West AvenueTechnology

Independent technology leadership

Technical leadership for deals, integrations and growing engineering teams

West Avenue Technology helps investors, founders and CEOs see what they are buying, bring companies together after close, and build engineering orgs that scale. Led by Tom Fleischer, former CTO of Vistar Media.

Start with a 30-minute call See services
West Avenue Technology mark: a green leaf rising between two fields of stone
20years building software
11years leading engineering teams
200+engineers in a combined org across three continents
3acquisitions led through diligence and integration

Services

Four ways to engage, across the full deal cycle and beyond

Fixed-fee sprint · 2 to 4 weeks

Technical diligence

Buy-side and sell-side review of the platform, team and risks before the deal closes.

  • Architecture, scalability and hosting cost
  • Team, org design and key-person risk
  • Security, data handling and compliance
  • Technical debt and the real cost to fix it

Early red-flag readout, then a full report with a 100-day plan.

Monthly retainer · 3 to 6 months

Post-merger integration

Bringing teams, platforms and roadmaps together after close without losing key people.

  • Day one: retain key engineers and keep delivery moving
  • First 100 days: one org design, one roadmap
  • After: platform and tooling consolidation

Led integration after all three deals in the track record below.

Monthly retainer · about 8 hours a week

Technical and organizational leadership

Fractional CTO for Series A to C companies scaling an engineering team.

  • Org design, hiring plans and leveling
  • Delivery process and engineering metrics
  • Board and investor technology reporting
  • Coaching the next engineering leaders

Grew Vistar Media engineering from under 10 to 80+ across five countries.

Hourly · as needed

Advisory

A senior second opinion on a decision, a vendor, an architecture or a team.

  • Architecture review and build vs. buy
  • AI and automation adoption
  • RFP and proposal vetting
  • Coaching for new CTOs and VPs of Engineering

A good way to start before a larger project.

How engagements work

One partner from first look to steady state

Pricing is set by scope and shared on the first call. All work is billed monthly, net 15.

Before close

Diligence sprint

A clear read on the platform and team, sized to the deal timeline.

After close

Integration

The same person who found the risks helps resolve them.

Ongoing

Leadership retainer

Steady senior guidance while the team grows.

Advisory at any point

Start small with hourly work, or add it alongside a project.

A small client roster

Client count is capped, so every engagement gets senior attention.

Remote first

Based in Philadelphia, working on US Eastern hours.

Experience

From first engineering hire to CTO through an acquisition

Vistar Media, first engineering hire to CTO

Built the ad tech platform for programmatic digital out-of-home, connecting buyers to screens in the real world, and grew engineering from under 10 to 80+ across five countries.

Sold to T-Mobile

Led sell-side technical diligence and the integration of Vistar into T-Mobile’s advertising business.

Head of Engineering & Technology, T-Mobile Advertising Solutions

Ran the consolidated engineering org of 200+ across T-Ads, Vistar and Blis, the location-based advertising company T-Mobile also acquired.

Deals

  • Sage + Archer · buy-side, out-of-home ad buying platform
  • Adstruc · buy-side, out-of-home ad marketplace
  • Vistar Media to T-Mobile · sell-side, ad tech

Earlier

  • Algorithmics · acquired by IBM
  • HostMySite.com · acquired by PE
  • BS Computer Science, Temple University

Contact

Start with a 30-minute call

Share what you are working on, a deal, an integration or a team that needs to grow, and we will find the right fit.

Tom Fleischer

Founder & Principal

Open in mail