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Lindsay O.
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Lindsay O.

Sales l Closer I Sales strategyI Revenue growth

I am a sales-driven strategist and fractional executive (CSO / CMO) who partners with startups, scale-ups and small business owners to build predictable revenue engines. I specialize in sales strategy, coaching, and high-ticket closing, helping businesses increase conversion rates, shorten sales cycles, and secure major client contracts. I'll define your sales playbook, hire and coach high-performing sales teams, and optimize their sales funnel to convert more qualified leads into closed deals. Sales Strategy & Planning: I work with you to define or refine your sales process — ideal customer profiles, sales motions (inbound vs outbound), KPIs, quotas, and compensation. Sales Execution & Coaching: I train and mentor individual reps or entire teams, run role-plays, define playbooks, and implement sales cadences. Funnel Optimization: I audit your funnel (from lead gen → SQL → opportunity → closed), identify friction points, and deploy tactics to increase conversion, shorten cycles, and boost average deal size. Go-to-Market (GTM) Design: Whether launching a new product or expanding into a new market, I build GTM strategies that align sales, marketing, and operations. Performance Analytics: I set up dashboards, track growth metrics, forecast revenue, and provide actionable insights to continuously improve sales efficiency. Let’s talk if you: Want to build or scale a sales team Need to create a repeatable sales process Want to improve conversion across the funnel Are launching a new product or market

🇺🇸Lexington, United States$75/hr100% JSS5.00 (3)Since Aug 2023
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Earnings and projects

MRR
$14

Last 6 months ÷ 6

World#169,232 / 412k
🇺🇸Country#22,237 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $87

Total earnings
$14k

Billed in all: $15k

World#170,947 / 412k
🇺🇸Country#27,746 / 62.1k
Per project
$2.7k

$87 in the last 6 months

World#60,242 / 412k
🇺🇸Country#10,052 / 62.1k
Projects, last 6 months
1
0% fixed100% hourly
World#128,096 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
5

Across 9 contracts

33% fixed67% hourly
World#266,045 / 412k
🇺🇸Country#38,088 / 62.1k

Earnings, last 30 days

$14.8kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$14.6k$14.8k$15.0k$15.2kOct 9Oct 24Nov 8

Skill rankings: Top 33% in Sales Copywriting

Ranked by MRR among everyone on Upwork with the skill.

  1. #24Sales Copy Review68 freelancers · 🇺🇸 #10Top 35%
  2. #103Sales Optimization264 freelancers · 🇺🇸 #22Top 39%
  3. #109Sales Promotion283 freelancers · 🇺🇸 #12Top 39%
  4. #123Consultation Session291 freelancers · 🇺🇸 #38Top 42%
  5. #140Sales Coaching337 freelancers · 🇺🇸 #33Top 42%
  6. #203Sales Consulting541 freelancers · 🇺🇸 #59Top 38%
  7. #493Sales Strategy1,043 freelancers · 🇺🇸 #103Top 47%
  8. #519Sales Presentation1,101 freelancers · 🇺🇸 #77Top 47%