SEO to inform roadmap decisions
- Conduct customer research and lead user testing to validate product direction
- Organize tickets, maintain the roadmap, and keep priorities clear for the team
- Lead the team through development and release cycles to ship effectively
- Remove blockers, manage daily reporting, and keep progress visible
- Collaborate with product owners, customer support, and marketing for alignment and execution
- Track, measure, and report the performance of product improvements
- Improve internal development processes and support a smooth product workflow
- Communicate updates to leadership and stakeholders
What You Need
- Proven track record developing successful product strategies
- Strong UX instincts and understanding of what makes well-designed web applications
- Solid knowledge of software development processes and product delivery
- Experience working in a SaaS or software company
- 3+ years of team management experience
- Strong leadership, communication, and stakeholder management skills
- Experience working remotely and managing agile workflows (Scrum)
- Knowledge of website visibility, marketing, and SEO
- Experience conducting customer research and leading user testing
- Technical understanding is a plus (enough to communicate well with engineers)
Benefits
- Fully remote work environment
- Opportunity to shape product strategy and improve internal processes
- Cross-functional collaboration with product, engineering, support, and marketing
- Space to lead, own outcomes, and grow with a bootstrapped team
If you’re the kind of PM who makes teams calmer and products better, don’t hesitate.
Tell them what you bring to the table and how you’ve led teams to ship.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 31, 2025 | Uncategorized
If you love clean data, sharp details, and clear standards, this contract role turns that skill into real impact. You’ll help train AI by writing realistic prompts and grading model outputs so the tools get better at the work people actually do.
About Handshake
Handshake connects talent with opportunity and runs ongoing, year-round AI research projects with new openings released periodically. In this program, professionals contribute structured feedback that helps AI models understand real workplace tasks and language.
Schedule
• Fully remote and asynchronous (work independently from anywhere in the U.S.)
• Flexible hours with no minimum commitment
• Most contributors average 5–20 hours per week (varies by project availability)
• Contract, temporary project-based work as opportunities open
What You’ll Do
⦁ Write prompts that reflect real data entry workflows and workplace scenarios
⦁ Evaluate AI model responses for accuracy, completeness, and clarity
⦁ Identify errors, gaps, and inconsistencies and provide structured feedback
⦁ Verify data against source documents and flag or correct discrepancies
⦁ Document work through basic logs and task tracking to support quality review
What You Need
⦁ At least 4 years of professional experience in data entry or closely related work
⦁ Strong attention to detail and comfort spotting and correcting data issues
⦁ Ability to write clear, organized feedback and follow guidelines consistently
⦁ Comfort working independently in an asynchronous environment
⦁ Authorization to work in the U.S. (certain F-1 students on CPT/OPT may be eligible depending on school requirements)
Benefits
⦁ $60.00 per hour (contract)
⦁ Flexible, self-managed schedule with remote work from anywhere in the U.S.
⦁ Skill-building exposure to AI evaluation and workplace-focused model training
Roles open periodically and project placement depends on availability, so don’t wait.
If you’ve got the experience and the eye for accuracy, this is a solid way to turn your day-to-day expertise into high-value work.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 31, 2025 | Uncategorized
If you’ve spent years living in billing spreadsheets, posting payments, and untangling discrepancies, this role turns that expertise into $75/hr remote work. You’ll help train AI models by judging their billing and posting outputs, not by doing “AI engineering.”
About Handshake
Handshake runs paid, project-based AI research programs where experienced professionals evaluate and improve model performance in real workplace tasks. In this role, you’ll use your billing and posting background to test model responses, call out mistakes, and provide structured feedback so the outputs sound like they came from someone who’s actually done the work.
Schedule
- Remote (USA), contract
- Asynchronous and flexible hours
- No minimum commitment (most contributors average 5–20 hours/week)
- Work availability is project-based (you may be matched as projects open)
What You’ll Do
- Write realistic prompts based on billing and posting clerk workflows
- Evaluate AI responses for accuracy, completeness, and professionalism
- Identify errors and gaps (missing steps, incorrect calculations, bad assumptions)
- Provide clear, structured feedback to improve future model outputs
- Review work products tied to billing, invoicing, bookkeeping, and records accuracy
What You Need
- 4+ years of professional experience in billing/posting clerk work or closely related duties
- Comfort resolving discrepancies, verifying billing data, and maintaining records
- Ability to explain “what’s wrong and what right looks like” in clear writing
- Organized, detail-focused, able to work independently
- No AI experience required
Benefits
- $75/hour compensation
- Fully remote, flexible schedule
- Build a new skill set (prompting and evaluation) without changing career lanes
- Ongoing opportunity potential as projects open year-round
If you qualify, don’t overthink it. Get your resume tight, highlight your billing/posting years clearly, and apply while the listing is live.
Bring your receipts. Literally.
Happy Hunting,
~Two Chicks…
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