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Riley B.

Riley B.

Pricing Strategy & Consulting | Monetizing innovation

I'm a SaaS pricing and monetization operator. I've spent more than a decade helping software companies take innovative products to market with innovative pricing & packaging. I work with companies at every stage - from founders who are just getting started, to growth-stage teams, to the larger incumbents. A summary of the work I do: - Pricing model design: seat-based, usage-based, consumption, hybrid, and outcome-based models for AI products - Pricing agents: build AI agents that do monetization work, or act as your all-in-one Pricing function - Pivots: seat-based to usage- or outcome-based pricing, including the billing infrastructure, sales motion, and customer migration those pivots require - Packaging architecture: tier design, feature gating, add-on strategy, and the upgrade paths that turn a free user into an enterprise account - Pricing research: customer interviews, surveys, financial modeling, market research, competitive teardowns, experimentation, and deeep data analysis - Customer migrations: segmenting the base, sequencing communication, and moving large installed bases through major pricing changes without blowing up retention - Governance and ops: approval frameworks, cross-functional pricing rituals, product catalog governance - Proserv and CX: packaging and monetizing the value of helping customers optimize their deployments I live and work in Brooklyn, NY, and I like to enjoy my time away from work exploring the city with my partner, curling up with a good book in a local park, and traveling the world for the best beaches and waves.

🇺🇸Kings County, United States$200/hr90% JSSSince May 2026

Earnings and projects

MRR
$5.9k

Last 6 months ÷ 2, the fewest it counts (since Oct 2026)

World#4,016 / 412k
🇺🇸Country#1,446 / 62.1k
Revenue, last 30 days
—

Read daily since Oct 13, under 30 days

Total earnings
$12k

Billed in all: $15k

World#182,383 / 412k
🇺🇸Country#29,363 / 62.1k
Per project
$12k

$12k in the last 6 months

World#12,790 / 412k
🇺🇸Country#2,202 / 62.1k
Projects, last 6 months
1
0% fixed100% hourly
World#128,092 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
1
0% fixed100% hourly
World#360,671 / 412k
🇺🇸Country#53,151 / 62.1k

Earnings, last 30 days

$14.8k+$13.5k earned since Oct 13Billed in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$0$10k$20kOct 13Oct 26Nov 7

Tracked from Oct 13, 2026.

Skill rankings: #1 in 1 skill of 11

Rarest: top 0.66% in Pricing Research, of 152. Ranked by MRR among everyone on Upwork with the skill.

  1. 1Pricing Research152 freelancers · 🇺🇸 #1Top 0.66%
  2. 2Monetization111 freelancers · 🇺🇸 #2Top 2%
  3. #5Pricing170 freelancers · 🇺🇸 #4Top 3%
  4. #8Pricing Strategy Consulting244 freelancers · 🇺🇸 #7Top 3%
  5. #32Analytical Presentation1,358 freelancers · 🇺🇸 #14Top 2%
  6. #47Analytics2,087 freelancers · 🇺🇸 #26Top 2%
  7. #60Management Consulting1,855 freelancers · 🇺🇸 #36Top 3%
  8. #65Business Analysis3,603 freelancers · 🇺🇸 #21Top 2%