Obol x SendtoWin

About Obol

Obol is a cashflow management platform built for finance operators and business leaders. It replaces manual spreadsheets with a live workspace that automates oversight, reporting, and forecasting. Obol integrates banking and accounting data into a single source of truth, giving organizations clear, real-time visibility into cashflow planning.

The Challenge

Prior to SendtoWin, Obol relied on fragmented acquisition channels that were costly, unpredictable, and time-intensive. Internal outreach was resource heavy. Events and marketing spend did not consistently bring in core ICP buyers. Obol needed:

• A reliable motion to reach ideal customers

• Higher value opportunities

• A channel that could scale without building a large internal SDR function

They were looking for a partner able to execute with precision and validate where outbound demand truly existed.

SendtoWin's Solution

SendtoWin deployed a structured outbound program guided by weekly data reviews and constant optimization. Engagement included:

• Ran performance analysis weekly to identify top-performing roles, industries, and segments

• Shifted targeting toward the strongest response clusters rather than broad, unfocused outreach

• Used live campaign data to continuously fine-tune messaging, targeting criteria, and sequence design

• Reallocated efforts quickly to high-yield verticals to maximize opportunity volume and deal value

The Results

SendtoWin-sourced opportunities outperformed other acquisition channels.

• Average Contract Value from SendtoWin leads was 36% higher than Obol’s normal ACV.

• Reliable sourcing of core-ICP brands

• Faster movement through the funnel

• Obol was able to accelerate growth without internal hiring or heavy infrastructure

• Obol gained learnings on:

  • Which markets responded best

  • Which verticals deserved heavier allocation

  • Which segments should be deprioritized

Conclusion

SendtoWin created a targeted outbound motion that helped Obol sign higher value customers, reduce wasted spend on broad outreach, and accelerate their pipeline with clear visibility and strategic focus. The partnership equipped Obol with proven demand signals, an efficient customer acquisition model, and market intelligence to scale where performance was strongest.

You were very data driven and able to look at the verticals where performance was strongest and quickly divert resources to get the best results.

– Aviv Sadra, Co-Founder at Obol