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# Bob G.

**Headline:** Revenue Growth Leader | SaaS Sales | GTM Operations | 5x President’s Club
**Profession:** Revenue Growth Leader | SaaS Sales | GTM Operations | 5x President’s Club
**Location:** Greater Chicago Area

## About

Bob G. is a revenue growth leader focused on SaaS sales, go-to-market operations, revenue operations, sales development, and sales enablement. Bob has built and led SDR, BDR, inside-sales, and RevOps organizations owned Salesforce and sales technology environments and aligned marketing, sales, partners, finance, customer success, and business-development teams around pipeline performance and execution. His strengths include GTM technology, forecasting, pipeline management, sales-process design, cross-functional program leadership, and developing teams in early-stage and evolving organizations. Bob is a 5x President’s Club honoree with a record of exceeding sales and pipeline targets, including 150% of individual AE plan and 193% of BDR plan in 2008, 280% of target-account pipeline quota at Inriver, and a 60%+ average win rate at Tock. He has led large-scale technology migrations, including sales-stack integration during American Express’s acquisition of Tock, trained teams through Salesforce, Outreach, and Chili Piper transformations, and improved forecast variance from +/-20% to within 6% in under six months. Bob holds a BS in Business Management and Administration, with an Entrepreneurship concentration, from Bradley University.

## Services

- Revenue Enhancement
- Artificial Intelligence \(AI\)
- chili piper
- Sales Commission
- Cross-functional Team Leadership
- Project Management
- Revenue Forecasting
- Presentations
- Territory Management
- Sales Pipeline Management
- Outbound Sales
- Business Planning
- Outreach.io
- Cross-functional Collaborations
- Operations
- Reporting & Analysis
- Revenue Management
- Revenue Generation
- Data Governance
- SaaS
- Salesforce.com
- Sales Process
- Selling
- Sales
- Cold Calling
- Solution Selling
- Management
- Sales Management
- Leadership

## Highlights

- 5x President’s Club honoree.
- At VelocityEHS | MSDSonline in 2008, achieved 150% of individual AE plan and 193% of BDR plan.
- Set a company record at VelocityEHS | MSDSonline by booking and completing 58 demos in his first month as a BDR, against a plan of 30.
- As Regional Sales Manager at VelocityEHS | MSDSonline, achieved 149% of team plan in 2009 and earned President’s Club recognition.
- Spearheaded the Canadian region in a player-coach role at VelocityEHS | MSDSonline, achieving 101% of team plan and President’s Club recognition in 2011.
- Achieved 133% of team plan and President’s Club recognition at VelocityEHS | MSDSonline in 2012.
- Achieved 130% of team plan at VelocityEHS | MSDSonline in 2013.
- Built and led Rimini Street’s Chicago inside-sales team, growing SQLs 21% year over year.
- Led Revenue Operations initiatives at Rimini Street supporting global inside sales, pipeline optimization, and GTM execution.
- Built Flosum’s SDR/BDR team from scratch and grew SQLs 34% year over year.
- Founded Flosum’s RevOps organization after launching the BDR team in 2021.
- Aligned marketing, sales, partner, BDR, finance, and customer-success teams at Flosum, while owning the internal Salesforce organization and enablement for core processes and systems.
- At Tock, led a two-phase sales technology-stack migration during American Express’s acquisition, maintaining business continuity through integration.
- Re-architected Tock privacy and opt-out controls and processes for compliance in a bank-regulated environment.
- Launched the NEAT sales methodology at Tock to align with restaurant sales cycles and improve forecast accuracy and win rates.
- Improved Tock forecast variance from +/-20% to within 6% in under six months through forecasting and pipeline-management practices.
- Migrated more than 250 Tock users to a new learning management system and enabled teams on the new platform.
- Trained Tock teams through two large integrated technology migrations involving Salesforce, Outreach, Chili Piper, and other systems.
- Partnered on competitive content at Tock that supported a 60%+ average sales win rate in a highly competitive environment.
- Directed cross-training for 100% of Tock’s sales organization through M&A organizational changes, supporting product-agnostic execution and revenue stability.
- Increased monthly truckload count at AFN from 2 to 40 in less than 12 months.
- At Salesforce, attained 135% of pipeline goal in 2017 and was promoted to BDR Manager for an enterprise-level Central Region team.
- Closed a $250,000 Salesforce land-and-expand deal.
- At DialogTech, now Invoca, grew individual MRR by an average of 175% month over month over his tenure.
- Earned Aflac’s Fireball Fast Start Award for new-policy sales in his first five weeks.
- Closed $350,000 in ACV in his first five months at SafetyChain Software in an emerging market.
- Drafted an early-stage Salesforce rules-of-engagement and pipeline-management process with SafetyChain Software’s VP of Sales.
- Built Inriver’s U.S. SDR organization, implemented Outreach and Salesforce, and created executive dashboards and metrics.
- At Inriver, built SDR and ISR teams that increased SQLs 26% year over year and achieved 280% of target-account pipeline quota for key logos.

