Caleb Jeffries
Sales Leader // Enablement Fanatic
Brooklyn,NY
Summary
With almost five years in SaaS sales, I've gained a lot of experience, starting as a BDR, moving up to AE, and then into leadership roles like Sales Enablement Manager and Sales Manager. Now, I'm a founding people manager on the Field Enablement team.
In my sales leadership journey, I've consistently improved team performance, developed creative sales strategies, and brought teams together. As a Sales Manager, I successfully led a sales team through a smooth integration after an acquisition, showing I can handle complex transitions and unite teams toward shared goals.
My leadership style focuses on strategic sales enablement. I empower sales teams with training, technology, and personalized coaching, leading to better sales processes and more closed deals.
Overview
7
7
years of professional experience
Work History
Manager, Field Enablement
Bloomerang
02.2024 - Current
I'm leading a team of sales specialists who empower, support, and educate Bloomerang Account Executives and Account Managers with the product and technical content, tools, and resources necessary to successfully sell Bloomerang solutions.
Manager, Sales - Bloomerang Volunteer
Bloomerang
04.2023 - 02.2024
Led seamless integration of InitLive sales team post-acquisition - Lead sales of Bloomerang Volunteer product (formerly InitLive) - 4x'ed the installbase of product in the 10 month following the acquisition of InitLive
Manager, Sales Enablement
Bloomerang
05.2022 - 04.2023
Created and executed new employee onboarding program for all sales teams including Account Executives, Account Managers and Business Development - Worked cross-functionally with Product Marketing to train sales team on new product launches
Account Executive
Bloomerang
01.2021 - 05.2022
Q1 2022 - 146% of Quota (Highest Attainment Companywide)
Account Executive
Kindful, a Bloomerang Product
01.2020 - 12.2020
Top Rep (Kindful Product) - Q4 2021 - Kindful was acquired by Bloomerang and is now a part of the Bloomerang family.
Sales Development Representative
Kindful, a Bloomerang Product
06.2019 - 12.2019
Regularly achieved full quota - Co-led creation of new process for fielding inbound inquiries
Site Development Associate
Real Resources
09.2017 - 05.2019
Led partnerships for Youthworks program accross 12 different locations in 7 states - Facilitated educational and service-oriented programming for youth for 10 weeks during the summer
Education
Bachelor of Science - BS, Management -
Johnson University
Skills
- Coaching
- New Employee Onboarding
- Product Training for Sales
- Sales Skills Training
- Salesforce
- Stakeholder Management
- Project Plans
- Organizational Advancement
- Team Leadership
- Analytical Skills
References
References available upon request.
Timeline
Manager, Field Enablement
Bloomerang
02.2024 - Current
Manager, Sales - Bloomerang Volunteer
Bloomerang
04.2023 - 02.2024
Manager, Sales Enablement
Bloomerang
05.2022 - 04.2023
Account Executive
Bloomerang
01.2021 - 05.2022
Account Executive
Kindful, a Bloomerang Product
01.2020 - 12.2020
Sales Development Representative
Kindful, a Bloomerang Product
06.2019 - 12.2019
Site Development Associate
Real Resources
09.2017 - 05.2019
Bachelor of Science - BS, Management -
Johnson University
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