Ehsan Jahandarpour
Outbound SalesFinTechSeries Bbeginner

Outbound Sales for FinTech at Series B

A step-by-step playbook for implementing outbound sales at a Series B-stage FinTech company. This guide covers everything from initial setup and team requirements to execution, measurement, and optimization — tailored specifically for FinTech companies with significant budget for scaling proven channels and dedicated growth team with functional specialists. Includes specific KPIs, recommended tools, common pitfalls to avoid, and expert insights from Ehsan Jahandarpour.

Timeline: 1-2 months

Prerequisites

  • ✓ Established product with proven product-market fit
  • ✓ Analytics infrastructure capturing key user events
  • ✓ Financial regulations (SOX, PCI DSS, AML/KYC) require dedicated compliance processes — ensure compliance before scaling
  • ✓ CRM and email sequencing tools configured
  • ✓ At least 5 closed deals to validate ICP assumptions

Step-by-Step Guide

1

Define your ideal customer profile

Build a detailed ICP based on company size, industry, tech stack, funding stage, and pain points. The more specific, the higher your response rates. For FinTech companies at the Series B stage, this step is particularly important given scaling what works and expanding to new segments.

Pro tip: Analyze your last 20 closed-won deals — what do those companies have in common? In the FinTech context, also consider: regulatory compliance burden.

2

Build targeted prospect lists

Use data tools to build lists of companies and decision-makers that match your ICP. Enrich with intent signals and technographic data. For FinTech companies at the Series B stage, this step is particularly important given scaling what works and expanding to new segments.

Pro tip: Prioritize companies showing buying signals: hiring for relevant roles, using competitor tools, or raising funding. In the FinTech context, also consider: trust and security concerns.

3

Write personalized outreach sequences

Create multi-touch sequences across email, LinkedIn, and phone. Each message should reference something specific about the prospect company. For FinTech companies at the Series B stage, this step is particularly important given scaling what works and expanding to new segments.

Pro tip: First email should be under 100 words. Lead with their problem, not your product. In the FinTech context, also consider: slow enterprise sales cycles.

4

Set up sales tech stack

Implement a CRM, email sequencer, dialer, and LinkedIn automation tool. Connect everything for unified tracking and reporting. For FinTech companies at the Series B stage, this step is particularly important given scaling what works and expanding to new segments.

Pro tip: Start with HubSpot or Salesforce + Apollo or Outreach. Do not over-tool early. In the FinTech context, also consider: complex integration requirements.

5

Execute and iterate on outreach

Launch sequences, track open/reply rates, A/B test subject lines and CTAs. Aim for 30-50% open rates and 5-10% reply rates. For FinTech companies at the Series B stage, this step is particularly important given scaling what works and expanding to new segments.

Pro tip: Send outbound Tuesday through Thursday, 8-10am in the prospect timezone for best response rates. In the FinTech context, also consider: regulatory compliance burden.

Expected Outcomes

  • ✓ 15-25 qualified meetings booked per SDR per month targeting FinTech
  • ✓ Email reply rate above 8% for personalized outbound sequences
  • ✓ Outbound-sourced pipeline contributing 30-50% of total pipeline
  • ✓ Average deal size 2x higher for outbound FinTech deals vs inbound

KPIs to Track

  • ● Email reply rate
  • ● Pipeline generated
  • ● SDR-sourced revenue

Common Mistakes to Avoid

⚠Not aligning outbound messaging with marketing
⚠Sending generic mass emails

Ehsan's Growth Commentary

FinTech outbound sales targets banks, financial institutions, and enterprise finance teams — the most heavily solicited buyer personas in B2B. A typical bank CISO or VP of Digital receives 50+ vendor outreach emails per week. The FinTech outbound strategy that breaks through: lead with regulatory compliance or risk mitigation, not features. "Your current vendor's SOC 2 report has a gap in [specific area]" gets a response. "Our platform has AI-powered fraud detection" gets deleted. The other FinTech outbound tactic: partner referrals. Banks trust recommendations from their existing vendors (core banking providers, consultants, auditors) more than cold outreach. One introduction from an existing bank vendor converts at 5-10x the rate of cold outreach. FinTech outbound budget should allocate 40% to partner development and 60% to direct outreach, with all direct outreach framed around compliance, risk, or regulatory change — the only topics that guarantee a response.

The first email should be about them, not you. Lead with a specific observation about their company or role. In FinTech, multi-threaded outreach (contacting 3+ people at the same account) increases response rates by 50%. Follow up at least 5 times. 80% of deals require 5+ touches, but 90% of salespeople give up after 2.

EJ

Ehsan Jahandarpour

AI Growth Strategist & Fractional CMO

Forbes Top 20 Growth Hacker · TEDx Speaker · 716 Academic Citations · Ex-Microsoft · CMO at FirstWave (ASX:FCT) · Forbes Communications Council

Frequently Asked Questions

How long does it take to see results from outbound sales in FinTech?
For FinTech companies at the Series B stage, expect to see early signals within 4-8 weeks and meaningful results within 3-6 months. The timeline depends on your current baseline, team capacity, and significant budget for scaling proven channels. Focus on leading indicators early and shift to lagging indicators (revenue, retention) over time.
What budget should a Series B FinTech company allocate to outbound sales?
At the Series B stage with significant budget for scaling proven channels, allocate 10-20% of your growth budget to outbound sales. For FinTech specifically, this means investing in Plaid and Stripe and dedicating at least one team member 50%+ of their time. Start small, prove ROI, then scale investment proportionally.
What are the biggest risks of outbound sales for FinTech companies?
The primary risks are: (1) spreading too thin across tactics instead of going deep on one, (2) not adapting the approach to FinTech-specific dynamics like regulatory compliance burden, (3) measuring vanity metrics instead of business outcomes, and (4) giving up before the tactic has time to compound. Mitigate these by setting clear success criteria and committing to a 90-day minimum test period.
Can outbound sales work alongside other growth strategies?
Absolutely — and it should. outbound sales is most powerful when combined with complementary tactics. For FinTech at Series B, pair it with content marketing for top-of-funnel, and a strong activation flow for conversion. The key is to avoid diluting focus: master one tactic before adding another. Think of it as stacking growth loops, not running parallel experiments.
How do I measure the ROI of outbound sales in FinTech?
Track both leading indicators (engagement, traffic, activation) and lagging indicators (pipeline, revenue, retention). For FinTech companies, the most important metrics are CAC from this channel, conversion rate at each funnel stage, and LTV of customers acquired through outbound sales. Set up proper attribution using UTM parameters, cohort analysis, and ideally a multi-touch attribution model. Report ROI monthly to stakeholders.