VP Product - Sidetrade Pay

52 minutes ago
Full-time
Executive
Product Management
Sidetrade

Sidetrade

Sidetrade provides an AI-powered Order to Cash platform that automates cash collection, manages accounts receivable, and mitigates credit risk and bad debt, utilizing advanced technology to enhance financial operations for businesses globally.

Capital Markets
251-1K
Founded 2000
$1M raised

Description

  • Own the vision, strategy, roadmap, commercial model, and revenue performance for Sidetrade Pay globally.
  • Design pricing and packaging for card acquiring, direct debit, and account-to-account payment rails.
  • Manage payment service provider relationships, including commercial terms, joint roadmaps, SLAs, and future multi-provider strategy.
  • Drive merchant adoption through segmentation, activation playbooks, checkout experiences, and payment-mix optimization.
  • Embed payments into Sidetrade’s Order-to-Cash workflows and ezyCollect collection journeys.
  • Develop the roadmap for virtual cards, working capital, business accounts, and agent-initiated payments.
  • Partner with Legal, Security, and Finance on compliance, risk, chargebacks, insolvency exposure, and operational controls.
  • Hire and develop payments product, operations, and commercial analytics teams.
  • Report penetration, payment mix, take rate, and net revenue performance to executive stakeholders.
  • Monitor the B2B payments market, including PSPs, orchestrators, schemes, and regulatory developments.

Requirements

  • Proven experience building or scaling embedded payments within a B2B SaaS company.
  • Strong understanding of take rates, attach rates, payment mix, and payfac, reseller, and referral business models.
  • Expertise in card acquiring economics, including interchange++, scheme fees, and Level 2/3 data.
  • Fluency in ACH, SEPA, BACS, and real-time payment rails.
  • Experience negotiating with and managing acquirers or payment service providers.
  • Experience owning revenue or P&L for a payments or fintech product line.
  • Experience serving both enterprise merchants and high-volume SMB customers.
  • Working knowledge of payments regulations across North America, the UK, EEA, and ideally Australia, including PSD2/SCA, surcharging, money transmission, and safeguarding.
  • Proven cross-functional leadership across Engineering, Design, Sales, Customer Success, Legal, and Finance.
  • Experience hiring and developing product managers; O2C, accounts receivable, or collections knowledge is preferred.

Benefits

  • Fully remote, work-from-home environment.
  • Medical coverage, life insurance, 401(k) matching, and wellness programs.
  • Competitive paid time off and public holidays.
  • Competitive salary, learning and mentorship programs, and advancement support.
  • Inclusive hiring process with accommodations available upon request.

Interested in this position?

Apply directly on the company website

Apply Now

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