## Experience

- **Director of RevOps and Enablement, Tock \(American Express Global Dining\) at Tock** (2025-04-01–2026-08-01) — Directed the migration of over 250 users to a new Learning Management System \(LMS\). • Executed technical setup as well as Enabling teams on the new systems. • Trained the organization during two, large-scale integrated tech migrations \(Salesforce, Outreach, Chili Piper, etc.\), ensuring seamless transformation. • Collaborated with marketing and business development to launch rapid and enhanced competitive content, maintaining an average 60%+ win rate for sales in a highly competitive environment. • Directed the cross-training of 100% of the Sales organization through M&A Org changes, enabling product-agnostic execution and maintaining revenue stability as teams restructured \(same with less, through disruption\).
- **Director of Sales Operations at Tock** (2024-05-01–2025-04-01) — Led the technical migration of the Sales tech stack over two phases during Amex's acquisition of Tock, ensuring business continuity through integration. • Re-architected privacy and opt-out for Tock systems, establishing controls and processes to ensure compliance in a bank-regulated environment. • Launched new Sales Methodology \(NEAT\) to better align with restaurant sales cycles and improve forecast accuracy and win rates. • Established forecasting and pipeline management motion with Sales to improve variance from +/- 20% to within 6% in under six months.
- **Head of Revenue Operations at Flosum** (2022-08-01–2024-05-01) — Founded the RevOps Org after launching the BDR team in 2021. • Aligned teams across business units including Marketing, Sales, Partner, BDR, Finance and Customer Success. • Responsible for tech stack and GTM alignment across Sales and Marketing, and supporting all lines of business in improving efficiency and execution. • Owned internal Salesforce org, as well as enablement for internal processes and core systems. • Notable Initiatives: • Strategic, X-functional Goal Development • Growing Ops organization and expanding RevOps Strategy • PM'ing Quote-to-Revenue, Finance and Renewals Workbench Projects • SOP development, Enablement, Training • Tactical Metrics packs for Executives and Sales Leaders • Tech Stack Optimization/Integration Projects
- **Senior Director Business Development at Flosum** (2021-09-01–2022-08-01) — Built SDR/BDR Team from scratch • grew all SQLs 34% YOY.
- **Director, Inside Sales & Sales Development at Rimini Street** (2018-10-01–2020-03-01) — Built/Led the Inside Sales team in Chicago. Grew SQLs 21% YOY
- **Senior Director of Operations at Rimini Street** (2018-10-01–2021-09-01) — As a Senior Director of Operations, I led Revenue Operations initiatives supporting global inside sales, pipeline optimization, and GTM execution.
- **Director, Sales Development at Inriver** (2018-03-01–2018-10-01) — Built SDR org in the US, implemented tech stack \(including Outreach, Salesforce, etc.\). • Built out dashboards and metrics for executive leadership. • Built an SDR and ISR Team that increased SQLs 26% YOY. • Met 280% of Target Account Pipeline Quota for key logos.
- **Manager, Business Development at Salesforce** (2017-02-01–2018-02-01) — Attained 135% of Pipeline goal 2017. • Promoted to BDR Manager in 2017 • Managed Enterprise level BDR team for Salesforce Central Region.
- **Sr. Account Executive at Salesforce** (2016-01-01–2017-01-01)
- **Sr. Business Development Manager at DialogTech \(now Invoca\)** (2014-09-01–2016-01-01) — Grew Individual MRR an average of 175% MoM over tenure.
- **Regional Sales Manager at SafetyChain Software** (2013-10-01–2014-09-01) — Closed 350K of ACV in first 5 months in emerging market. • Drafted early stage Salesforce ROE and pipeline management process with VP of Sales.
- **Regional Sales Manager - Canada, Midwest at VelocityEHS | MSDSonline** (2009-12-01–2013-10-01) — 2013: 130% to Team plan. • 2012: 133% to Team plan • President’s Club. • 2011: Spearheaded Canadian Region • Player-Coach role, 101% to Team plan • President’s Club. • 2009: Promoted to Regional Sales Manager \(Leader\) • 149% to Team plan • President’s Club
- **SDR + Account Executive at VelocityEHS | MSDSonline** (2008-03-01–2009-12-01) — 2008: 150% to Individual plan as an AE and 193% to plan as a BDR • President’s Club. • 2008: \(BDR\) Set company record for 58 Demos booked and completed on a plan of 30 in first month.
- **Carrier Rep at AFN** (2007-01-01–2008-01-01) — Improved monthly truckload count from 2 to 40 in less than 12 months.
- **Sales Associate at Aflac** (2005-06-01–2006-07-01) — Achieved the “Fireball Fast Start Award” for new policy sales in the first 5 weeks.

## Education

- Bachelor of Science \(BS\), Business Management and Administration Entrepreneurship — Bradley University

## FAQ

### What does Bob do?

Bob is a revenue growth leader specializing in SaaS sales, go-to-market operations, revenue operations, sales development, sales enablement, pipeline management, forecasting, and sales technology. He has led both revenue-producing teams and the operational systems that support them.

