High Risk Payment Gateway Expert

About Us:
We are a fast-growing e-commerce brand operating in the gray-area / restricted product space. We process hundreds of orders daily and rely on a seamless checkout and payment system to maximize conversions and minimize failed payments. Our current setup has limitations, and we are looking for an experienced specialist to revamp our checkout flow and optimize our payment processor integrations.

Role Overview:
We are seeking a Checkout & Payment Processing Specialist to audit, rebuild, and optimize our checkout process. This role involves streamlining user experience, integrating reliable payment solutions, and reducing failed transactions. You will work closely with our marketing and dev teams to deliver a checkout experience that maximizes conversion rate and keeps us compliant while operating in a restricted niche.

Responsibilities:
- Audit current checkout flow and payment processor performance.
- Recommend and implement improvements to checkout UX/UI (speed, trust, simplicity, mobile optimization).
- Integrate, test, and manage payment gateways (PaySimple, Square, Airwallex, etc.).
- Troubleshoot and resolve high failure rates, redirects, and abandoned cart issues.
- Ensure compliance with processors’ requirements and industry restrictions.
- Provide ongoing recommendations for reducing drop-offs and improving approval rates.
- Document new checkout/payment SOPs for our internal team.

Requirements:
- Proven experience building/revamping checkout flows for e-commerce brands.
- Hands-on expertise with WooCommerce or Shopify checkout customization.
- Strong knowledge of alternative / high-risk payment processors.
- Ability to troubleshoot failed transactions, redirects, and gateway errors.
- Understanding of compliance in restricted niches (CBD, cannabis, supplements, etc.) is a huge plus.
- Strong communication and documentation skills.

Nice to Have:
- Experience with WooCommerce custom coding or plugin optimization.
- Experience running A/B tests for checkout conversion rates.
- Familiarity with fraud prevention, CVV/ZIP validation, and chargeback reduction.

What We Offer:
- Competitive contract or part-time compensation (project or hourly).
- Flexible, remote-first role.
- Opportunity to work on a fast-scaling e-commerce brand with a high volume of transactions.
- Long-term potential if results are strong.