Don’t Dwell On It: The Little Bet Club

In Season 2 Episode 2 of Don't Dwell On It, Harris + Sydney revisit Peter Sims’ Little Bets + explore how small, iterative experiments can compound into meaningful change - personally, professionally, + across the rail industry. In a year that is sure to be defined by uncertainty, they argue that waiting for clarity isn’t a winning strategy, rather, making smart, manageable bets is.

From railroads adjusting service windows + cutoff times, to shippers attacking demurrage + testing intermodal conversion, Harris + Sydney challenge every railroading stakeholder to rethink their “we’ve always done it this way” model. In 2026, progress may not come from sweeping transformation, but from a club of operators willing to test, learn, + improve - one little bet at a time.

About Telegraph

Telegraph is a leader in delivering digital solutions to railroads, shippers, logistics service providers, terminals, + railcar leasing companies. With an integrated platform that provides price transparency, shipment visibility, + proactive business intelligence, Telegraph empowers customers, and makes shipping by rail easier + more effective. For more details, visit www.telegraph.io and follow us on LinkedIn.