### What are Bob’s core professional strengths?

His sales background also includes outbound sales, cold calling, solution selling, direct sales, account management, territory management, new-business development, business development, and coaching.

### What did Bob do as Head of Revenue Operations at Flosum?

At Flosum, Bob founded the RevOps organization after launching the BDR team in 2021. He aligned marketing, sales, partner, BDR, finance, and customer-success teams owned the internal Salesforce organization led enablement for internal processes and core systems and supported all lines of business in improving efficiency and execution. His initiatives included cross-functional goal development, growing the operations organization and RevOps strategy, project-managing Quote-to-Revenue, Finance, and Renewals Workbench projects, SOPs, training, executive and sales-leader metrics packs, and technology-stack optimization and integration.

### What did Bob accomplish as Senior Director of Business Development at Flosum?

As Senior Director of Business Development at Flosum, Bob built the SDR/BDR team from scratch and grew SQLs by 34% year over year.

### What did Bob accomplish as Director of Sales Operations at Tock?

At Tock, Bob led the sales technology-stack migration in two phases during American Express’s acquisition of Tock, preserving business continuity through integration. He re-architected privacy and opt-out controls for a bank-regulated environment, launched the NEAT sales methodology to align with restaurant sales cycles, and established forecasting and pipeline-management practices that improved forecast variance from +/-20% to within 6% in under six months.

### What did Bob accomplish in RevOps and Enablement at Tock?

As Director of RevOps and Enablement for Tock, part of American Express Global Dining, Bob migrated more than 250 users to a new learning management system and enabled teams on the new environment. He trained the organization through two large integrated technology migrations involving Salesforce, Outreach, Chili Piper, and other systems partnered with marketing and business development on competitive content that supported a 60%+ average sales win rate and directed cross-training for 100% of the sales organization through M&A-related organizational changes to support product-agnostic execution and revenue stability.

### What were Bob’s roles at Rimini Street?

As Senior Director of Operations at Rimini Street, Bob led Revenue Operations initiatives supporting global inside sales, pipeline optimization, and GTM execution. Earlier, as Director of Inside Sales and Sales Development, he built and led the Chicago inside-sales team and grew SQLs 21% year over year.

### What did Bob accomplish at Inriver?

At Inriver, Bob built the U.S. SDR organization, implemented a technology stack that included Outreach and Salesforce, and created dashboards and metrics for executive leadership. He built SDR and ISR teams that increased SQLs 26% year over year and achieved 280% of target-account pipeline quota for key logos.

### What did Bob accomplish at Salesforce?

At Salesforce, Bob served as a Senior Account Executive and later as Manager of Business Development. In 2017, he attained 135% of pipeline goal, was promoted to BDR Manager, and managed an enterprise-level BDR team for Salesforce’s Central Region. A Salesforce land-and-expand deal reached $250,000.

### What did Bob accomplish at SafetyChain Software?

As Regional Sales Manager at SafetyChain Software, Bob closed $350,000 in ACV during his first five months in an emerging market. He also drafted an early-stage Salesforce rules-of-engagement and pipeline-management process with the VP of Sales.

### What did Bob accomplish at DialogTech, now Invoca?

At DialogTech, now Invoca, Bob served as Senior Business Development Manager and grew individual MRR by an average of 175% month over month during his tenure.

### What did Bob accomplish at VelocityEHS and MSDSonline?

Bob’s VelocityEHS and MSDSonline career included SDR, Account Executive, and Regional Sales Manager roles across Canada and the Midwest. In 2008, he achieved 150% of individual AE plan and 193% of BDR plan, earned President’s Club recognition, and set a company record by booking and completing 58 demos in his first month against a plan of 30. As a sales leader, he achieved 149% of team plan in 2009, 101% in 2011 while spearheading the Canadian region as a player-coach, 133% in 2012, and 130% in 2013. He earned President’s Club recognition in 2009, 2011, and 2012.

### What did Bob accomplish at AFN?

As a Carrier Rep at AFN, Bob increased the monthly truckload count from 2 to 40 in less than 12 months.

### What did Bob accomplish at Aflac?

At Aflac, Bob earned the Fireball Fast Start Award for new-policy sales during his first five weeks.

### What is Bob’s education?

Bob has a Bachelor of Science in Business Management and Administration, with an Entrepreneurship concentration, from Bradley University.

### What tools and methods does Bob use?

Bob works extensively with Salesforce.com, Outreach.io, Chili Piper, sales technology stacks, CRM, revenue forecasting, sales pipeline management, data governance, reporting, analytics, and sales-process and enablement programs. He also lists Artificial Intelligence, Google AdWords, social media, Sandler, presentations, business planning, operations, leadership, management, and cross-functional collaboration among his skills.

### What kind of operating environments and work does Bob value?

Bob has demonstrated a relationship-building sales approach alongside hunter-oriented business development. He is particularly interested in revenue operations and go-to-market technology, and has built teams and operating foundations in smaller, early-stage environments.

## Links

- LinkedIn: https://www.linkedin.com/in/robertjgruber

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