PocketPrep Scales Outbound Sales with Dedicated SDR Support
PocketPrep is a leading provider of mobile test preparation solutions used by students and institutions across the U.S. and Canada.

Bootstrapped

Funding Stage

11-50

Headcount

United States

HQ location

Education

Target Industry

United States

Target Location

Educational Decision Makers

Target Persona

Transformative Metrics That Showcase Our Impact.

4 Months

Campaign Duration

Outbound

Campaign Type

2

No of SDRs

Key Performance Indicators

$46, 000

$ value of pipeline generated

Meeting scheduled

67

No. of qualified meetings scheduled

Estimated SQL ROI

12X

Estimated Return on Investment

Revenue Growth Realized

$8 700

Estimated revenue generated

Overview

PocketPrep is a leading provider of mobile test preparation solutions used by students and institutions across the U.S. and Canada. As the business expanded its B2B offering, the sales team faced challenges balancing prospecting with active deal cycles. With Account Executives (AEs) carrying responsibility for the entire funnel, from cold outreach to closing deals, time and focus were being stretched thin.

To address this, PocketPrep partnered with Whistle to establish a dedicated SDR function. Whistle’s role was to provide outbound coverage, streamline qualification, and strengthen the sales process with a clear AE/SDR split. The program has since delivered strong meeting volumes, improved qualification, and positioned PocketPrep for scalable growth in the education sector.

Challenges Faced

Overextended AEs: Account Executives were responsible for prospecting, qualifying, and closing, creating inefficiencies and missed opportunities.

Lack of qualification process: Without SDR support, opportunities often skipped a structured qualification step.

Market complexity: Reaching the right department-level contacts within universities required tailored data enrichment not available through standard prospecting tools.

Talent alignment: Finding SDRs with prior experience in EdTech was critical. Multiple SDR rotations were required before stabilizing the team with strong performers.

Our Solution

Whistle implemented a focused outbound SDR strategy designed for EdTech nuances:

  • Dedicated SDR support: Two SDRs (including a high-performing lead SDR) managed prospecting across multiple education verticals.
  • Incremental scaling: After strong early results, PocketPrep added an additional SDR and expanded one SDR’s hours to full-time coverage.
  • Personalized outreach: Calls, LinkedIn, and email outreach were paired with AI-prompted personalization to increase relevance at scale.
  • Data enrichment: Whistle supplemented standard lists with enriched department-level contacts, removing the burden from PocketPrep’s internal team.
  • Orum support: Whistle provided dialer access, avoiding extra software costs and ensuring efficient calling.
  • Collaboration with Foundation Sales: Whistle coordinated with PocketPrep’s advisory partner while owning the SDR motion, maintaining clarity of role and accountability.

Results Achieved

Since launch in April, the Whistle–PocketPrep partnership has delivered consistent pipeline growth:

  • 50+ qualified meetings booked (67 meetings to date since 1 April)
  • 10 SQLs since launch (30 SQLs since 1 April)
  • Improved AE productivity with a clear division of responsibilities
  • Expanded coverage across multiple education vertical

Strong brand representation with prospects reporting positive engagement

“Our AEs were originally doing everything from prospecting all the way through billing, and it wasn’t working. Whistle gave us a better process, SDRs now handle qualification, AEs focus on closing, and we’ve had a lot of meetings booked. It’s going really well.”

Future Outlook

AI-Enhanced Personalization: PocketPrep plans to deepen its use of AI, specifically testing new prompt strategies to further increase the relevance of outreach and accelerate the conversion of leads to Sales Qualified Leads (SQLs).

Scalable Growth Structure: With the successful segmentation of the sales team—where SDRs handle qualification and AEs focus on closing—the company has established a repeatable framework to scale outbound coverage without overextending internal resources.

Collaborative Agility: The partnership relies on a "trust-first" dynamic with weekly strategy sessions, allowing for rapid adjustments to the campaign as the team expands into new education verticals.

Solutions

Key Learning

Right-fit SDRs matter

Experienced SDRs with prior EdTech knowledge proved critical in building momentum quickly.

AI personalization holds promise

Testing new AI-powered prompts will further enhance outreach relevance and accelerate SQL conversion.

Scalable structure

With AEs and SDRs now clearly segmented, PocketPrep has a repeatable structure to scale outbound coverage and maintain pipeline growth.

Proven success with companies
in your industry

Real world results from companies that partnered with Whistle to generate qualified pipeline faster.
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