Jonathan E. Shake, Management Consultant in Stratford, CT, United States
Jonathan is available for hire
Hire Jonathan

Jonathan E. Shake

Verified Expert  in Management Consulting

Operations Analysis Expert

Stratford, CT, United States

Toptal member since January 20, 2025

Bio

Jonathan is a driven and creative analyst skilled in data analysis within Microsoft Excel/Google Sheets, process optimization, and cross-functional collaboration. He has driven revenue growth, streamlined operations, and maximized profitability in dynamic organizations, utilizing a strong understanding of finance and business operations. Jonathan demonstrates a unique approach to complex problem-solving by implementing high-quality solutions while working with minimal information.

Career Highlights

Education Highlights

Bachelor's Degree
University of Connecticut

Certification Highlights

Disruptive Strategy
Harvard Business School Online

Case Studies

Software Expertise

  • Google Sheets
  • Microsoft Excel
  • Salesforce

Other Expertise

  • Contract Review
  • Deal Analysis
  • Deal Structuring
  • Pricing Strategy
  • Slack

Work Experience

Deal Desk Specialist

2023 - 2024
Docker
  • Built a multiyear deal template with historical pricing references to increase deal velocity in the new configure, price, quote (CPQ) process.
  • Served as a subject-matter expert, guiding the sales teams to optimize deal execution proficiency and compliance.
  • Reviewed 25+ Salesforce CPQ deals per day to ensure alignment with company strategic objectives.
Focus areas: Deal Advisory, Pricing Strategy, Contract Review, Contract Drafting, Business Analytics, Revenue Operations (RevOps)

Revenue Operations Analyst

2022 - 2023
Logicbroker
  • Created a plug-and-play Google Sheets workbook deal pricing calculator that decreased the total sales cycle time.
  • Generated and managed the contract redlining and execution process of legal documents through PandaDoc.
  • Managed customized monthly sales representative activity reports using HubSpot CRM dashboards.
Focus areas: Deal Structuring, Deal Advisory, Pricing Strategy, Contract Review, Contract Drafting, Business Analytics, Revenue Operations (RevOps)

Deal Desk Junior Analyst

2019 - 2022
Datto
  • Served as the project manager for the monthly service prepayment program focused on securing cash in the door.
  • Built a Tableau dashboard to report the prepayment program metrics.
  • Reviewed one-off discount requests from Jira through recoup-time and deal-margin analysis in Google Sheets.
  • Composed business cases for discount requests through Salesforce data extraction for review by senior leadership.
Focus areas: Pricing Strategy, Deal Analysis, Deal Advisory, Business Analytics, Revenue Operations (RevOps)

HR Benefits & Planning Data Analyst

2018 - 2019
Yale University
  • Analyzed the population metrics of Yale University’s Retirement Savings Program overhaul.
  • Provided critical analysis and reporting for the transfer of $3 billion into the new Retirement Savings Program.
  • Manipulated and analyzed large data sets (129,000 lines) and reported findings to executive leadership.
  • Coordinated an executive-level stakeholder meeting schedule that spanned over five months.
  • Extracted reports from “Workday HRIS” to audit retirement 403(b) payroll match components.
Focus areas: Data Analysis, Project Management, Key Performance Indicators (KPIs), Population Metrics, Business Analytics

Education

2007 - 2010

Bachelor's Degree in Finance

University of Connecticut - Storrs, CT, USA

Certifications

AUGUST 2024 - SEPTEMBER 2025

HubSpot Revenue Operations Certified

HubSpot Academy

JUNE 2024 - PRESENT

Negotiation: How to Get (More of) What You Want

Stanford University

JULY 2019 - PRESENT

Disruptive Strategy

Harvard Business School Online

Skills

Finance

Deal Advisory, Pricing Strategy, Deal Analysis, Revenue Operations (RevOps), Value Creation, Accounting, Data Analysis

Output Software

Microsoft Excel, Google Sheets, Jira

Data & Analysis Software

Salesforce, NetSuite

Other

Strategy, Creative Problem Solving, Complex Problem Solving, Interpersonal Skills, Communication, Contract Review, Contract Drafting, Deal Structuring, Strategy Evaluation, Negotiation, Innovation, Go-to-market Strategy, Service-level Agreements (SLAs), Process Mapping, System Process Mapping, Team Structuring, Technical Hiring, Revenue Operations (RevOps), Business Analytics, Slack, Asana, HubSpot, DocuSign, PandaDoc, Finance, Project Management, Sales, Marketing, Market Disruption, Interactive Dashboards, PivotTable Slicers, Vendor Analysis, Order Analysis, Pivot Tables, Population Metrics, Key Performance Indicators (KPIs)

Collaboration That Works

How to Work with Toptal

Toptal matches you directly with global industry experts from our network in hours—not weeks or months.

1

Share your needs

Discuss your requirements and refine your scope in a call with a Toptal domain expert.
2

Choose your talent

Get a short list of expertly matched talent within 24 hours to review, interview, and choose from.
3

Start your risk-free talent trial

Work with your chosen talent on a trial basis for up to two weeks. Pay only if you decide to hire them.

Top talent is in high demand.

Start hiring